4.3 Alcohols + Phenols Flashcards

1
Q

aromatic

A

containing benzene

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2
Q

aliphatic

A

does not contain benzene

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3
Q

what is a primary alcohol

A

-OH on a carbon which is attached to 0/1 other carbon

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4
Q

what is a Secondary alcohol

A

-OH on a carbon which is attached to 2 other carbon

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5
Q

what is a Tertiary alcohol

A

-OH on a carbon which is attached to 3 other carbon

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6
Q

what are the 2 methods of alcohol formation

A
  1. substitution from halogenoalkanes
  2. reduction of aldehydes, ketones or carboxylic acids
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7
Q

how to test for an alcohol

A

turns acidified H⁺/Cr₂O₇²⁻
orange –> green

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8
Q

how to test for phenol

A

turns Iron(III)chlorate
orange –> purple

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9
Q

how to test for a carboxylic acid

A

NaHCO₃
fizzing (CO₂)

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10
Q

how can alcohols be formed from halogenoalkanes

A
  • reflux
  • aqueous NaOH
  • nuc sub (OH⁻ is the nucleophile)
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11
Q

what occurs when a primary alcohol is oxidised (+conditions)

A

aldehyde
potassium dichromate (dissolved in dilute sulphuric acid)

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12
Q

what occurs when a primary alcohol is FURTHER oxidised

A

carboxylic acid

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13
Q

what occurs when a secondary alcohol is oxidised

A

ketone
potassium dichromate (dissolved in dilute sulphuric acid)

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14
Q

what can be reduced to make a primary alcohol (+conditions)

A

aldehyde
NaBH₄

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15
Q

what can be reduced to make a secondary alcohol (+conditions)

A

ketone
aqueous NaOH

nuc add

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16
Q

alcohol + carboxylic acid =

A

ester + water

17
Q

what happens when a tertary alcohol is oxidised

A

cannot be oxidised

18
Q

how can carboxylic acids be reduced to make alcohols (+water)

A

LiAlH₄ - dissolved in ethoxyethane

dangerous, ∴ reduction of carbonyl is safer

nuc add

19
Q

aromatic vs phenol

A

AROMATIC = OH bonded indirectly to benzene ring
PHENOL = OH bonded directly to benzene ring

20
Q

what does distillation do

A

removes compounds with lower boiling points than the reactants

21
Q

what are the 3 reactions of alcohols

A
  1. +halide
  2. +acid chloride
  3. +carboxylic acid
22
Q

alcohol + halide =

A

halogenoalkane

23
Q

why is alcohol + halide not often used

A

very slow, gives poor yield

24
Q

what method is used for the chlorination of alcohol

A

HCl
ZnCl₂ catalyst

25
what is the problem with the chlorination of alcohol reaction
products difficult to separate. 1° and 2° = very slow 3° = quicker
26
what are the alternative reagent which speed up chlorination of alcohols
PCl₅ or SOCl₂ (poisonous gasses made)
27
what method is used for the bromination of alcohol
-KBr -Conc H₂SO₄ (heat)
28
what method is used for the iodination of alcohol
- HI - Reflux (+heat)
29
what is formed when an acid chloride (ethanoyl chloride) is added to an alcohol
ester + HCl (HCl=misty fumes, violent)
30
why is ethanoyl chloride not used in the industry
not cost effective acid chlorides = expensive
31
what 2 methods make esters
- alcohol + ethanoyl chloride - alcohol + carboxylic acid
32
what is formed when a carboxylic acid is added to an alcohol
ester + H₂O
33
what are the conditions to make an ester from carboxylic acid + alcohol
- refluxed with conc H₂SO₄ - remaining acid neutralised with NaHCO₃ -separating funnel -distilled
34
is phenol or benzene more reactive
phenol
35
is phenol or alcohol more acidic
phenol
36
why are phenols more acidic than alcohols
H⁺ is lost more easily in phenol
37