Nitrogen and Sulfur Containing Groups (5/14)

Question 1

Amines

Answer 1

NH3, but one or more of the hydrogens are replaced by an alkyl group

Question 2

Naming amines

Answer 2

ends in amine if that is the highest priority. If a higher priority is present, then it starts with amino to show that there is an amine group

Question 3

Cyclic amines

Answer 3

always secondary or tertiary

Question 4

Primary and secondary amines physical and chemical properties

Answer 4

can participate in hydrogen bonding
gives a higher boiling point
so primary tend to have higher boiling points than secondary and tertiary

Question 5

Amines as bases

Answer 5

they are weak bases

alkyl: regular
aryl: have an aromatic substituent

Question 6

Aniline

Answer 6

simplest aryl because it is a benzene ring with an NH2 group attached

Question 7

Butylamine

Answer 7

more basic than aryl

Question 8

Imine

Answer 8

the oxygen in a carbonyl carbon is replaced by an N-R3 group

Question 9

Enamines

Answer 9

have an alkene and an amine

-carbon carbon double bond is also attached to an amine

Question 10

Tautomerism

Answer 10

enamine and imines can easily go back and fourth under acidic or basic conditions

Question 11

Amides

Answer 11

carboxylic acid derivatives with N-R-H group

weak bases

Question 12

Thiol

Answer 12

R-S-H

Question 13

Thioether

Answer 13

R-S-R2

Question 14

Thioester

Answer 14

R-C=O-SR2

Question 15

Thiols

Answer 15

contain an SH group
polar but weak hydrogen bond
dipole dipole are main interactions
lower boiling points than alcohols, but are more acidic

Question 16

Thioethers

Answer 16

no acidic hydrogens, so they act as bases, but are not very basic
can be part of a ring system
EX) biotin and methionine

Question 17

How thioesters are produced

Answer 17

esterification

Thiol + carboxylic acid –> thioester

Question 18

Disulfide

Answer 18

two sulfurs bonded by covalent bonds

R-S-S-R2