3.3.14 Organic synthesis Flashcards

1
Q

How do you produce a haloalkane from an alkane?

mechanism and conditions

A

Free radical substitution
Halogen and UV light

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2
Q

How do you produce an alcohol from a haloalkane?

mechanism and conditions

A

Nuc sub.
Warm aqueous NaOH, ethanol

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3
Q

How do you produce an amine from a haloalkane?

mechanism and conditions

A

Nuc sub
NH3 and heat
(excess if making primary amine)

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4
Q

How do you produce an alkene from a haloalkane?

mechanism and conditions

A

Elimination
Hot KOH, ethanol

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5
Q

How do you produce a nitrile from a haloalkane?

mechanism and conditions

A

Nuc sub
KCN with ethanol, heat

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6
Q

How do you produce an amine from a nitrile?

type of reaction and conditions

A

Reduction
LiAlH4, in dry ether

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7
Q

How do you produce an amide from an amine?

mechanism and conditions

A

Nuc add elim, acylation
Acid chloride/anhydride

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8
Q

How do you produce an alkene from an alcohol?

mechanism and conditions

A

Elimination
Dehydration
Conc H2SO4 at 180°C

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9
Q

How do you produce an aldehyde/ketone from an alcohol?

conditions

A

K2Cr2O7 and sulfuric acid
Heat and distill if primary alcohol/aldehyde

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10
Q

How do you produce an alkane from an alkene?

type of reaction and conditions

A

Reduction
H2 and Ni, 200°C

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11
Q

How do you produce an alcohol from an alkene?

conditions

A

Conc H3PO4
High temp, high pressure and steam

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12
Q

How do you produce an alkyl hydrogensulphate from an alkene?

mechanism and conditions

A

Elec add
Conc H2SO4

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13
Q

How do you produce a haloalkane from an alkene?

mechanism and conditions

A

Elec Add
HX (like HBr)

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14
Q

How do you produce an alcohol from an alkyl hydrogensulphate?

A

Dilute and warm

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15
Q

How do you produce a 2-hydroxynitrile from a ketone/aldehyde?

mechanism and conditions

A

Nuc add
KCN, followed by HCl (aq)

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16
Q

How do you produce an alcohol from an aldehyde/ketone?

mechanism and conditions

A

Nuc add
Reduction
NaBH4 (aq) and acidic solvent

17
Q

How do you produce a carboxylic acid from an aldehyde?

reagents and conditions

A

K2Cr2O7 and H2SO4
heat

or Fehling’s solution/Tollen’s reagent

18
Q

How do you produce an ester from a carboxylic acid and alcohol?

conditions

A

Conc H2SO4 catalyst

19
Q

How do you produce a carboxylic acid and alcohol from an ester?

conditions

A

conc. H2SO4

20
Q

How to produce cyclohexane from benzene?

type of reaction and conditions

A

Reduction
H2 and Ni catalyst

21
Q

How do you produce nitrobenzene from benzene?

mechanism and conditions

A

Elec sub
Conc HNO3, conc H2SO4

22
Q

How do you produce phenylamine from nitrobenzene?

type of reaction and conditions

A

Reduction
HCl and Sn, then NaOH

23
Q

How do you produce an N-substituted phenylamide from phenylamine?

mechanism, type of reaction and conditions

A

Nuc add elim
Acylation
Acid chloride/anhydride

24
Q

How do you produce benzaldehyde from benzene?

A

Elec sub
(Freidel crafts) acylation
Acid chloride/anhydride, AlCl3

25
Q

How do you produce a benzyl alcohol from a benzaldehyde?

A

Nuc Add
NaBH4 (aq) and acidic solvent