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OChem > exam 1 w25 > Flashcards

exam 1 w25 Flashcards

1
Q

alcohol to halide

A

-HBr or HCl= Br+H2O
-SOCl2/benzene w/N= Cl +SO2 + Cl-
-PBr3= —Br and __H

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2
Q

alcohol to alkene

A

tert.- H2SO4= OH>CH2
sec.- H2SO4= double bond E1 OR POCL3/benzene w/ N= double bond E2

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3
Q

oxidation of alcohols

A

PCC, DMP
or CrO3, KMnO4 brings all the way
- OH > =o> =o and OH

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4
Q

epoxide shortcut grignard

A

-epoxide/H3O+= CH2CH2OH

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5
Q

naming ethers- alkoxy group

A

RO

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6
Q

naming ethers- methoxy group

A

CH3O

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7
Q

naming ethers- ethoxy group

A

CH3CH2O

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8
Q

ether rxns- prim. or sec. ??

A

do an SN2 rxn

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9
Q

ether rxns- tert., allyl, or benzyl ??

A

do an SN1 rxn

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10
Q

when to do williamson ether synthesis

A

do when one side primary

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11
Q

when to do alkoxymercuration/demercuration

A

do when neither side has a primary

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12
Q

williamson ether synthesis steps

A

phenol
1. NaOH to remove H from OH
2. Br with R group

no benzene:
1. NaH to remove H
2. Br with R group

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13
Q

alkoxymercuration/demercuration steps

A
  1. (CH3CO2)2, Hg, H2O
  2. NaBH4
    = OH and H
    or
  3. (CF3CO2)2, Hg, ROH
  4. NaBH4
    = OR and H
    markovnikov
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14
Q

SN1

A

sec. and tert.

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15
Q

SN2

A

prim. and sec.

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16
Q

(EAS) halogenation

A

Cl2 (or Br2)/ AlCl3= Cl +HCl

17
Q

(EAS) nitration

A

HNO3/H2SO4= NO2 +H2O

18
Q

(EAS) sulfonation

A

SO3/H2SO4= S=O=O-OH

19
Q

EDG

A

-O,P director
-if atom attached to ring is more electroneg. than those attached then it is pulling e- towards itself, donating e- into the ring
-more activating EXCEPT halogens are weakly deactivating

20
Q

EWG

A

-M director
-if atom attached to ring is less electroneg. than those attached, then it is pulling e- away.
-with at least one electroneg., is moderately deactivating. With multiple electroneg. or “+” is strongly deactivating

OChem (13 decks)

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