19A.1 Flashcards

1
Q

what bond shape does amine do

A

trigonal pyramidal shape

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2
Q

how many pair of electrons is in an amine and how many are paired and lone

A

3 paired pairs , and one lone pair (all from nitrogen)

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3
Q

if there is one alkyl group attached in the amine it will be considered as

A

primary amine

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4
Q

if there is two alkyl group attached in the amine it will be considered as

A

secondary amine

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5
Q

if there is three alkyl group attached in the amine it will be considered as

A

tertiary amine

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5
Q

what is an amine

A

nitrogen-containing compounds that have some similarities with ammonia

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5
Q

what is the state of methylamine, ethylamine, propylamine, and butylamine at room temp

A

methyl is gas, ethylamine is gas with BP at 17c, and Propylamine and Butylamine are volatile liquids

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5
Q

amines occur in

A

drugs, nature, and compounds called amphetamines

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6
Q

what is the structural, displayed, and skeletal formula of amines

A

page 238

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7
Q

how do you prepare aliphatic amines from halogenoalkane

A

by heating a halogenoalkane with ammonia, and since ammonia is a gas it will be done under pressure in a sealed container, alternatively it could be made by mixing the halogenoalkane with concentrated aq ammonia.

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8
Q

what is the equation and type of reaction for the preparation of amines from halogenoalkanes

A

CH3Cl + NH3 —-> CH3NH2 +HCl this reaction is a nucleophilic attack by lone pairs of electrons of ammonia on the electron deficient carbon atom in the halogenoalkane

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9
Q

how can a secondary amine form from the preparation of amines from halogenoalkanes

A

after a primary amine is formed from the nucleophilic reaction between ammonia and the halogenoalkane we notice that the nitrogen in the primary amine has a lone pair of electrons, so it would act as a nucleophile, competing with ammonia to react with the halogenoalkane forming a secondary amine.

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10
Q

what is the equation for the formation of the secondary amine

A

CH2Cl + CH3NH2 —> (CH3)2NH + HCl

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11
Q

how do we prevent unwanted side reactions ( formation of secondary amines) in the preparation of amine by halogenoalkane

A

by using ammonia in excess so that it outnumber the molecules of primary amines formed

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12
Q

what is a batter way to represent the equation for the preparation of amine by halogenoalkane when we add ammonia in excess and why

A

CH3Cl + 2NH3 —> CH3NH2 + NH3Cl sine the excess ammonia would react with the acidic hydrogen chloride.

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13
Q

how can we prepare aliphatic amines from nitriles

A

by reducing a nitrile using lithium tetrahydridoaluminate (LiAlH4) mixed in dry ether

14
Q

what is the the equation for the equation for the reduction of a nitrile to a amine

A

RCN + 4[H] —-> RCH2NH2

15
Q

why do we use dry ether for the reduction of nitriles into amines

A

to ensure no water effects the reaction

16
Q

how can we prepare Aromatic amines such as phenylamine

A

by reducing nitrobenzene.

17
Q

what is the reducing agent and how is the reduction of nitrobenzene to phenylamine take place

A

so the reducing agent is tin mixed with concentrated hydrochloric and is then heated under reflux with nitrobenzene, the reduction is achieved partly form the oxidation of tin to tin(II) ions and tin to tin(IV) ions and partly from the hydrogen produced from the reaction between tin and the acid.

18
Q

what is the equation for the reduction of nitrobenzene to form a amine

A

C6H5NO2 + 6[H] —-> C6H5NH2 + H2O

19
Q

what will happen to phenylamine once its formed form the reduction of nitrobenzene and why

A

it will react with the acid and form a phenylammonium ion since it is basic

20
Q

how can we convert phenylammonium ion to phenylamine + equation)

A

by just adding an alkali ( C6H5NH3^+1 + OH^- ——> C6H5NH2 + H2O

21
Q

what is phenylamine used for

A
  1. manufacture of polymers
  2. manufacture of pharmaceuticals
  3. dyes used mainly for clothing (synthetic indigo blue colour in denim jeans)
22
Q

when naming nitriles what do we with the carbon number

A

so the code at the beginning (propane, butane) will be from all the carbons including the one attached to the nitrogen