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Chemistry Exam 2
For Second Exam
334
Chemistry
Undergraduate 4
09/22/2011

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Term
These are C=O (carbonyl group) bonded to a hydrogen group or to 2 hydrogen atoms.
Definition
Aldehyde
Term
The is a carbonly (C=O) group bonded to 2 carbon atoms.
Definition
What are Ketones?
Term
Naming Aldehydes/Keytone you have to change?
Definition
The ending (-ane to -al)
Term
In unsaturated aldehydes you change the ending to what?
Definition
(-ane to -enal)
Term
The suffix -en such as in -enal means?
Definition
It means it is a carbon, carbon double bond.(C=C)
Term
What is the carbonyl functional group?
Definition
C=O
Term
What is the hydroxy group?
Definition
-OH
Term
What is the amino group?
Definition
-NH2
Term
Keytone include how many carbons?
Definition
All carbons in a roll.
Term
This group includes all carbons.
Definition
Keytones
Term
Which resist oxidation?
Definition
Keytones
Term
Which ones are easy to oxidize?
Definition
Aldehydes
Term
Tollen's Reagent contains what?
Definition
Silver Nitrate and Ammonia
Term
If it is a aldehyde, you change the e ending to what?
Definition
al
Term
If it is a keytone, you change the e ending to what?
Definition
one
Term
What types of alcohols can be oxidized?
Definition
Primary alcohols
Term
What type of keytones can be oxidized?
Definition
Secondary alcohols
Term
When reduction happens in keytones the end product is?
Definition
Secondary alcohols
Term
Aldehydes are linked to what?
Definition
Hydrogen
Term
What is the simpliest type of alcohol?
Definition
Methanol (aldehyde)
Term
Aldehydes start at which carbon?
Definition
Carbon # 1
Term
Know what the functional group is R-O-H
Definition
This is a
Term
How do you indicate the presence of the carbonyl group?
Definition
Change the ending -ane to -one
Term
The correct name for acetone is?
Definition
2-propanol, the carbonly group is on position # 2.
Term
The carbonyl carbon gets which number?
Definition
They get the lowest number.
Term
These groups always start at carbon #1?
Definition
Aldehydes
Term
These groups you have to indicate the position # of the carbon where it is attached to?
Definition
Keytones
Term
What kind of bonds do carboxylic acids have?
Definition
Strong hydrogen bonds
Term
Formaldehyde has how many carbons?
Definition
One
Term
Acetaldehyde has how many carbons?
Definition
two
Term
Acetone has how many carbons?
Definition
3 carbons
Term
Which compounds can not be fully oxidized and can not be oxidized but can be reduced?
Definition
Keytones
Term
All aldehydes are converted to?
Definition
Carboxylic Acids
Term
Keytones are reduced to?
Definition
Secondary alcohols
Term
In reductions, aldehydes get converted to?
Definition
Primary alcohols
Term
In reductions, keytones get converted to?
Definition
Secondary alcohols
Term
Sodium borohydrate (NaBH4) an aldehyde is reduced to?
Definition
An alcohol, won't reduce the double bond - it is a selective reducing agent.
Term
Lactate is what type of alcohol?
Definition
A secondary
Term
What is the reducing Agent?
Definition
NaOH
Term
Alcohols are added onto aldehydes to form?
Definition
Hemiacetals
Term
Hydroxyl groups can be added onto a hydroxypentanal to form?
Definition
A cyclic hemiacetal
Term
In a keto-enol equilibrium, which one predominates?
Definition
Keto
Term
What are the characteristics of carboxylic acids?
Definition
Polar, high boiling point, strong hydrogen bonding, soluble in water.
Term
What is added to the ending of a carboxylic acid?
Definition
-oic
Term
The carbonyl carbon is at the end of the chain, an always is which carbon?
Definition
Carbon number 1
Term
To name a dicarboxylic acid, add the suffix?
Definition
-dioc such as in anedioic acid
Term
What are the characteristic properties of carboxylic acids?
Definition
High boiling point, dimers
Term
What are the characteristic properties of aldehydes?
Definition
less soluble in water, slightly soluble in water
Term
Which type of fatty acids have more than one carbon-carbon double bond?  (C=C)
Definition
Unsaturated fatty acids
Term
What are the saturated fatty acids?
Definition
Lauric acid, myristic acid, palmitic acid, stearic acid, and arachidic acid.
Term
Saturated fatty acids have which type of bonds?
Definition
Single carbon bonds
Term
Which types of acids are important for making soaps?
Definition
Carboxylic Acids
Term
Which type of acids are capable of loosing their hydrogen ion?
Definition
Carboxylic Acids
Term
Which type of fatty acids have low melting points?
Definition
Unsaturated fatty acids
Term
Which type of fatty acids have high melting points and stay solid in the body?
Definition
Saturated fatty acids
Term
What type of acids are important for producing soaps?
Definition
Carboxylic acids
Term
When a substance has more chlorine atoms it becomes?
Definition
More acidic
Term
When substances become more substituted, they become have more?
Definition
Electronegativity
Term
When something is more acidic, it has more of these types of ions?
Definition
Hydrogen
Term
When there is a low concentration of hydrogen ions it has what type of pH?
Definition
A low pH
Term
What produces water-soluble salts?
Definition
Benzoic Acids
Term
Carbonic Acid gives off what?
Definition
CO2 and water
Term
Ammonia is a weak?
Definition
Base
Term
What is the common name for acetic gas?
Definition
Vinegar
Term
The formation of esters is called?
Definition
Fischer Esterification
Term
In Fischer esterification, you add alcohol or remove water will move the reaction toward the ester or toward the?
Definition
Products
Term
Carboxylic acids can undergo decarboxylation which results in a loss of?
Definition
Carbon atom in the form of CO2
Term
These acids are resistant to heating?
Definition
Carboxylic acids
Term
Oxidation is the process where you lose ______ or gain _______?
Definition
hydrogen, oxygen
Term
What is this structure called?
Definition
Keytone
Term
An aldehyde reduces to a?
Definition
Primary alcohol
Term
In reduction, you gain ______ and you lose _______?
Definition
hydrogen, oxygen
Term
-enol is an example of a _______?
Definition
keytone
Term
-al is an example of an _________?
Definition
Aldehyde
Term
OH - represents an _______?
Definition
Alcohol
Term
COOH - represents a _______?
Definition
Carboxylic Acid
Term
NH2 represents an _________?
Definition
Amine
Term
What group does (-NO2) belong to?
Definition
The nitro Group
Term
What group does (-SO3H) belong to?
Definition
The sulfonic acid group
Term
What type of alcohols and keytones can be oxidized?
Definition
Primary alcohols and secondary keytones.
Term
Keytones are reduced to ______ alcohols?
Definition
Secondary
Term
What is the simplest type of alcohol?
Definition
Methanol
Term
Which group starts at carbon #1 with no numbering?
Definition
Aldehydes
Term
You change -ane to -one to indicate the presence of which group?
Definition
Carbonyl
Term
What carbon gets the lowest number?
Definition
Carbonyl
Term
With _______ you have to indicate the position of C #1.
Definition
Keytones
Term
With ______ it is an al without the 1 in front such as 1-pentanal.
Definition
Aldehydes
Term
Which type of alcohols have the strongest hydrogen bonds?
Definition
Carboxylic acids
Term
How many carbons does formaldehyde have?
Definition
One carbon
Term
How many carbons does formaldehyde have?
Definition
Two carbons
Term
How many carbons does acetone have?
Definition
Three carbons
Term
Which type of compounds can not be fully oxidized but can be reduced?
Definition
Keytones
Term
Lactate is what type of alcohol?
Definition
A secondary alcohol
Term
What is a reducing agents (gains hydrogen or loses oxygen)?
Definition
NaOH, metal catalyst, NaBH4, and H2O.
Term
Alcohols are added onto _______ to form hemiacetals?
Definition
Aldehydes
Term
A _____ is added onto a hydroxypentanal to form a cyclic hemiacetal.
Definition
Hydroxyl Group
Term
_______ is the interchange of keytones and enols.
Definition
Keto-Enol Tautomerism
Term
The A carbon is the carbon adjacent to?
Definition
A carbonyl group
Term
What will dominate in a Keto-enol equilibrium?
Definition
Keto
Term
What are the 4 characteristics of carboxylic acids?
Definition
Polar, high boiling point, strong hydrogen bonding, and soluble in water.
Term
-oic is added to a?
Definition
Carboxylic acid
Term
In what group is the carbon at the end of the chain and is number 1 so there is no need to give it a number?
Definition
A carbonyl group
Term
To name a dicarboxylic acid, add the suffix _______.
Definition
-dioic
Term
What is the name for IUPAC name for lauric acid?
Definition
Dodecanoic acid (12 carbons)
Term
What is the IUPAC name for myristic acid?
Definition
Tetradecanoic acid (14 carbons)
Term
What is the IUPAC name for palmitic acid?
Definition
Hexadecanoic acid (16 carbons)
Term
What is the IUPAC name for stearic acid?
Definition
Octadecanoic acid (18 carbons)
Term
What is the IUPAC name for arachidic acid?
Definition
Eicosanoic acid (20 carbons)
Term
What are the two characteristics of carboxylic acids?
Definition
High boiling point, dimers
Term
_____fatty acids have more than 1 c=c.
Definition
Unsaturated
Term
What are the names of the five saturated fatty acids?
Definition
Lauric acid, myristic acid, palmitic acid, stearic acid, and arachidic acid.
Term
Saturated fatty acids have which kinds of bonds?
Definition
Carbon carbon single bonds.
Term
What are the characteristics of unsaturated fatty acids?
Definition
They have low melting points.
Term
What are the characteristics of saturated fatty acids?
Definition
They have a high melting point and stay solid in the body.
Term
Which acids are important for producing soaps?
Definition
Carboxylic acids
Term
What type of group does detergents have?
Definition
A sulfonate group.
Term
Which type of acids are capable of losing their hydrogen atoms.
Definition
Carboxylic acids
Term
A solution with more chlorine ions makes it become more______?
Definition
Acidic
Term
When a chemical becomes more substituted, it has more _______?
Definition
Electronegativity
Term
Which acids produce water-soluble salts?
Definition
Benzoic acids
Term
Carbonic acids give off?
Definition
CO2 and water
Term
Ammonia is a ______ base?
Definition
Weak
Term
What is the common name for acetic gas?
Definition
Vinegar
Term
__________ is the name for the formation of esters.
Definition
Fischer Esterification
Term
Carboxylic esters reacts with alcohol and forms?
Definition
Esters and water
Term
In Fischer esterification, add alcohol or remove water will move the reaction towards the?
Definition
Ester or products
Term
A low pH means there is ________ hydrogen ions?
Definition
More hydrogen ions
Term
In Fischer esterification, when you add more water it moves to the direction of the?
Definition
Reactants
Term
Carboxlic acids are resistant to?
Definition
Heating
Term
Oxidation of an aldehyde and Tollens agent or oxidizing agent will produce a?
Definition
Carboxylic Acid
Term
Aldehydes are reduced to a?
Definition
Primary alcohol
Term
Keytones are reduced to a?
Definition
Secondary alcohol
Term
What are the names of the catalysts?
Definition
NaBH4, H2O, and metal catalysts.
Term
What is a stereoisomer?
Definition
They have the same connectivity of their atoms but a different orientation of their atoms.
Term
Isomers with the same connectivity become?
Definition
Stereoisomers
Term
Stereoisomers without stereocenters become?
Definition
Cist-trans isomers
Term
Isomers with different connectivity become?
Definition
Constitutional isomers
Term
Stereoisomers with stereocenters become either?
Definition
Enantiomers or diastereomers
Term
The two types of chiral stereoisomers are?
Definition
Enantiomers and Diasteremers
Term
A type of achiral stereoisomers are?
Definition
Cis-trans isomers
Term
What is a mirror image?
Definition
It is the reflection of an object in a mirror.
Term
What is an enantiomer?
Definition
Enantiomers are a pair of sterioisomers that are nonsuperposable mirror images.
Term
What is a racemic mixture?
Definition
A racemic mixture contains equal amounts of two enantiomers and does not rotate the plane of polarized light.
Term
What are diastereomers?
Definition
Diastereomers are stereoisomers that are not mirror images.
Term
Which objects are chiral?
Definition
An object that is not superposable on its mirror image is said to be chiral; it has handedness.
Term
Which are achiral objects?
Definition
An achiral object lacks chirality (handedness); that is, it has a superposable mirror image.
Term
What is the most common cause of thirality in organic molecules?
Definition
The presence of a tetrahedral carbon atom with four different groups bonded to it. Such a carbon is called a stereocenter.
Term
How do we specify the configuration of a stereocenter?
Definition
We use the R,S system to specify the configuration of a stereocenter.
Term
How many stereoisomers are possible for molecules with two or more stereocenters?
Definition
For a molecule with n stereocenters, the maximum number of stereoisomers possible is 2n.
Term
What does plane polarized mean?
Definition
Light with waves that vibrate in only parallel planes.
Term
What is polarimeter used to measure?
Definition
It is used to measure optical activity.
Term
What is optical activity?
Definition
A compound is said to be optically active if it rotates the plane of polarized light.
Term
Dextrorotatory means that the compound rotates in which direction?
Definition
To the right.
Term
Levorotory means the compound rotates the plane in which direction?
Definition
To the left.
Term
The cis and trans stereoisomers of 2-butene are achiral?
Definition
True
Term
The carbonyl carbon of an aldehyde, ketone, caroxylic acid, or ester cannot be a stereocenter?
Definition
True
Term
Stereoisomers have the same connectivity of their atoms?
Definition
True
Term
An unmarked cube is achiral?
Definition
False
Term
A human foot is chiral?
Definition
True
Term
An unmarked cube is achiral?
Definition
True
Term
What does chiral mean?
Definition
Different like your hands and feet are chiral.
Term
What does achiral mean?
Definition
It means it looks the same and can be euperimposed on one another.
Term
Every object in nature has a mirror image?
Definition
True
Term
The most common cause of chirality in organic molecules is the presence of a tetrahedral carbon atome with four different groups bonded to it.
Definition
True
Term
If a molecule is not superposable on its mirror image, the molecule is chiral?
Definition
True
Term
What does the term "achiral" mean?
Definition
An achiral object has no handedness; it is an object whose mirror image is superposable on the original. An example is methane, CH4.
Term
In what way are constitutional isomers different from stereoisomers? In what way are they the same?
Definition
Both constitutional isomers and stereoisomers have the same molecular formula. Whereas stereoisomers have the same connectivity, constitutional isomers have a different connectivity of their atoms.
Term
2-Pentanol is chiral but 3-pentanol is not. Explain
Definition
2-Pentanol has a stereocenter (carbon 2). 3-Pentanol has no stereocenter.
Term
Explain why the carbon of a carbonyl group cannot be a stereocenter?
Definition
The carbon of a carbonyl group has only three groups bonded to it. To be a stereocenter, a carbon must have four different groups bonded to it.
Term
What is the fourth most common element of organic compounds?
Definition
Nitrogen
Term
Amphetamines have the effect of?
Definition
depression, suppress appetite, reduce hyperactivity, suppress appetite, reduce fatigue, and elevate mood
Term
What is an aliphatic amine?
Definition
An amine in which nitrogen is bonded to alkyl groups or hydrogens.
Term
What is an aromatic amine?
Definition
An amine in which nitrogen is bonded to one or more aromatic rings.
Term
What is a heterocyclic amine?
Definition
An amine in which nitrogen is one of the atoms of a ring.
Term
What is a heterocyclic aromatic amine?
Definition
An amine in which nitrogen is one of the atoms of an aromatic ring.
Term
What is an aliphatic amine?
Definition
An aliphatic amine is one in which all the carbons bonded to nitrogen are derived from alkyl groups.
Term
What is an aromatic amine?
Definition
An aromatic amine is one in which one or more of the groups bonded to nitrogen are aryl groups.
Term
What is a heterocyclic amine?
Definition
An amine in which the nitrogen atom is part of a ring.
Term
What is a heterocyclic aliphatic amine?
Definition
When the ring is saturated.
Term
What is a heterocyclic aliphatic amine?
Definition
When the nitrogen is part of an aromatic ring.
Term
What are the two most important heterocyclic aromatic amines?
Definition
pyridine and pyrimidine
Term
How do we name amines?
Definition
The final -e of the parent alkane is dropped and replaced by -amine.
Term
Trimethylamine is found in?
Definition
Rotting fish
Term
Where do you find the compound 1,5-pentanediamine?
Definition
In cadaverine
Term
Amines are polar compounds and both primary and secondary amines have what type of bonds?
Definition
N-H bonds
Term
Which types of amines do not form hydrogen bonds with one another?
Definition
Tertiary bonds
Term
Aromatic amines and heterocyclic amines are considerable weaker bases than?
Definition
Aliphatic amines
Term
Aliphatic amines are stronger bases than?
Definition
Aromatic amines
Term
Amines are classified as primary, secondary, or tertiary, depending on the number of carbon atoms bonded to?
Definition
Nitrogen
Term
In what type of amine are all the carbon atoms bonded to nitrogen are derived from alkyl groups?
Definition
Aliphatic amine
Term
Which amines are one or more of the groups bonded to nitrogen are aryl groups?
Definition
Aromatic Amines
Term
In IUPAC nomenclature, which type of amines are named by changing the final -3 of the parent alkane to -amine and using a number to locate the amino group on the parent chain?
Definition
Aliphatic amine
Term
The simpliest aldehyde is?
Definition
methanal
Term
In methanal, the carbonyl group is bonded to what?
Definition
2 hydrogens
Term
A ______ is a carbonyl group bonded to two carbons.
Definition
Keytone
Term
The carbonyl group of a ________ can only appear at the end of the parent chain, the numbering must start with it being carbon #1.
Definition
Aldehyde
Term
We change the ending of -ane to -enal for?
Definition
For aldehydes with unsaturated, double bonds. -en to show it is a double bond and -al to show it is an aldehyde.
Term
In aldehydes, carbon number one starts with which group?
Definition
The carbonyl group
Term
Change the ending -e to -one for?
Definition
Keytones
Term
In numbering keytones, carbon number one starts where?
Definition
To give the lowest number the carbonyl carbon group.
Term
The common name for 2-propanone, the IUPAC name is called?
Definition
Acetone
Term
The simpliest keytone is known as?
Definition
2-propanone or acetone.
Term
In which compounds can you find the carbonyl group?
Definition
Keytones, aldehydes, carboxylic acids, and carbohydrates.
Term
Aldehydes are oxidized to?
Definition
Carboxylic acids
Term
These compounds resist oxidation.
Definition
Keytones
Term
Which compounds are reduced to primary alcohols.
Definition
Aldehydes
Term
What is reduced to secondary alcohols?
Definition
Keytones
Term
The addition of alcohol to the carbonyl group of an aldehyde or a keytone form a?
Definition
hemiacetal
Term
What is a hemiacetal?
Definition
A molecule containing a carbon bonded to one -OH group and one -OR group; the product of adding one molecule of alcohol to the carbonyl group of an aldehyde or ketone
Term
In a hemiacetal, the H of the alcohol adds to?
Definition
The carbonyl oxygen
Term
In a hemiacetal, the -OR group of the alcohol gets added to?
Definition
Carbonyl carbon
Term
Hemiacetals can react further with alcohols to form?
Definition
Acetals plus water
Term
The functional group of an acetal is a carbon bonded to?
Definition
Two -OR groups.
Term
In goint from a hemiacetal to acetal formation, if we want to drive it to the right to acetal, we can?
Definition
We use a large excess of alcohol or remove water.
Term
To move to the left ( hydrolysis of the acetal to the original aldehyde or ketone and alcohol),we have to?
Definition
Use a large excess of water.
Term
What does an aldehyde contain?
Definition
A carbonyl group bonded to at least one hydrogen atom.
Term
What does a ketone contain?
Definition
A carbonyl group bonded to two carbon atoms.
Term
How Do We Name Aldehydes and Ketones?
Definition
We derive the IUPAC name of an aldehyde by changing the -e of the parent alkane to -al.
Term
We derive the IUPAC name of a _______ by changing the -e of the parent alkane to -one and using a number to locate the carbonyl carbon.
Definition
ketone
Term
What Are the Physical Properties of Aldehydes and Ketones?
Definition
Aldehydes and ketones are polar compounds. They have higher boiling points and are more soluble in water than nonpolar compounds of comparable molecular weight.
Term
What Are the Characteristic Reactions of Aldehydes and Ketones?
Definition
Aldehydes are oxidized to carboxylic acids but ketones resist oxidation.
Term
Tollens’ reagent is used to test for?
Definition
the presence of aldehydes.
Term
Aldehydes can be reduced to?
Definition
primary alcohols
Term
Ketones are reduced to?
Definition
Secondary alcohols.
Term
Addition of a molecule of alcohol to an aldehyde or ketone produces a?
Definition
Hemiacetal
Term
A hemiacetal can react with another molecule of alcohol to produce an?
Definition
Acetal
Term
What Is Keto-Enol Tautomerization?
Definition
A molecule containing an -OH group bonded to a carbon of a carbon– carbon double bond is called an enol.
Term
Constitutional isomers that differ in the location of a hydrogen atom and a double bond are called?
Definition
Tautomers
Term
Oxidation of an Aldehyde to a Carboxylic Acid, the _____ group is among the most easily oxidized organic functional groups.
Definition
aldehyde
Term
Oxidizing agents include:
Definition
K2Cr2O7, Tollens’ reagent, and O2.
Term
Reduction of aldehydes are reduced to primary alcohols and ketones to secondary alcohols by H2 in the presence of:
Definition
A transition metal catalyst such as Pt or Ni.
Term
Reduction of aldehydes are reduced to alcohols by:
Definition
Sodium borohydride, NaBH4, followed by protonation.
Term
Formation of _____ is catalyzed by acid.
Definition
Acetals
Term
_____ are hydrolyzed in aqueous acid to an aldehyde or ketone and two molecules of an alcohol.
Definition
Acetals
Term
In Keto-Enol Tautomerism, the ____ form generally predominates at equilibrium.
Definition
keto
Term
______ is found in stale perspiration.
Definition
Butanoic acid
Term
Pentanoic acid smells even worse than:
Definition
Butanoic acid
Term
_____ have a characteristic sour taste.
Definition
Carboxylic acids
Term
_____ are long, unbranched-chain carboxylic acids, most commonly consisting of 12 to 20 carbons. They are derived from the hydrolysis of animal fats, vegetable oils, and the phospholipids of biological membranes
Definition
Fatty acids
Term
The three most abundant fatty acids in nature are:
Definition
palmitic acid ( 16: 0), stearic acid ( 18: 0), and oleic acid
Term
In most unsaturated fatty acids, the ___ isomer predominates; the ____ isomer is rare.
Definition
cis; trans
Term
____ fatty acids have lower melting points than their ______ counterparts.
Definition
Unsaturated; saturated
Term
The greater the degree of unsaturation, the _____ the melting point.
Definition
lower
Term
Compare, for example, the melting points of the following 18- carbon fatty acids: ______, with three carbon–carbon double bonds, has the lowest melting point of the four fatty acids.
Definition
Linolenic acid
Term
The two most commonly found in health food supplements are:
Definition
eicosapentaenoic acid and docosahexaenoic acid.
Term
_____ is an important fatty acid in the marine food chain and serves as a precursor in humans of several members of the prostacyclin and thromboxane families.
Definition
Eicosapentaenoic acid, C20H30O2,
Term
What is saponification?
Definition
The hydrolysis of an ester in aqueous NaOH or KOH to an alcohol and the sodium or potassium salt of a carboxylic acid.
Term
Carboxylic acids are ____ acids.
Definition
weak
Term
____ acid is used as a topical astringent and as a treatment for genital warts in males.
Definition
Dichloroacetic
Term
The name of the anion is derived from the name of the carboxylic acid by dropping the suffix?
Definition
- ic acid and adding the suffix - ate.
Term
Salts of carboxylic acids are named in the same manner as the salts of inorganic acids: The ______ is named first and then the _______.
Definition
cation; anion
Term
The _______ group is one of the organic functional groups that is most resistant to reduction.
Definition
carboxyl
Term
Fischer Esterification Treatment of a carboxylic acid with an alcohol in the presence of an acid catalyst— most commonly, concentrated sulfuric acid— gives an:
Definition
ester.
Term
Decarboxylation is the loss of _____ from a carboxyl group.
Definition
CO2
Term
3- Oxobutanoic acid and 3- hydroxybutanoic acid are known collectively as:
Definition
ketone bodies.
Term
What Are Carboxylic Acids?
Definition
The functional group of a carboxylic acid is the carboxyl group, -COOH.
Term
How Do We Name Carboxylic Acids?
Definition
IUPAC names of carboxylic acids are derived from the name of the parent alkane by dropping the suffix -e and adding -oic acid.
Term
Dicarboxylic acids are named as:
Definition
-dioic acids.
Term
What Are the Physical Properties of Carboxylic Acids?
Definition
Carboxylic acids are polar compounds. Consequently, they have higher boiling points and are more soluble in water than alcohols, aldehydes, ketones, and ethers of comparable molecular weight.
Term
What Are Soaps and Detergents?
Definition
Fatty acids are long, unbranched- chain carboxylic acids. They can be saturated or unsaturated.
Term
A triglyceride is a triester of:
Definition
glycerol.
Term
A _____ is a spherical arrangement of molecules in an aqueous environment in which the hydrocarbon parts are on the inside and the hydrophilic parts are on the surface.
Definition
micelle
Term
What Are the Characteristic Reactions of Carboxylic Acids?
Definition
Carboxylic acids are weak acids, which react with strong bases to form water-soluble salts.
Term
Treatment of a carboxylic acid with an alcohol in the presence of an acid catalyst gives an?
Definition
ester
Term
When exposed to a very high temperature, carboxylic acids can undergo:
Definition
decarboxylation.
Term
The functional group of an anhydride consists of:
Definition
two carbonyl groups bonded to an oxygen atom.
Term
The functional group of an ester is a carbonyl group bonded to an:
Definition
-OR group.
Term
The functional group of an amide is a:
Definition
carbonyl group bonded to a nitrogen atom.
Term
We name amides by dropping the suffix:
Definition
-oic acid from the IUPAC name of the parent acid, or - ic acid from its common name, and add - amide.
Term
Recall that cyclic esters are called:
Definition
lactones.
Term
Only one enantiomer of ibuprofen and naproxen is active: Only the ____ of each has the correct handedness to bind to COX and inhibit its activity.
Definition
S enantiomer
Term
How Do We Prepare Amides?
Definition
We can form an amide by treating a carboxylic acid with an amine and removing iOH from the acid and an iH from the amine.
Term
What is hydrolysis?
Definition
Hydrolysis is a chemical decomposition involving breaking a bond and the addition of the elements of water.
Term
What Are the Characteristic Reactions of Anhydrides, Esters, and Amides?
Definition
These reactions have in common the addition of the oxygen or nitrogen atom to the carboxyl carbon and the hydrogen atom to the carbonyl oxygen to give a tetrahedral car-bonyl addition intermediate. This intermediate then collapses to regenerate the carbonyl group and give either a new carboxyl derivative or a carboxylic acid itself.
Term
Hydro-lysis of esters in aqueous acid, also an equilibrium reaction, is the reverse of Fischer esterification. A large excess of water drives the equilibrium to the?
Definition
right to form the carboxylic acid and alcohol ( Le Chatelier’s principle
Term
Hydrolysis of an ester in aqueous acid is ______. Hydrolysis in aqueous base is _______ because the carboxylate anion does not react with water or hydroxide ion.
Definition
reversible, irreversible
Term
The products of the hydrolysis of an ester are _______. If hydrolysis is carried out in aqueous NaOH, the carboxylic acid is converted to its sodium salt.
Definition
a carboxylic acid and an alcohol.
Term
Hydrolysis of an amide gives a?
Definition
carboxylic acid and an amine. If the hydrolysis is carried out in aqueous acid, the amine is converted to its ammonium salt.
Term
Hydrolysis of an amide in aqueous acid requires:
Definition
one mole of acid per mole of amide.
Term
Anhydrides react with alcohols and phenols to give:
Definition
one mole of ester and one mole of a carboxylic acid.
Term
Esters react with ammonia and with 1° and 2° amines to form:
Definition
amides.
Term
The functional group of a phosphoric anhydride consists of:
Definition
two phosphoryl(P=O) groups bonded to the same oxygen atom.
Term
Step- growth polymers form from:
Definition
the reaction of molecules containing two functional groups, with each new bond being created in a separate step.
Term
three types of step- growth polymers:
Definition
polyamides, polyesters, and polycarbonates.
Term
What Are Carboxylic Anhydrides, Esters, and Amides?
Definition
A carboxylic anhydride contains two carbonyl groups bonded to the same oxygen.
Term
A carboxylic ester contains a carbonyl group bonded to an:
Definition
–OR group derived from an alcohol or a phenol.
Term
A ______ contains a carbonyl group bonded to a nitrogen atom derived from an amine.
Definition
carboxylic amide
Term
How Do We Prepare Esters?
Definition
The most common laboratory method for the preparation of esters is Fischer esterification
Term
How Do We Prepare Amides?
Definition
Amides can be prepared by the reaction of an amine with a carboxylic anhydride.
Term
What is hydrolysis?
Definition
Hydrolysis is a chemical process in which a bond is split and the elements of H2O are added.
Term
Hydrolysis of a carboxylic anhydride gives:
Definition
two molecules of carboxylic acid.
Term
Hydrolysis of a carboxylic ester requires the presence of either?
Definition
concentrated aqueous acid or base.
Term
Acid is a catalyst and the reaction is the reverse of:
Definition
Fischer esterification.
Term
____ is a reactant and is required in stoichiometric amounts.
Definition
Base
Term
Hydrolysis of a carboxylic amide requires the presence of either:
Definition
aqueous acid or base.
Term
Both ________ and _________ are reactants and are required in stoichiometric amounts.
Definition
acid and base
Term
What Are Phosphoric Anhydrides and Phosphoric Esters?
Definition
Phosphoric anhydrides consist of two phosphoryl groups (P=O) bonded to the same oxygen atom.
Term
What Is Step-Growth Polymerization?
Definition
Step- growth polymerization involves the stepwise reaction of difunctional monomers.
Term
Important commercial polymers synthesized through step-growth processes include:
Definition
polyamides, polyesters, and polycarbonates.
Term
What Are the Characteristic Reactions of Carboxylic Anhydrides, Esters, and Amides?
Definition
Hydrolysis is a chemical process in which a bond is split and the elements of H2O are added.
Term
R,S system
Definition
A set of rules for specifying configuration about a stereocenter.
Term
R-
Definition
From the Latin rectus, meaning "straight, correct"; used in the R,S system to show that, when the lowest-priority of groups on a stereocenter is clockwise.
Term
Achiral
Definition
An object that lacks chirality; an object that is superposable on its miror image.
Term
Chiral
Definition
From the Greek cheir, meaning "hand"; an object that is not superposable on its mirror image.
Term
Dextrorotatory
Definition
The clockwise (to the right) rotation of the plane of polarized light in a polarimeter.
Term
Diastereomers
Definition
Stereoisomers that are not mirror images of each other.
Term
Enantiomers
Definition
Stereoisomers that are nonsuperposable mirror images; refers to a relationship between pairs of objects.
Term
Levorotatory
Definition
The counterclockwise rotation of the place of polarized light in a polarimeter.
Term
Mirror image
Definition
The reflection of an object in a mirror.
Term
Optically active
Definition
Showing that a compound rotates the plane of polarized light.
Term
Plane-polarized light
Definition
Light vibrating in only parallel planes.
Term
Polarimeter
Definition
An instrument for measuring the ability of a compound to rotate the plane of polarized light.
Term
Racemic mixture
Definition
A mixture of equal amounts of two enantiomers.
Term
S-
Definition
From the Latin sinister, meaning "left"; used in the R,S system to show that, when the lowest-priority group is away from you, the order of priority of groups on a stereocenter is counterclockwise.
Term
Aliphatic amine
Definition
An amine in which nitrogen is bonded only to alkyl groups.
Term
Alkaloid
Definition
A basic nitrogen-containing compound of plant origin, many of which have physiological activity when admisinstered to humans.
Term
Aromatic amine
Definition
An amine in which nitrogen is bonded to one or more aromatic rings.
Term
Heterocyclic aliphatic amine
Definition
A heterocyclic amine in which nitrogen is bonded only to alkyl groups.
Term
Heterocyclic amine
Definition
An amine in which nitrogen is one of the atoms of a ring.
Term
Heterocyclic aromatic amine
Definition
An amine in which nitrogen is one of the atoms of an aromatic ring.
Term
Acetal
Definition
A molecule containing two -OR groups bonded to the same carbon.
Term
Enol
Definition
A molecule containing an -OH group bonded to a carbon of a carbon-carbon double bond.
Term
Hemiacetal
Definition
A molecule containing a carbon bonded to one -OH and one -OR group; the product of adding one molecule of alcohol to the carbonyl group of an aldehyde or keytone.
Term
Tautomers
Definition
Constitutional isomers that differ in the location of an H atom.
Term
Decarboxylation
Definition
The loss of CO2 from a caroxyl (-COOH) group.
Term
Detergent
Definition
A synthetic soap. The most common are the linear alkylbenzene sulfonic acids (LAS).
Term
Ester
Definition
A compound in which the -OH of a carboxyl group, RCOOH, is replaced by an _OR' (alkoxy) group or -Oar (aryloxy) group.
Term
Fatty acid
Definition
A long, unbranched chain carboxylic acid, most commonly with 10-20 carbon atoms, derived from animal fats, vegetable oils, or the phospholipids of biological membranes. The hydrocarbon chain may be saturated or unsaturated. In most unsaturated fatty acids, the cis isomer predominates. Trans isomers are rare.
Term
Fischer esterification
Definition
The process of forming an ester by refluxing a carboxylic acid and an alcohol in the presence of an acid catalyst, commonly sulfuric acid.
Term
Keytone body
Definition
One of several ketone-based molecules-for example, acetone, 3-hydroxybutanoic acid) and acetoacetic acid (3-oxobutanoic acid)-produced in the liver during over-utilization of fatty acids when the supply of carbohydrates is limited.
Term
Micelle
Definition
A sperical arrangement of molecules in aqueous solution such that their hydrophobic (water-hating) parts are shielded from the aqueous environment and their hydrophilic (water-loving) parts are on the surface of the sphere and in contact with the aqueous environment.
Term
Saponification
Definition
The hydrolysis of an ester in aqueous NaOH or KOH to give an alcohol and the sodium or potassium salt of a carboxylic acid.
Term
Soap
Definition
A sodium or potassium salt of a fatty acid.
Term
Step-growth polymerization
Definition
A polymerization in which chain growth occurs in a stepwise manner between difunctional monomers-as, for example, between adipic acid and hemamethylenediamine to form nylon-66.
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