A2 nucleophillic addition Flashcards

1
Q

c=o bond

A

carbon is positive and oxygen is negative. the C is attacked by nucleophiles. The shape is trigonal planar shaped so the c and o and the two other atoms are joined to the c and in the same plane. Reagants react across the double bond

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2
Q

Reagant in nucleophillic reaction reduction

A

NaBh4

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3
Q

conditions

A

aqeous

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4
Q

what happens

A

2 H atoms bond to c and o

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5
Q

products

A

primary alcohols from aldehydes secondary alcohols - ketones

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6
Q

c=o rotation

A

the bond cannot rotate p orbital electrons overlap forms a pie bond above and below the double bond causes restricted rotation

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7
Q

why are aldehydes more likely to undergo nucleophilic addition

A

there are fewer carbonyl groups means less positive inductive effect and electrons supplying electrons. This is increases positive charge

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8
Q

steric effect in nucleophillic addition

A

In aldehydes, the relatively small hydrogen atom is attached to one side of the carbonyl group, while a larger R group is affixed to the other side. In ketones, however, R groups are attached to both sides of the carbonyl group. Thus, steric hindrance is less in aldehydes than in ketones.

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9
Q

what provides what

A

water gives h+ and h- is given by NaBh4-

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10
Q

mechanism

A
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11
Q

addition of HCN conditions

A

aqeous

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12
Q

Nitrile reagant

A

KCN and acid

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13
Q

what happens in CN

A

CN adds onto the c=o C and H adds onto the O of the C=O

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14
Q

Mechanism of CN

A
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15
Q

Where does the CN and the H comes from

A

KCN and acid

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16
Q

What is HCN

A

poisons

17
Q

hydronitriles

A

forms enantiomers with carbons with chiral centres. since c=o is planar cn can attach above or below the c=o so a racemic mixture forms

18
Q
A