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Chem > Retrons > Flashcards

Retrons Flashcards

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1
Q

Primary Alkyl Bromides

A

Radical Mediated addition of HBr to alkenes

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2
Q

Secondary and Tertiary Alkyl Bromides and Chlorides

A

Ionic addition of HBr and HCl to alkenes

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3
Q

Secondary vinyl bromides

A

Ionic addition of HBr and HCl to terminal alkynes

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4
Q

1,2-Dibromides

A

Addition of Bromide to Alkenes

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5
Q

E-1,2 Dibromoalkenes

A

Addition of Bromide to Alkynes

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6
Q

Primary and secondary bromides with hydroxyl group on adjacent carbon

A

bromohydroxylation

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7
Q

Epoxides

A

Epoxidation

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8
Q

Secondary and tertiary alcohols with bromide on adjacent carbon

A

bromohydroxylation

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9
Q

Secondary and tertiary alcohols

A

Acid catalyzed hydration of alkenes

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10
Q

Primary and secondary alcohols

A

hydroboration of alkenes

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11
Q

Cis 1,2 diols

A

Dihydroxylation of alkenes

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12
Q

Ketones 6 ways

A

Ozonolysis of alkenes, acid-catalyzed hydration of internal alkynes, hydroboration of internal alkynes
Swern Oxidation of secondary alcohols
Oxidation with PCC of secondary alcohols
Hydrolysis of acetals

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13
Q

Aldehydes 4 ways

A

Ozonolysis, hydroboration of terminal alkynes, swern oxidation of primary alcohols, oxidation with pcc of primary alcohols

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14
Q

Alkynes

A

Alkylation of metal acetylides

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15
Q

Cis Alkenes

A

Lindlar catalyst hydrogenation of internal alkynes

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16
Q

Trans Alkenes

A

Metal-Ammonia Reduction of Internal Alkynes

17
Q

Monosubstituted Alkenes

A

Lindlar catalyst hydrogenation of terminal alkynes

18
Q

Alkanes

A

Hydrogenation of alkynes and alkanes

19
Q

Terminal and disubstituted alkenes

A

E2 reactions of halides and sulfonates

20
Q

Cyclic alkenes

A

E2 reactions of halides and sulfonates

21
Q

Mono, di, tri alkenes

A

Wittig reaction of aldehydes and ketones

22
Q

Propargylic alcohols

A

Lithium Acetylides added to carbonyls

23
Q

Primary and secondary alkyl halides from alcohols

A

Add sulfonates

24
Q

Alcohols

A

LiAlH4 and NaBH4 reduction of carbonyls; Adding grignard reagents and alkyllithiums to carbonyls

25
Q

Primary amines

A

SN2 of primary alkyl halides with excess ammonia or with sodium azide before reduction

26
Q

Secondary amines

A

SN2 of primary alkyl halides with excess alkane

27
Q

Nitriles 2 ways

A

SN2 with NaCN, forming cyanohydrins with NaCN

28
Q

Ethers

A

Williamson ether synthesis

29
Q

Thiol

A

SN2 reaction of sulfonates and halides with NaSH

30
Q

Thioethers

A

unsymmetric formed by sn2 with thiol as nucleophile
symmetric formed by sn2 with Na2S forming an S-2 nucleophile

31
Q

Alpha bromo ketones

A

acid catalyzed enolization + Br2

32
Q

Amines

A

reductive amination, reduction of amides with LiAlH4, reduction of nitriles with LiAlH4

33
Q

Acetals

A

Acid catalyzed addition of alcohol to hemiacetal

34
Q

Imines and Enamines

A

Acid catalyzed NH3 addition to carbonyl with dean stark

35
Q

Carboxylic acids 4 ways

A

Oxidation of aldehydes and primary alcohols with H2CrO4 in H2SO4 and water
Carboxylation of grignard reagents with CO2
Saponification of esters
H2SO4 hydrolysis of amides

36
Q

Esters 2 ways

A

Acyl chloride + alcohol with Pyridine
Carboxylic acid + alcohol with TsOH

37
Q

Amides

A

Acyl chloride + amines with pyridine

38
Q

Acyl chloride

A

Carboxylic acid + SOCl2 or (COCl)2

Chem (12 decks)

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