Chapter 28 - Organic Synthesis Flashcards

1
Q

C-C bond formation through

A
  • Friedel-Crafts reactions (alkylation and acylation of benzene)
  • forming nitriles
How well did you know this?
1
Not at all
2
3
4
5
Perfectly
2
Q

nitriles have?

A

C triple bond N

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

can’t use ? in mechanisms?

A

skeletal formula

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

reducing agents: strong to weak

A

H2 (g) ➡ Ni catalyst ➡ NaBH4 (aq) ➡ (aromatic: conc HCl and Sn)

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

oxidising agents: strong to weak?

A

acidified potassium dichromate ➡ Ag+ in Tollen’s

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

Reactions of nitriles?

A
  • Nitriles are very useful intermediates
  • Can undergo further reactions
  • can be reduced to form amines and
  • undergo hydrolysis to form CA
How well did you know this?
1
Not at all
2
3
4
5
Perfectly
7
Q

reduction of a nitrile?

A
  • react nitrile w H2
  • Ni catalyst
  • high T and P
  • forms —yl amine

be careful, C=C is hydrogenated too

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

remember than in acidic conditions?

A

basic groups e.g. amine accept H, become + charged

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

hydrolysis of a nitrile?

A
  • add 2H2O

* forms CA and ammonium salt

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

If there’s extra Cs in products?

A

nitrile

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

IR spec write the

A

ranges w the bonds

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

polyamides =

A

fibres

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