The Carbonyl Bond Flashcards

1
Q

general carbonyl containing compounds

A

ketone, aldehyde

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

carboxylic acid derivatives

A

ester, acid chloride, acid anhydride, amide

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

uses of carbonyl chemistry

A

medicinal and agrochemistry
mechanistic chemistry
biological chemistry

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

chemicals with oxidation level 1

A

alcohol, amine

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

what causes oxidation level 1

A

one bond to the heteroatom

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

define heteroatom

A

an atom which is not a carbon

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

molecules with level 2 oxidation

A

aldehyde, ketone, imine

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

what is an imine

A

double bond to nitrogen with another bond to a R on the nitrogen

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

molecules with level 3 oxidation

A

carboxylic acid, acid chloride, acid anhydride, ester, amide, nitrile

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

what causes the C - O pi bond on the C=O bond

A

overlap of the up down figure of 8 p orbitals on the C and O

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

what creates the C - O sigma bond in the C=O bond

A

overlapping sp2 hybridised orbitals from the C and the O

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

steps to drawing a good MO for C=O

A

one in bottom row and three in top row on outside for C and O atoms
O ones slightly lower
three mixed sp2 orbitals between these rows in the middle
one in line with top row for unhybridised with one atom in
in very middle, lowest sigma, pi between mixed sp2 and unhybridised both full
pi and sigma antibonding in very middle at top above everything else
connect sigmas to hybridised and pis to unhybridised

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

does C - O or C = O have lower bond energy

A

C - O

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

is C - O or C = O higher energy bond

A

C = O

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

does C or O have lower electronegativity

A

C

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

why is C = O still quite reactive

A

bonding orbitals are skewed to carbon whereas antibonding are skewed to oxygen

17
Q

which atom is delta positive in C = O bond

A

Carbon

18
Q

what is the angle of attack of a nucleophile on a carbonyl

A

107 degrees

19
Q

which energy levels interact when nucleophile attacks carbonyl

A

LUMO of carbonyl with HOMO of nucleophile

20
Q

what sort of bonds are the LUMO of carbonyl

A

antibonding orbitals

21
Q

what is the shape of the carbonyl after it has been attacked

A

tetrahedral

22
Q

hybridisation of carbon after nucleophilic addition

A

tetrahedral