Organic II Practice Exam + Quizzes Flashcards

1
Q

What is the driving force for losing a Proton as the last step in the electrophilic aromatic substitution?

A

To rearomatize the ring system.

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2
Q

List 3 things about the Friedel-Crafts Alkylation.

A

Reaction fails when strongly deactivating substituent is present.
Rearrangement is possible.
Multiple alkylations frequently occur.

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3
Q

1° alcohol reacting with K2Cr2O7, H2SO4 and H20 produces what?

A

Carboxylic acid.

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4
Q

What 2 different reagents reacting with 1° alcohol produces a ketone

A

PCC
K2Cr2O7, H2SO4, H20

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5
Q

Triple bonded N reacting with what produces an aldehyde?

A

DIBALor LiAlH4

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6
Q

DIBAL can ______ ketone and aldehydes to __________.

A

reduce; alcohol

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7
Q

Why are alkylamines more basic than arylamines?

A

The lone pair electrons are localized in alkylamines and delocalized in arylamines.

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8
Q

NH2 group reacting with 1. CH3I 2. Ag2O, H2O 3. Heat changes to what?

A

An alkene (less substituted; Hofmann)

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9
Q

What reagent changes aniline to N triple bonded to N?

A

NaNO2 and HCl

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10
Q

In electrophilic aromatic substitution, the attacking species (the electrophile) necessarily is a

A

lewis acid

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11
Q

What reagent changes a primary alcohol to a carboxylic acid?

A

Kr2Cr2O7, H2SO4, H2O

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12
Q

What is the difference between phenyl and benzyl?

A

Phenyl: Benzene ring
Benzyl Benzene ring with CH2-R

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13
Q

What is the hydrazone group?

A

R=N-NH2

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14
Q

What does Sia2BH/THF and H2O2, OH- do to a C triple bonded to CH?

A

Change to aldehyde CHO

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15
Q

A weak C.A have a _____ pKa and is a ______ base.

A

high; strong

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16
Q

Rank in order of increasing b.p.s
Ether, alcohol, amine

A

Ether, amine, alcohol

17
Q

Why are 1°, 2°, and 3° alkylamines more basic than ammonia (NH3)?

A

Because of electron-donating inductive effect of the alkyl group

18
Q

Why are strongly acidic reagents inappropriate when attempting an electrophilic aromatic
substitution with aniline?

A

Acidic reagents protonate the amino group transforming it from an activating group to a
deactivating group.