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WWU Chem 351 Chpt 1-2
Review of Gen Chem and New Fxnal Group Nomenclature
30
Chemistry
Undergraduate 3
08/19/2011

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Cards

Term
Carbon typically makes how many bonds?  In regards to electrons, what else can we call Carbon?
Definition

4 bonds

 

Tetravalent

Term
Nitrogen typically makes how many bonds?  In regards to electrons, what else can we call nitrogen?
Definition

3 bonds

 

"Trivalent"

Term

Dipole Moment

Definition
Charge separation x bond length
Term
Formal Charge
Definition
group # - # nonbonding electrons -1/2 shared electrons
Term
What are the rules for resonance hybrids?
Definition

1. Valid Lewis structures

2 Only placement of electrons can shift, bond angles remain the same.

3. Number unpaired electrons remain the same.

4. Major contributor is lower energy.

5. Resonance stabilization is important when delocalizing charges over 2 atoms

Term

Structural effects on acidity: electronegativity, size, resonance stabilization

 

Definition

EN= directly related to acid strength

Size= directly related to acid strength

Resonance Stabilization= More basic of ion has negative charge spread over less atoms.

Term

Nucleophile

 

 

 

 

Electrophile

Definition

Electron donor

 

 

 

 

Electron Acceptor

Term
sigma bonds
Definition
more elecron density along line connecting nuclei, more common
Term
pi bonds
Definition
2 p-orbitals oriented perpendicular to the line connecting the nuclei, electron density above/below this line
Term
sp hybrid
Definition

results in linear (180 deg) bond angle,

2 things attached to central atom

Term
sp2 hybrid orbital
Definition
results in 120 deg bond angle, trigonal geometry w/ sometimes one unybridized pz perpendicular to the 3 sp2's.
Term
sp3 hybrid orbital
Definition
results in tetrahedral geometry, 109.5 deg bond angle, 4 bonding atoms
Term
Rules of hybridization and geometry
Definition

1. sigma-bonding electrons and lone pairs CAN occupy hybrid

2. Use widest separatio, lone pairs want more space

3. In multiple bonding, 1st is a sigma, 2nd and 3rd are pi

Term
Conformation
Definition
different in rotation about a single bond
Term

Constitutional isomer

 

(structural isomer)

Definition
different in bonding sequence, increase as number of carbson increase due to carbon branching
Term
Stereoisomers
Definition
different with how atoms are oriented in space
Term

"cis--"

 

 

 

"trans--"

Definition

similar group on same side

 

 

 

similar group on opposite sides

Term
Alkanes
Definition
Single bond, "--ane" suffix, undergo few rxns because have no fxnl groups.
Term
alykyl group
Definition

alkane PORTION of a molecule with 1 hydrogen gone to allow functional group

 

"R"

Term
Alkene
Definition

have a c-c double bond, "--ene" suffix, cis-trans isomerism common

 

if double bond switches, position denoted as a number (i.e. 1 versus 3-butanol)

Term
Alkynes
Definition
c-c triple bond, "--yne" suffix, linear molecules
Term

aromatic hydrocarbons

 

(arenes)

Definition

may be derivatives of benzene ("Ph")

 

"Ar"

Term
Alcohol
Definition

hydroxyl functional group, most polar

 

"R-OH"

Term
Ether
Definition

2 alkyls with oxygen, polar but no H-bonding

 

R-O-R

Term
Aldehydes and Ketones
Definition

Both have carbonyl (c=o) fxnal group, semi-sol in H2O

 

Ketone= Rc=OR', "--one" suffix

Aldehyde= RHC=O "--al" or "--aldehyde" suffix

Term
Carboxylic Acid
Definition
Carboxyl (--COOH) fxnal group, "---oic" suffix, polar, mostly sol in H2O
Term
Carboxylic acid derivatives: acid chloride, ester, amide
Definition

all c=o with some other electron-hungry atom

 

acid chloride= R-COCl

Ester= R-COOR'

Amide= R-CONH2

Term
Amine
Definition

Alkylated derivatives of NH3, basic

R-NH2

R-NH-R'

 

R-N-R

   |

   R

Term
Amide
Definition
acid with NH3 or amine, most stable derivatives, weak bases with strong H-bonds
Term
Nitriles
Definition
Cyano (--c3xN) fxnal group, strongly polar, semi-sol in H2O
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