Chapter 27 To 27.2 Flashcards

1
Q

What are amines

A

Amines are organic compounds that are derived from ammonia NH3, but here one or more hydrogens are replaced with a carbon ring or a Carbon chain

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2
Q

What’s the difference between aliphatic and aromatic amines

A

We just said amines are where hydrogens replaced with carbon ring or chain

Where it is attached to an aromatic ring r group it’s an aromatic amine

If just straight branched chain = aliphatic amine

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3
Q

How are amines classified (like everything else in chemistry)

A

Based on how many r groups of carbon chain/ Arya group is attached to the N makes it primary secondary or tertiary

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4
Q

How to name amines if they are primary
2 rules

And if they secondary tertiary same r group?

A

1) if it’s on carbon one, it just becomes chain amine = so like ethyl amine
2) if it’s not on carbon one but still primary, then say amino - position - chain
So like amino-2-propane means amine group is in the middle of the carbons

2) Just say di (r group) amine if it’s the same

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5
Q

If tertiary or secondary amines, how to name if DIFFERENT R GROUPS
(Rules)

A

Here you will need to do an N subsidised Of thr LARGER GROUP
- BASICALLY the largest group gets the suffix amine .
- any other group gets N- group to it, and if it’d tertiary then it will be N-group-N-group groupamine
- finally order which group comes first based on ALPHABET
That’s why it’s N-ethyl - N - methylpropylamine

Because propyl biggest so got amine, ethyl alphabetic so first!

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6
Q

How does amines act like a base and why?

What happens when they accept the proton
- what’s the charge!

A

Because we know a BL base is one that accepts protons, and here the amine having a nitrogen has a lone pair, and thus can accept a proton

When they accept the proton, the H+ forms a dative covalent bond .
- by conservation of charge itd now positive , accepting a proton increases positive charge by one

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7
Q

How do amines react with acids to produce
Why

What is produced

A

They produce a SINGLE SALT AND THATS IT
Why?
- because they act as bases so accept a proton, but then they can attach the the remaining negative ion , so the whole acid basically adds on

= one full addition reaction

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8
Q

What is similar to tje reaction between an amine and an acid

A

The reaction between ammonia and an acid
This is just an addition reaction, and amines being DERRIVATIVE will follow

With sn acid the hydrogen is only replaced by either a metal OR AMMONIUM ION, therefore this simple addition reaction happens

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9
Q

How to prepare primary amines what are the steps

A

This is done beginning with AMMONIA

As N has a lone pair , it can act as a nucleophile (donate a pair of electrons) to a haloalkane in a NUCLEOPHILIC ADDITION REACTION

1) so first the ammonia pure reacts with primary haloalkane. This forms a FULL SALT AGAIN In propylammonium chlroide

Now as it kinda got a hydrogen, it can react with alkali and give hydrogen to make water and chlroide ion react with something else

2) ammonium salt reacts with NaOH and forms NaCl and H2O alone with primary amine

This forms primary amine

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10
Q

What are the conditions for making exactly a primary amine and why (2)

A

1) is that Ethanol is used as the solvent so that halolakne doesn’t substitute with water to make alcohols instead

2) EXCESS ammonia used to LIMIT THR SMOUNT OF FURTHER SUBSTITION OF AMINE GROUP atoms form secondary and tertiary amines

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11
Q

Why is method to make primary amine not the bets for pure
Thus how can we make secondary and tertiary

A

Thr primary amine made can easily react with another halolakne as it still got lone pair to start process again

This is what happens 1) new primary amine reacts with halolakne addition to form ammonium chloride salt
2) reacts with more alkali to form di prohlamine whatever , Nacl and h2o

Can do it again ti make tertiary

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12
Q

For,action of primary secondary tertiary summarised

A

React with ammoni a haloalken in a NUCLEOPHILIC addition reaction to form an ammonium salt
2) this reacts with alkali ti form nacl h20 and amine
- for primary = ethanol to ensure water doesn’t substitute with the halolakne to form alcohol instead
- excess ammonia to prevent further substation of amine group to secondary tertiary

To make tertiary secondary react primary agsin with halolakne and do again

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13
Q

How to make aromatic amine
Say ohenylamine

JUST REMEMBER TWO STEPS AND PRODUCTS + Condtions

A

By reduction of nitrobenzene
1) happens by first heating nitrobenzene under reflex with tin and concentrated hydrochloride acid to form ammonium chloride salt
2) then reacted with excess NaOH to give the phenylamine and 2 water

Overall = nitrobenzene + 1) Sn/Conc HCl and 2) excess NaOH = phenylamine and 2h2o
Heated under reflux

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14
Q

What is an amino acid

A

Amino acid is anything with an amine group, a carboxylic acid, and a variable R group

The vernal formula for it is RCH(NH2)COOH

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15
Q

What are alpha and beta gamma amino acids briefly

A

Alpha amino acids is where the amine group attached to the second carbin of the chain , and these are the standard ones we have too

Beta is third and game 4th , don’t need to know

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16
Q

What type of reactions can amino acids undertake in and why

A

Because they have both an amine group and carboxylic acid group, they can react with similar reactions to both carboxylic acids and amines

For example cabrixykic acid will react with alkali to form salt and water

17
Q

Amino acids with an alkali gives?
Amino acid with acid

A

Amino acids with alkali gives you a salt and water, just like how normal cabroxykic acids react with alkali

) acid gives protonated amine group and negative ion

18
Q

How are esters made again

A

Reflux acid and alcohol with catalyst and you get

19
Q

So can esterificsrion happen with amino acid? How
EXACTLY HOW (reactants ), and EXACT PRODUCTS

A

Yes, heat amino acid with alcohol in the presence of SULFURIC ACID

  • this gives you ester and water

BUT ALSO the acidic condition actually protonste the amino group, so it becomes H3N+!

20
Q

Reaction summary amino acid

A

With alkali o form salt and water
With alcohol heated and sulfruci acid to give ester protonsted and water

21
Q

How do we know already how amides are made and now with amino how else made

A

Originally made with ammonia reacting with acyl chlroide and amides

But amino acid = amine group reacts with carbixykic acid of another to form CONH bond

22
Q

How to classify amides

A

Again how many r groups attached to the nitrogen = primary secondary tertowtu

23
Q

What is a stereoisomer

What is an OPTICAL ISOMER

A

Compounds that have the same structural formula but differnt arrangement if atoms in space

Optical isomers are where the same molecule can form two non superimposable MIRROR images of each other

24
Q

What can make something an optical isomers

A

If it has a chiral centre
- a chiral centre is where a carbon is attached to 4 DIFFERENT GROULS (can be two as a ring)
- if it has a chiral centre, it can thus produce two non superimposable mirror images of each other’s which are optical isomers or enantiomers

25
Q

How many optical isomers or enantiomers for every chiral centre

A

Always 2 enantiomers per chiral carbon

26
Q

Some things about drawing chiral carbons and identifying?

A

Can’t be double bond or two methyl groups eliminate
Look for hidden hydrogen

And drawing must be 3 d tetrahedral

27
Q

Amine amide amino acid reaction summary

A

Amine base = acid to form ammonium salt (whole thing )
2) forming amines through halakoane , ammonia, then Nacl
3)FORMING ARMOATIC AMINE = 1) react with tin and hcl reflux 6H 2) react with NaOH to form ammonium chloride salt and 2 water
4) amino acid amine group basic will react with acid and PROTONATE thr nH3
- amino acid carboxylic react with base salt and water and alcohol with h2so4 to make ester protonated
5) amides can be made by reactions amino acid with each other

28
Q

What is condensation polymerisation about

A

Where two functional groups join and lose a small molecule typically water / hcl and makes a long polymer

Such as polyester, need di csbdocylic scid and di oil , or just both on each

Or polyamide , like protein is a polyamide, need both

Each time a small thing ismlost

29
Q

Okay so two types of condensation polymerisation, how can you do with one or two monomers?

A

One monomer means it has both functional groups

Two monomers mean each monomer has the same functional group but twice

30
Q

Condensation polymerisation for esters? How can you do both ways

What’s third way? What’s made here

A

1) diol and di carbox
2) both

You can also use a diacyl chrlodie instead of carboxylic acid , it’s just that HCLS ARE FORMED INSTEAD

31
Q

Again what can you use instead of carboxylic acid to make polyesters, and what’s formed

A

Acyl chlroides + alchol still makes esters, so can use this, just HCLS are made instead

32
Q

How to show starting from n units to n units of water if polymerisation and n units of polymer

This is for when there are TWO MONOMERS

A

So n on first monomer and second
N on polymer, open brackets

And 2n-1 watee / hcl

33
Q

Again for two monomer reactions, how much water/ hcl produced

A

2n-1

34
Q

Polypeptide?

A

Is just polyamide for proteins

35
Q

How does hydrolysis of these polymers work again! What are the two ways?

A

Base hydrolysis
Acid hydrolysis

36
Q

What happened in base hydrolysis again

A

Base hydrolysis involved using hot aqueous Na OH

What happens is the cabroylic returned is now in the form of an ion/ salt with Na

And the alchol is the same

Both cases alchol same

ALSO NON REVERSIBLE

37
Q

Acid hydrolysis

A

Uses hot aqueous acid like hydrochrloc (so out h20 next to it)

Alchol returned as normal,
Here cabroylic also retuned as normal

BUT REVEESIBLE

38
Q

Acid base hydrolysis summary

A

AQUEOS alkali or acid used (so NaOH/H20 or a hcl/h20)
Each cases the second thing is retuned

Alkli hydrolysis the carbox is returned as a salt or ion
Acid the cabrixykic retuned

Alklai non reversible
Acid reversible