Organic Flashcards

1
Q

What is the simplest hydrocarbon

A

Benzene , C6H6

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2
Q

What are aromatic hydrocarbons

A

Family of cyclic hydrocarbons

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3
Q

What functional group do alcohols contain

A

Hydroxyl group (OH)

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4
Q

What makes a primary alcohol

A

When the hydroxyl group is on the end, hence the carbon the OH is attached to is only attached to one other carbon for example 1-propanol CH3-CH2-CH2-OH

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5
Q

What do organic compounds with a hydroxyl functional group end in

A

-ol eg Pentanol

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6
Q

What constitutes a secondary alcohol

A

When the C the OH is bonded to is bonded to 2 other carbons,
Eg 2-Propanol

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7
Q

What constitutes a tertiary alcohol

A

When the C the OH is bonded to is attached to 3 other carbons
Eg, methyl 2-propanol

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8
Q

What is the condensed formula of aldehydes, plus two examples

A

R-CHO, methanal or ethanal

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9
Q

What is the condensed formula of ketones and what are two examples

A

R-CO-R’

Propanone and 2-pentanone

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10
Q

What is the condensed formula of carboxylic acids and what are two examples

A

-COOH OR - CO2H

Ethanoic acid and butanoic acid

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11
Q

What is the condensed formula of carboxylate ions and what is one example

A
R-COO(-)
Sodium ethanoate (CH3COONa)
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12
Q

What is the condensed formula of esters and what is one example

A

R-COO-R’

Methyl Ethanoate

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13
Q

What is the condensed formula of primary amines and what are two examples

A

R-NH2
1-butanamine
Methlyamine

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14
Q

For compounds with identical functional groups the boiling point ‘…’ As the length of the chain increases

A

Increases

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15
Q

Why do boiling points increase As the length of carbon chains increase

A

As the strength of dispersion forces increase with molar mass, the longer the hydrocarbon chain the stronger the dispersion forces between molecules and higher the boiling point

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16
Q

What is the boiling point of alcohols in comparison to ketones and aldehydes

A

Alcohols have higher boiling points

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17
Q

Why is the boiling point of alcohols higher than that of ketones and aldehydes

A

As alcohol can form strong hydrogen bonds with each other due to the polar hydroxyl groups while aldehydes and ketones can only form weaker dipole dipole interactions

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18
Q

What is a carboxylic acid that has the same molecular formula as a group of esters called

A

Isomeric acid

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19
Q

Is the boiling point of esters of isometric acids lower

A

Esters

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20
Q

Why is the boiling point of esters much lower than their isometric acid

A

In the carboxyl groups in carboxylic acids hydrogen bonding can take place as they have C=O and O-H groups while only dipole dipole interactions can occur in esters

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21
Q

Why can’t hydrocarbons soluble in water

A

They are non polar and like dissolves in like

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22
Q

What is required of polar functional groups form them to form hydrogen bonds with water

A

The carbon chain they are attached to must be less than 6 carbons long

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23
Q

What happens to the solubility of molecules if there is more than one polar functional group is present

A

It increases its solubility such as in the case of diols and diamines

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24
Q

Why are some molecules with polar functional groups classified as non Polar

A

As they have a long carbon chain of 6 carbon atoms or more

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25
Q

Are potassium and sodium carboxylates soluble in water? Why?

A

Yes, strong ion-dipole bonds form between the negatively charged carboxylate ions and polar water molecules

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26
Q

What’s the general formula for carbohydrates

A

Cx(H2O)y

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27
Q

What are the simplest carbohydrates and what are two examples

A

Monosaccharides,

Glucose & Fructose

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28
Q

What is formed when two monosaccharides link together through the loss of a water and what is two examples

A

Disaccharides sucrose, maltose and lactose

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29
Q

What’s formed when many monosaccharides join together and what’s two examples

A

Polysaccharides Starch & Cellulose

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30
Q

Reaction for the hydrolysis of polysaccharides to monosaccharides

A

Starch (C6H10O5)n -H2O & enzyme-> nC6H12O6 Glucose

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31
Q

Reaction for the hydrolysis of disaccharides to monosaccharides

A

C12H22O11 -H2O & enzyme-> 2C6H12O6

32
Q

Reaction for the fermentation of glucose to ethanol and carbon dioxide

A

C6H12O6 -> 2CH2CH2OH + 2CO2

33
Q

What is the optimum temperature for fermentation and what happens if this the temperature is outside this range

A

20 & 30 degrees, enzymes will denature if it becomes too hot

34
Q

What happens if oxygen enters the fermentation vessel

A

As fermentation is anaerobic process and if oxygen does enter it can bring about the oxidation of ethanol to ethanoic acid

35
Q

In fermentation should the solution be acidic or alkaline

A

Acidic

36
Q

What’s a primary alcohol

A

An alcohol where the carbon atom the hydroxyl group is bonded to is directly bonded to only one other carbon atoms
Example: Methanol CH3-OH

37
Q

What’s a secondary alcohol

A

An alcohol where the carbon atom the hydroxyl group is bonded to is directly bonded to two other carbon atom
Eg: 2-Pentanol

38
Q

What’s a tertiary alcohols

A

An alcohol where the carbon atom the hydroxyl group is bonded to is directly bonded to three other carbon atom
Example: 2-methyl-2-butanol

39
Q

Where do the differences arise in the three classes of alcohols

A

When they react with oxidising agents

40
Q

What happens to primary alcohols when they’re oxidised

A

They form the corresponding aldehyde, if there is continued contact with the oxidising agent the aldehyde is further oxidised to the corresponding carboxylic acid

41
Q

What happens to secondary alcohols are oxidised

A

They form the corresponding ketones, does not undergo further oxidation

42
Q

What happens when tertiary alcohols are oxidised

A

They are not readily oxidised! Do no react with an acidified dichromate solution

43
Q

What colour change occurs when primary and secondary alcohols react with potassium dichromate

A

Orange -> Green however heating is required to observe the colour change at a reasonable time

44
Q

What’s the difference between aldehydes and ketones

A

Aldehydes the carboxyl group is in a terminal position

Ketones the carboxyl group is in a non-terminal position

45
Q

How are aldehydes prepared

A

The controlled oxidation of primary alcohols

46
Q

How are ketones prepared

A

By the oxidation of secondary alcohols, do not undergo further oxidation so the ketone does not need to be distilled off

47
Q

Equation for the preparation of aldehydes

A

R-CH-OH –Cr2O7^2-/H+ & Heat–> R-CHO

48
Q

What happens when aldehydes are heated with an acidified solution of dichromate ions and the relevant half equation

A

They undergo oxidation to carboxylic acids

RCHO->RCOOH

49
Q

What is tollens test

A

Heating aldehydes with ammoniacal silver nitrate solution where they undergo oxidation, under certain conditions can form a silver mirror on the reaction vessel

50
Q

How can carboxylic acid be prepared

A

By heating primary alcohols or aldehydes with excess acidified dichromate solution

51
Q

What do carboxyl acid molecules contain

A

Carboxyl group -COOH

A carbonyl group and a hydroxyl group attached to the same atom

52
Q

Ionisation of carboxylic acids in water equation

A

RCOOH + H2O ->

53
Q

Neutralisation of carboxylic acid by hydroxide ions

A

RCOOH + OH^- -> RCOO^- + H2O

54
Q

Neutralisation of carboxylic acids by carbonate ions

A

2RCOOH + CO3^2^- -> 2RCOO^- + H2O + CO2

55
Q

Neutralisation of carboxylic acid by hydrocarbonate ions

A

RCOOH + HCO3^- -> RCOO^- + H2O + CO2

56
Q

Are carboxylate salts soluble in water? Why/ why not?

A

They are soluble in water due to the strong ion-dipole bonds that forms between the negatively charged carboxylate ions and polar water molecules

57
Q

Why are the structures of aspirin and ibuprofen insoluble, how is this overcome

A

They have a large non polar component, they are usually mixed with sodium hydrogencarbonate, when mixed with water the the carboxylic group react to form water soluble carboxylate ions

58
Q

Why are drugs mixed with sodium hydrogencarbonate

A

The drug becomes easier to administer and faster acting

59
Q

What’s the difference in structure of esters and carboxylic acids k

A

The hydrogen atom of the carboxylic acid has been replaced by an alkyl group in the ester

60
Q

How are esters prepared and what is this known as

A

Reacting, under reflux, an alcohol with a carboxylic acid in the presence of concentrated sulphuric acid as a catalyst
Esterification

61
Q

What is reflux and what does this allow

A

Process by which a mixture of the reactants and products is boiled for a prescribed period of time, allows extended heating of the reaction mixture without loss of reactant and products by evaporation

62
Q

Two ways to increase the yield of an ester

A

Use excess alcohol or excess carboxylic acid

Remove water as its formed

63
Q

What is the hydrolysis of esters

A

Reverse of esterification where water is consumed as a reactant

64
Q

Products of hydrolysis of esters in acidic conditions

A

Carboxylic acid and an alcohol, reaction is catalysed by the acid

65
Q

Products of hydrolysis of esters in alkaline conditions

A

Carboxylate ions and an alcohol

As there are ions reaction is irreversible

66
Q

How are amines classified

A

Into derivatives of ammonia depending on how many carbons the N is attached to i.e if 1 then is primary

67
Q

What happens when amine molecules accept a proton

A

Form a positively charged ammonium ion known as the protonated form of the amine

68
Q

Are protonated amines soluble in water why/ why not?

A

Yes, they form strong ion-dipole bonds between positively charged protonated amine ions and polar water molecules

69
Q

How are drugs with tertiary amine groups usually administered

A

Water-soluble chloride salts

70
Q

What’s an amide

A

A molecule that has an amino group attached to a carboxyl group eg propenamide

71
Q

Theoretically How could an amide be prepared

A

A condensation reaction between ammonia or amine with a carboxylic acid

72
Q

What do Amino acids consist of

A

At least one amine functional group and one carboxyl functional group with a central carbon Atom,

73
Q

What is a zwitterion

A

The result of amino acids undergoing self ionisation where a proton a transferred from the carboxyl group to the amine group in the same molecule

74
Q

What is formed in nature when a carboxyl group from one amino acid undergoes a condensation reaction with an amine group from another amino acid

A

A dipeptide joined by a peptide link - forms water too

75
Q

Result of the continuation of condensation process between two amino acids

A

Formation of a polypeptide (proteins)