CbD - Organic synthesis Flashcards

1
Q

What do chemists use synthesis routes for?

A

To get from one compound to another

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2
Q

Why is it vital that chemists have to be able to make one compound from another?

A

It is vital for things like designing medicines and making imitation of useful natural substances when the real things are hard to extract.

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3
Q

What do you need to include if you are asked how to make one compound from another in the exam?

A

1) Any special procedures, such as refluxing.
2) The conditions needed, e.g. high temperature or pressure, or the presence of a catalyst.
3) Any safety precautions, e.g. do it in a fume cupboard.

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4
Q

How do you get from a primary amine to an N-substituted amide? (Reaction conditions)

A

Acyl chloride

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5
Q

How do you get from an alkane to a bromoalkane? (Reaction conditions)

A

Br2

UV light

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6
Q

How do you get from a bromoalkane to a primary amine? (Reaction conditions)

A

NH3/excess ethanoic NH3

Reflux

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7
Q

How do you get from a bromoalkane to a primary alcohol? (Reaction conditions)

A

NaOH (aq)

Reflux (primary bromoalkanes)

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8
Q

How do you get from a bromoalkane to a secondary alcohol? (Reaction conditions)

A

NaOH (aq)

Reflux (secondary bromoalkanes)

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9
Q

How do you get from an alkene to a bromoalkane? (Reaction conditions)

A

HBr

20 degrees

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10
Q

How do you get from an alkene to a dibromoalkane? (Reaction conditions)

A

Br2

20 degrees

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11
Q

How do you get from an alkene to an alkane? (Reaction conditions)

A

Ni catalyst
150 degrees
Pressure

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12
Q

How do you get from an alkene to a primary alcohol? (Reaction conditions)

A

H2SO4 catalyst
Cold H2O

OR

H3PO4 catalyst
Steam
300 degrees

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13
Q

How do you get from a primary alcohol to an alkene? (Reaction conditions)

A

Conc. H2SO4
170 degrees
Reflux

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14
Q

How do you get from a primary alcohol to an aldehyde? (Reaction conditions)

A

K2Cr2O7
H2SO4
Heat then distil

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15
Q

How do you get from an aldehyde to a cyanohydrin? (Reaction conditions)

A

HCN

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16
Q

How do you get from an aldehyde to a carboxylic acid? (Reaction conditions)

A

K2Cr2O7
H2SO4
Reflux

17
Q

How do you get from a secondary alcohol to a ketone? (Reaction conditions)

A

K2Cr2O7
H2SO4
Reflux

18
Q

How do you get form a ketone to a cyanohydrin? (Reaction conditions)

A

HCN

19
Q

How do you get from a primary amide to a carboxylic acid? (Reaction conditions)

A

H+ (aq)

Heat

20
Q

How do you get from a carboxylic acid to an ester? (Reaction conditions)

A

Alcohol
H+ catalyst
Reflux

21
Q

How do you get from an ester to a carboxylic acid? (Reaction conditions)

A

H+ (aq)

Reflux

22
Q

How do you get from an acyl chloride to an ester? (Reaction conditions)

A

Alcohol

23
Q

What process makes nitrobenzene from benzene?

A

Nitration

24
Q

What process makes chlorobenzene from benzene?

A

Chlorination

25
Q

Reaction conditions for nitration

A

H2SO4
HNO3
55 degrees

26
Q

Reaction conditions for sulfonation

A

Fuming H2SO4

40 degrees

27
Q

Reaction conditions for acylation

A

RCOCl
AlCl3 catalyst
Reflux

28
Q

Reaction conditions for chlorination

A

Cl2
AlCl3 catalyst
Warm

29
Q

Reaction conditions for alkylation

A

RCl
AlCl3 catalyst
Reflux

30
Q

Reaction conditions for turning aminobenzene into benzenediazonium chloride

A

HNO2/HCl

<5 degrees

31
Q

Reaction conditions for turning benzenediazonium chloride into a yellow/orange azo compound

A

Phenol
NaOH (aq)
<5 degrees

32
Q

Reactions conditions for turning phenol into sodium phenoxide

A

NaOH

20 degrees

33
Q

Reactions conditions for turning phenol into phenyl ethanoate

A

CH3COCl

20 degrees

34
Q

What sort of process will organic chemists often use when they have to work out how to make a target molecule from existing reagents?

A

Multi-stage process.

35
Q

What is retrosynthesis?

A

A way of planning a synthetic route - starting with the products and working backwards.

36
Q

What method should you use if you are struggling to find the right steps to get from the reactants to the target product?

A

Retrosynthesis (start with the products and work backwards).