Chem 4:7 - Amines Flashcards

1
Q

How are amines derivatives of ammonia?

A

One or more of the H replaced by alkyl or aryl group.

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2
Q

Amines reactivity?

A

Very

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3
Q

What do the primary secondary and tertiary names indciate

A

How many substituents on the N group.

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4
Q

What are the shape of primary amines?

A

Amines keep the pyramidal shape but have a lone pair repelling the substituents
Can H bond to eachother but H bonds not as strongas oxygen.

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5
Q

What is the solubility of amines like?

A

V soluble in alcohols and water bc can form H bonds

Most amines more soluble in less polar substances

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6
Q

Boiling points of primary amines?

A

Amines BP lower than alcohol

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7
Q

What state are shorter chain amines

?

A

gases at room temp

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8
Q

what state are longer chain amines

A

volatile liquids.

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9
Q

Amines has a lone pair, therefore what can it do

?

A
  • Act as base , aceepting a proton

- Bond with electron deficient carbon , acting as a nucleophile

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10
Q

When amine acts as a nucleophilem what happens to the nitrogen

A

it gains a positive charge

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11
Q

When amines act as bases, reacting with acids , what do they form ?

A

Salts

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12
Q

What will phenyl amine dissolve in

A

Excess HCL

look at flashcard

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13
Q

What does the strength of a base depend on ?

A

how readily it accepts an H+ ion

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14
Q

What is the inductive affect

A

Alkyl and aryl groups release e’s away from them therefore torwards the Nitrogen
This makes them better electron par donor
- amines are better than ammonia

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15
Q

why are 2ndary bases better than primary

A

because they have 2 inductive effects

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16
Q

but why are tertiary not as good bases as 2ndary

A

because they are not as soluble in water

17
Q

When are primary aliphatic amines produced?

A

when ammonia reacts with a haloalkane

18
Q

What can happen when the primary amine is produced

A

it has a lone pair therefore can act as a nuclephile to prod secondary amine

19
Q

What then happens after the 2ndary amine is formed?

A

it reacts again with a haloalkane to form a tertiary amine

20
Q

what happens when the tertiary amine is formed?

A

Reacts with another haloalkane again to form quarternery amine but this doesn’t have a lone pair.

21
Q

What 2 steps does the preparation of amines involve from a haloalkane?

A

HA’s react with a CN ion in aq ethanol and CN- replaces halide ion by nucl subs to form nitrile.
- RBr + CN-&raquo_space;» R-CN + Br-

Nitriles contain FG CtriplebondN therefore can be reduced to a primary amine by HYDROGENATION using Ni/H2
- R-CN + H2&raquo_space;» R-CH2NH2

22
Q

How to make phenylamine?

A

Step 1)
Benzene can either be reacted with nitric acid or sulphuric acid
This produces nitrobenzene

Step 2)
Nitrobenzene reduced to phenylamine using tin and HCl as red agent
H reduces nitrobenzene by replacing O with H