Brainscape's Knowledge GenomeTM

Browse over 1 million classes created by top students, professors, publishers, and experts.


See full index

Organic Chemistry > Chapter 18 > Flashcards

Chapter 18 Flashcards

You may prefer our related Brainscape-certified flashcards:
Periodic Table flashcards Chemistry 101 flashcards AP® Chemistry flashcards Organic Chemistry 101 flashcards
1
Q

Huckels rule

A

odd number of pi electrons pairs

4n + 2

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
2
Q

Criteria for aromaticity

A

must contain ring of continuous overlapping p orbitals

4n+2

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
3
Q

Antiaromatic

A

fully conjugated

4n electrons

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
4
Q

benzylic position

A

carbon attached to benzyllic position

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
5
Q

Oxidation of alkylbenzene - reagents

A

Na2CrO4
H2SO4
H2O

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
6
Q

oxidation of benzene

A

wont occur

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
7
Q

oxidation of alkyl benzene

A

oxidation occurs at benzylic position
produces carboxylic acid
cuts off rest of alkyl chain after benzyl position
must have 1 hydrogen

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
8
Q

Oxidation of alkylbenzene - other reagants

A

KMnO4
H2O
Heat

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
9
Q

Free Radical bromination

A

occurs at benzyl position

addition of 1 bromine

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
10
Q

Free Radical Bromination - reagants

A

NBS

Heat

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
11
Q

Susbtitution Reactions of benzyl halides

A

undergo SN1 reactions rapidly
addition of OH
will undergo SN2 if not sterically hindered

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
12
Q

Susbtitution Reactions of benzyl halides - reagants

A

H2O

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
13
Q

Elimination of benzyl halides

A

undergo either E1 or E2

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
14
Q

Elimination of benzyl halides - reagants -E1

A

conc H2SO4

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
15
Q

Elimination of benzyl halides - reagants - E2

A

NaOEt

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
16
Q

Hydrogenation of benzene

A

produces cyclohexane

with 3 equivalent of H2

17
Q

Hydrogenation of benzene - reagants

A

Ni
100 atm
150 degrees

18
Q

Hydrogenation of vinyl group in benzene - reagants

A

H2
Pt
2am
25 degrees

19
Q

Birch reduction of benzene - reagents

A

na
CH3OH
NH3

20
Q

Birch reduction of benzene

A

similar to dissolving metal reduction
produces 1,4 cyclohexadiene
reduced carbons are opposite each other

21
Q

Birch reduction of benzene - mechanism

A

nucleophilic attack
proton transfer
Nucleophillic attack
proton transfer

22
Q

Birch reduction of alkyl benzene - electron donating group

A

carbon attached to alkyl group isnt reduced

23
Q

Birch reduction of alkyl benzene - electron withdrawing group

A

carbon attached to alkyl group is reduced

carbon is electron withdrawing via resonance

Organic Chemistry (7 decks)

Brainscape helps you reach your goals faster, through stronger study habits.
© 2024 Bold Learning Solutions. Terms and Conditions