Organic 3 - Chapter 15 , 16 and 25 Flashcards

1
Q

What is the functional group of alcohols

A

OH
-anol

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2
Q

What is the functional group of aldehydes

A

CO on the end
-al

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3
Q

What is the functional group of Ketones

A

CO in the middle
-one

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4
Q

What is the functional group of Carboxylic Acids

A

COOH
-oic acid

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5
Q

What happens when Tertiary alcohols are oxidised

A

They can’t be oxidised

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6
Q

What happens when Secondary alcohols are oxidised

A

They turn into Ketones

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7
Q

What happens when primary alcohols are oxidised

A

They oxidise to Aldehydes using 1 oxygen

Or Carboxylic acids using 2 oxygens

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8
Q

Why cant tertiary alcohols be oxidised

A

The oxidising agent removes a hydrogen from the -OH group and hydrogen attached to carbon
There is only 1 hydrogen so doesn’t work

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9
Q

How is an aldehyde produced from oxidation

A

Distillation
Alcohol mixed with acidified potassium dichromate solution

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10
Q

How is a Carboxylic acid produced by oxidation

A

Reflux
Mix alcohol and acidified potassium dichromate solution

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11
Q

What is reflux

A

It is when the vapours are prevented from escaping so any aldehydes are returned to be oxidised again

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12
Q

What is the test for primary and secondary alcohols

A

React alcohol with potassium dichromate solution and heat
Turns from orange to green

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13
Q

What are tests for aldehydes

A

Fehlings solution and heat - Turned brick red
Tollens reagent - Silver nitrate and sodium hydroxide with ammonia solution and heated - Silver mirror
Acidified Potassium Dichromate Solution and heat - changed green

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14
Q

What are the 2 isomers called when there is optical isomerism

A

Enantionmers

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15
Q

What is a racemic mixture

A

A 50/50 mixture of 2 enantiomers

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16
Q

What is required for optical isomerism

A

When a carbon atom with 4 different groups attached
Known as Chiral

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17
Q

What is optical isomerism

A

When a molecules mirror image is a different molecule

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18
Q

How do you tell the difference between optical isomers

A

They differ on their effect on plane polarised ligh
They rotate the plane of plane polarised light

19
Q

What does it mean that optical isomers are optically active

A

When the isomers rotate the plane of plane polarised light

20
Q

Which way do the isomers rotate the plane of polarised light

A

Positive - clockwise
Negative - Anti clockwise

21
Q

What does a carbonyl group have

A

It consists of a carbon - oxygen double bond

22
Q

What reactions do carbonyl groups do

A

Reduction
Addition of HCN`

23
Q

What is the reduction of carbonyl groups

A

Using NaBH4
Lone pair on Negative hydrogen atom attacks carbon and breaks carbon oxygen bond
Oxygen then attacks positive hydrogen atom from solvent

24
Q

What are aldehydes reduced to

A

Primary alcohols

25
What are ketones reduced to
secondary alcohols
26
What is the addition of HCN reaction with carbonyl groups
They form hydroxynitriles Lone pair on CN- attacks carbon which breaks CO bond, oxygen attacks positive hydrogen ion
27
What are hydroxynitriles
Many are chiral Form racemic mixtures Equal chance of CN- reacting above or below plane
28
What is infra red spectroscopy used for
Used to identify the types of bonds in a molecule
29
How does infra red spectroscopy work
Sample absorbs some frequencies and the frequencies absorbed depend on the different bonds and groups present
30
What is the finger print region
This is the part below 1500 which is unique for every compound and so can be used to identify unknown compounds
31
What is mass spectrometry used for
To find the relative molecular masses of compounds
32
What do the spectrums look like from a Time of Flight mass spectrometer
There are peaks at the main compound and then the fragmentations which have the M/Z as Mr
33
What are carbon environments
They are when a carbon atom is surrounded by atoms and structures which are different to the other carbons in the molecule
34
What do nuclei with an odd mass number possess
Spin
35
What are the types of Nuclear Magnetic resonsance
Carbon 13 Hydrogen 1
36
What is TMS
It provides a reference signal Non-toxic Doesn't react with sample Produces a single peak Low boiling point
37
How does NMR work
The sample is dissolved ina solvent like CCl4 or CBCl3 TMS is then added The sample is spun in a magnetic field and radiation is applied
38
What does the number of signals mean
The number of carbon environments
39
What does the position of the signals mean
Chemical environment of carbons
40
What is the test for alkenes
Bromine water decolourises
41
What is the test for Haloalkanes
Warm with NaOH cool and add nitric acid Then add silver nitrate White precipitate (chloroalkane) Cream precipitate (bromoalkane) Yellow Precipitate (iodoalkane)
42
What is the test for Primary, secondary alcohols and aldehydes
Acidified potassium dichromate Turns from orange to green
43
What is the test for aldehydes only
Fehlings solution Forms brick red precipitate Tollens Reagent Forms a silver mirror
44
What is the test for carboxylic acids
Sodium carbonate Fizzing