Alcohols

Question 1

Primary, secondary, tertiary

Answer 1

Primary: OH’s C is bonded to 1 more alkyl group, and so on

Question 2

Grignard reactions

Answer 2

Grignard reagent+ formaldehyde = primary
+aldehyde = secondary
+ ketone = tertiary

Question 3

Alcohol→alkene

Answer 3

Dehydration

Question 4

Hydroboration

Answer 4

Adds H2O across a double, causing OH to attach to less substituted C

Question 5

Oxymercuration

Answer 5

Attaches OH to more substituted C

Question 6

Sodium borohydride

Answer 6

Reduces -als and -ones to -ols but not more difficult carbonyl compounds e.g. esters and
O-C=OH

Question 7

Lithium aluminium hydride

Answer 7

Reduces all carbonyls to OHs. Esters and O-C=OH →primarys

Question 8

PCC

Answer 8

Oxidises OH to O=C-H (aldehyde)

Question 9

Jones’ reagent

Answer 9

Oxidises primarys to O-C=OH

Question 10

Secondarys oxidise to

Answer 10

Ketones every time

Question 11

Tertiarys oxidise to

Answer 11

Nothing

Question 12

Williamson ether synthesis

Answer 12

Converts R-OH →R-O-R

First it must become a primary alkyl halide (attached to a primary C)

Question 13

OH id

Answer 13

If OH has CH3CHOH group, mix with I2/NaOH(aq) to get yellow crystals