Organic Chemistry - Alcohols And Phenols (Ch. 17)

Front 1

Reaction of Grignard reagent (in ether) with formaldehyde produces...

Back 1

primary alcohol

Front 2

SN2 reaction of alcohol with ____ proceeds with only one inversion of stereochemistry

Back 2

tosylate

Front 3

Reagent used to reduce carboxylic acids and ethers to primary alcohols

Back 3

1. LiAlH4, ether
2. H3O+

Front 4

Mono-substituted benzene rings have special absorption bands in the IR spectrum at:

Back 4

690-710 cm-1
and
730-770 cm-1

Front 5

Reagent used to convert primary or secondary alcohol into an alkyl chloride

Back 5

SOCl2 in ether

Front 6

Esters with grignard reagents produce:

Back 6

tertiary alcohols

Front 7

Reaction with ____ is used to protect alcohols in the presence of triethylamine to help form an alkoxide anion

Back 7

chlorotrialkylsilane (Cl-SiR3)

Front 8

Reaction of Grignard reagent (in ether) with ketone produces...

Back 8

tertiary alcohol

Front 9

Oxidize a primary alcohol directly into a carboxylic acid

Back 9

CrO3 and H3O+ in acetone

Front 10

Reagent used to reduce aldehydes and ketones to primary and secondary (respectively) alcohols

Back 10

1. NaBH4, ethanol
2. H3O+

Front 11

Alcohols undergo fragmentation in mass spectrometry by 2 characteristic pathways:

Back 11

alpha cleavage
and
dehydration

Front 12

Meta-substituted benzene rings have special absorption bands in the IR spectrum at:

Back 12

690-710 cm-1
and
810-850 cm-1

Front 13

Oxidize a primary alcohol into an aldehyde

Back 13

PCC (pyridinium chlorochromate) in CH2Cl2

Front 14

Reagent used to convert primary or secondary alcohol into alkyl bromide

Back 14

PBr3 in ether

Front 15

Carboxylic acids with grignard reagents produce:

Back 15

no reaction

Front 16

Oxidize phenol into benzoquinone

Back 16

Fremy's salt: (KSO3)2NO in H2O

Front 17

Para-substituted benzen rings have special absorption bands in the IR spectrum at:

Back 17

810-840 cm-1

Front 18

Alcohols have a strong C-O IR absorption at:

Back 18

1050 cm-1

Front 19

O-H IR stretching absorption at:

Back 19

3300 ot 3600 cm-1

Front 20

Reaction of Grignard reagent (in ether) with aldehyde produces...

Back 20

secondary alcohol

Front 21

Ortho-substituted benzene rings have special absorption bands in the IR spectrum at:

Back 21

735-770 cm-1

Front 22

Dehydrate tertiary AND secondary alcohols (turns -OH into a good leaving group)

Back 22

POCl3 in pyridine at 0 degrees Celsius

Front 23

Reduce quinone into hydroquinone

Back 23

SnCl2 (or NaBH4) in H2O

Front 24

Dehydrate tertiary alcohols

Back 24

H3O+ in THF at 50 degrees Celsius