Ochem 2 final review PDF

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Summary

comprehensive review...

Description

Ranking: -

Oxidation state: # of bonds to O o + bonds to O

-

+ oxidation state

UV absorption- wavelength: stability of alkene (CJ length, #of subs) 1. +CJ

+stable

2. + sub on alkene -

+ stability + wavelength -frequency

alkene stability etc 1. aromaticity: aro > non-aro > anti-aro 2. + CJ

+stability

3. + sub on alkene 4. + ring strain

+stability - stability

5. cation case: + EDG +stability 6.

Anion case: +EWG + stabilityx

7. Alkene case: EWG > EDG -

acidity: take an H away and check for CB stability after that 1. no charge CB is better than charged CB

-

sigma complex stability: 1. activating vs deactivating 2. right or wrong position a. If upon bromination/chlorination: check if Br or Cl on correct position

-

deshielding, IR stretch: o N next to a carbonyl

- energy - IR stretch

o + electronegative o + ring strain -

+ shielded + IR stretch

carbonyl reactivity: o acid halides > anhydride> thiolesters > ester > amide o +EWG +reactive

-

amine basicity: 1. + p characteristic 2. +aromaticity 3. – CJ

+ basic

(sp3 > sp2 > sp)

+ basic

+ basic

4. + EDG + basic -

Reactivity & Acidity based on leaving groups: Most to least 1. -Cl 2. –OR 3. –NH2 4. –CH3

Bromination & Chlorination with alcohols: - HCl + ZnCl2 = lucas test: Loves 3>2>1(HATES IT WONT HAPPEN) Alcohols Primary Secondary

Cl SOCl2 SOCl2 (SN1 No

Br PBr3 PBr3 (SN2)

I P/I2 P/I2

SN2 SN1

tertiary

rearrangement) HCl

÷HBr

HI

SN1

(rearrangement)...