Alcohols/Phenols

Question 1

Phenol Bond length

Answer 1

1.39 Aº

Question 2

R-OH bond length

Answer 2

1.42 Aº

Question 3

Ethanol and 2-alcohols are ______________

Answer 3

Iodoform positive

Question 4

95% alcohol is also called

Answer 4

Rectified spirit

Question 5

99% ethanol is also known as

Answer 5

Absolute ethanol

Question 6

Ethanol (15-25% methanol) is also known as

Answer 6

Denatured alcohol

Question 7

Ethanol is commonly known as

Answer 7

Grain spirit / Spirit of wine

Question 8

Methanol is commonly known as

Answer 8

Wood spirit

Question 9

Dehydration order º alcohols

Answer 9

3º > 2º > 1º

Question 10

Breaking the C-O bond is a

Answer 10

Nucleophilic substitution reaction

Question 11

Breaking the O-H bond in alcohol is

Answer 11

Electrophilic substitution

Question 12

Nucleophilic substitution reactivity in alcohols

Answer 12

Tertiary > Secondary > Primary > Methanol

Question 13

Electrophilic substitution reactivity in alcohols

Answer 13

Methanol > Primary > Secondary > Tertiary

Question 14

Acidity of alcohols order

Answer 14

Methanol > Ethanol > Primary > Secondary > Tertiary

Question 15

R-OH pKa

Answer 15

16-18 (less acidic)

Question 16

Acid strength is directly proportional to

Answer 16

Ka / pKa

Question 17

Phenol kPa

Answer 17

10

Question 18

H2O pKa

Answer 18

12

Question 19

Carboxylic Acid kPa

Answer 19

4-6

Question 20

Order of acidity of organic compounds

Answer 20

Carboxylic acids > Phenol > Water > Alcohol

Question 21

Matchstick test

Answer 21

If fire over test tube, then H2 present so alcohol present

Question 22

What distinguishes between 1º/2º/3º alcohols?

Answer 22

Lucas Reagant (Anhydrous ZnCl2 + Concentrated HCl)

Question 23

Lucas Reagant reacts almost instantly with

Answer 23

Tertiary alcohols

Question 24

Elimination of ethanol gives (and conditions)

Answer 24

Gives ethene (H2SO4 and 170º)

Question 25

Elimination of ROH gives (and conditions)

Answer 25

ROR (ether) (H2SO4 and 140º)

Question 26

Primary alcohol on oxidation gives

Answer 26

Aldehyde then carboxylic acid on further oxidation

Question 27

Secondary alcohol on oxidation gives

Answer 27

Ketone

Question 28

Tertiary alcohol on oxidation gives (conditions)

Answer 28

Alkene (drastic conditions (H2SO4 + heat))

Question 29

Phenol containing 5% water is called

Answer 29

Carbolic Acid

Question 30

Picric acid

Answer 30

Phenol ring with three NO2’s

Question 31

Phenol + NO2 + dil H2SO4

Answer 31

Phenol with one NO2 either ortho or para

Question 32

Phenol + NO2 + conc H2SO4

Answer 32

Picric acid (Phenol with three NO2’s)

Question 33

Bromination of phenol with polar vs non polar solvent

Answer 33

Polar solvent = Phenol ring with three bromines and WHITE PPT
Non polar solvent + Phenol ring with one bromine (ortho or para)

Question 34

Phenol with Br vs with Cl

Answer 34

With Br (Polar solvent) = White ppt
With Cl (Polar solvent) = Yellow ppt

Question 35

Oxidation of phenol (and what catalyst)

Answer 35

Gives para benzophenone (phenol with Double bond O’s on either sides)
Catalyst used: Cr2O3