Organic Synthesis Flashcards by Archie Hutchinson

Q

Alkene to Alkane

A

H2, Ni catalyst, 150C

electrophilic addiction

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Q

Alkene to Dihaloalkane

A

Br2, RTP

electrophilic addition

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Q

Alkene to Haloalkane

A

HBr, RTP

electrophilic addition

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Q

Alkane to Haloalkane

A

Br2, uv light

Free radical substitution

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Q

Alkene to Alcohol

A

c.H3PO4, Steam, Heat

electrophilic addition

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Q

Alcohol to Alkene

A

c.H3PO4, Heat

elimination

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Q

Haloalkane to Alcohol

A

NaOH, reflux

nucleophilic substitution

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Q

Alcohol to Haloalkane

A

KBr, ethanolic, c.H2SO4

nucleophilic substitution

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Q

Haloalkane to Nitrile

A

NaCN, ethanolic, reflux

nucleophilic substitution

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Q

Haloalkane to Amine

A

NH3, ehtanolic

nucleophilic substitution

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Q

Nitrile to Amine

A

H2, Ni catalyst

reduction

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Q

Amine to Amide

A

Acyl chloride

nucleophilic substitution

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Q

Acyl chloride to Amide

A

1’ or 2’ Amine or NH3

nucleophilic substitution

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Q

2’ Alcohol to Ketone

A

K2Cr2O7, H2SO4, reflux

Oxidation

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Q

1’ Alcohol to Carboxylic acid

A

K2Cr2O7, H2SO4, reflux

Oxidation

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Q

1’ Alcohol to Aldehyde

A

K2Cr2O7, H2SO4, distil

Oxidation

Q

Aldehyde to Carboxylic Acid

A

K2Cr2O7, H2SO4, reflux

Oxidation

Q

Aldehyde to Hydroxynitrile

A

NaCN, H+

nucleophilic addition

Q

Ketone to Hydroxynitrile

A

NaCN, H+

nucleophilic addition

Q

Ketone to 2’ Alcohol

A

NaBH4, warm, H+

reduction, nucleophilic addition

Q

Aldehyde to 1’ Alcohol

A

NaBH4, warm, H+

reduction, nucleophilic addition

Q

Carboxylic Acid to 1’ Alcohol

A

NaBH4, warm, H+

reduction, nucleophilic addition

Q

Alcohol to Ester

A

Carboxylic acid, c.H2SO4, warm

Esterification

Q

Carboxylic acid to Ester

A

Alcohol, c.H2SO4, warm

Esterification

Q

Ester to Alcohol and Carboxylic acid

A

HCl, heat

Acid Hydrolysis

Q

Ester to Alcohol and Carboxylate

A

NaOH, heat

Alkaline Hydrolysis

Q

Carboxylic Acid to Acyl Chloride

A

SOCl2 (Thionyl Chloride)

Q

Acyl Chloride to Carboxylic Acid

A

H20

Q

Nitrile to Carboxylic Acid

A

H+,

acid hydrolysis

Q

Acid Anhydride to Ester

A

alcohol, H+

esterification

Q

Benzene to Bromobenzene

A

Br2, FeBr3 (halogen carrier)

electrophilic substitution

Q

Benzene to Methylbenzene

A

CH3Cl, AlCl3 (halogen carrier)

Friedel-Crafts reaction

Q

Benzene to Nitrobenzene

A

c.HNO3 and c.H2SO4

electrophilic substitution

Q

Nitrobenzene to Phenyl amine

A

c.HCl, Sn catalyst, reflux

Q

Phenol to 2,4,6-tribromophenol

A

3Br2, RTP

electrophilic substitution

Q

Phenol to Nitrophenol

A

dilute HNO3, RTP

electrophilic substitution

Q

Phenol to Sodium Phenoxide

A

NaOH

neutralisation