Chemistry Unit 4 Flashcards

(50 cards)

1
Q

Give the reactant(s), product(s) and conditions for the electrophilic substitution nitration of benzene

A

Reactants - benzene, conc. nitric acid and conc. sulphuric acid.
Product - nitrobenzene
Conditions - 50°C

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2
Q

Give the reactant(s), product(s) and conditions for the halogenation of benzene

A

Reactants – Benzene, bromine/chlorine
Catalyst – aluminium bromide/ aluminium chloride
Product – bromobenzene/ chlorobenzene
Conditions – room temperature and in the dark

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3
Q

Give the reactant(s), product(s) and conditions for the alkylation of benzene (Friedel-Crafts reaction)

A

Reactants - Benzene, chloromethane
Catalyst - aluminium chloride
Product - methylbenzene
Conditions - Reflux under anhydrous conditions

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4
Q

Compare how chloroalkanes and chlorobenzene react with NaOH

A

Chloroalkanes react easily in a nucleophilic substitution reaction.
The C-Cl bond in chlorobenzene is stronger as the lone pairs on the chlorine atom overlap with the π
electrons of the ring system so making phenol from chlorobenzene needs high temperatures and pressures.

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5
Q

Give the type of reaction and the conditions required for the reaction of primary/secondary alcohols to halogenoalkanes

A

Nucleophilic substitution reaction with OH- ion as the nucleophile
Reflux with aqueous solution of alkali (usually NaOH)

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6
Q

Give the reactant(s) and product(s) for the reaction of aldehydes or ketones to alcohols

A

Reactants - Aldehyde or ketone, aqueous NaBH4 (reducing agent)
Product - Aldehydes produce primary alcohols, ketones produce secondary alcohols

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7
Q

Give the reactant(s) and product(s) for the reaction of carboxylic acids to alcohols

A

Reactants - Carboxylic acid, LiAlH4 in ether (reducing agent)
Product - Primary alcohol

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8
Q

State the process for the reaction of alcohols to chloroalkanes

A

Pass HCl gas through alcohol with dry ZnCl2 as a catalyst.

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9
Q

State the process for the reaction of alcohols to bromoalkanes

A

Heat a mixture of the alcohol, KBr and concentrated sulphuric acid catalyst

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10
Q

State the process for the reaction of alcohols to iodoalkanes

A

By heating the alcohol under reflux with red phosphorus and iodine to produce PI3, and
this reacts with the alcohol.

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11
Q

State what occurs when an alcohol reacts with ethanoyl chloride and the advantages and disadvantages to this reaction in industry

A

An ester is formed, giving off misty fumes of HCl.
Better yield of ester than by using carboxylic acid as it’s not a reversible reaction.
Not cost effective in industry however, as acid chlorides are expensive.

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12
Q

State what occurs when an alcohol reacts with a carboxylic acid and the conditions for this process

A

An ester is formed.
Reactants refluxed together with concentrated sulfuric acid catalyst.
Remaining acid neutralised by NaHCO3 (aq)

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13
Q

State how an ester is collected after the reaction

A

Ester insoluble layer is removed using a separating funnel.
Ester is distilled and collected at its boiling temperature.

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14
Q

Give the reactant(s), product(s) and type of reaction for the reaction of phenol with bromine water

A

Reactants - Phenol, 3Br2
Products - The bromine water is decolourised and the 2,4,6-tribromophenol appears as a white precipitate
Type of reaction - Electrophilic substitution

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15
Q

Reaction of phenol with ethanoyl chloride

A

Form aromatic esters and HCl in an addition-elimination reaction. A base e.g pyridine can be added to speed up the reaction.

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16
Q

Oxidation of alcohols products, reactants and colour changes

A

Primary alcohols oxidised to aldehydes/carboxylic acids and secondary alcohols oxidised to ketones.
Oxidising agent is acidified potassium dichromate (orange to green) or acidified potassium manganate(VII) (purple to colourless).

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17
Q

What is 2,4-DNPH used to test for and what type of reaction occurs

A

A carbonyl group (C=O). Positive result gives a red-orange precipitate in a condensation reaction.

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18
Q

Give the reaction scheme and type of reaction for the formation of hydroxynitriles/hydroxycarboxylic acids from a carbonyl compound

A

Carbonyl compound + HCN forms hydroxynitrile then reflux and dilute sulfuric acid form the hydroxycarboxylic acid.
This is a nucleophilic addition reaction.

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19
Q

Give the order of acidity for ethanol, carboxylic acids, water and phenols

A

carboxylic acids > phenols > water > ethanol

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20
Q

Reaction of an alkylbenzene to a benzoic acid

A

Oxidising agent – alkaline potassium manganate(VII)
Colour change – purple to brown sludge
Alkaline solution produces the salt of the carboxylic acid which is then acidified with a dilute acid and crystals of benzenecarboxylic acid are formed.

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21
Q

Decarboxylation of carboxylic acids

A

Heat with soda lime (represented in equations as NaOH, Ca(OH)2 or CaO for simplicity). The carbon chain is reduced by one. Na2CO3 is often formed.

22
Q

Acid hydrolysis of esters

A

Heat under reflux with aqueous sulphuric acid to produce the alcohol and acid.

23
Q

Base hydrolysis of esters

A

Heat under reflux with aqueous NaOH.
Products are the alcohol and the salt of the carboxylic acid. The salt can then be acidified with HCl to form the acid.

24
Q

Give two methods of converting carboxylic acids to amides

A

React with ammonia and then heat the ammonium salt that’s formed.
Heat the acid or its ammonium salt with urea (120⁰C)

25
Dehydration of an amide
Heat with phosphorus(V) oxide to produce a nitrile.
26
Formation of nitriles from halogenoalkanes
Potassium cyanide dissolved in ethanol reacts in a nucleophilic substitution reaction. The carbon chain is extended by one.
27
Hydrolysis of nitriles
When warmed under reflux with dilute sulfuric acid, the nitrile is converted to the carboxylic acid.
28
Hydrolysis of amides
When heated under reflux with a base like sodium hydroxide, the amide is hydrolysed, producing ammonia gas and the sodium salt of the carboxylic acid.
29
Reduction of nitriles
Reducing agent is LiAlH4 in ethoxyethane. This will reduce a nitrile to a primary amine. Other reducing agents are hydrogen with a nickel catalyst or sodium with ethanol which produce the secondary amine as a by-product so LiAlH4 is preferred as yields are higher.
30
Formation of aliphatic amines from halogenoalkanes
Reactants – halogenoalkane and excess ammonia dissolved in water/ethanol. Reaction carried out in sealed tube.
31
Formation of aromatic amines
Nitrobenzene reflux with tin and concentrated HCl as reducing agents
32
Ethanoylation of primary amines
Amines can act as nucleophiles due to the nitrogen lone pair and can react with an acid chloride to form an amide
33
How is Nitric(III)/ Nitrous acid made
In-situ by reacting sodium nitrate(III) (sodium nitrite) with dilute HCl.
34
What is formed from the reaction of nitrous acid with primary aliphatic amines at room temperature
An alcohol, water and N2 gas.
35
What is formed from the reaction of nitrous acid with primary aromatic amines at temperatures between 0 and 10 degrees C
A solution containing the benzenediazonium ion is produced
36
What is formed from the reaction of nitrous acid with primary aromatic amines at temperatures greater than 10 degrees C
Decomposition of the benzenediazonium compound happens, giving phenol
37
Define chromophore
The structural unit in a molecule that is responsible for the absorption of radiation of a certain wavelength.
38
How do benzenediazonium ions react below 10 degrees C
With phenols and aromatic amines ('activated' as the -OH or -NH2 groups bonded on the ring increases the electron density) via electrophilic substitution to produce azo dyes (Aromatic ring-N=N-Aromatic ring). This is a Coupling reaction
39
Why do amino acids have strangely high melting points
They occur as zwitterions so there are strong interactions between the molecules, making the melting points high and mean that they can dissolve in water.
40
How to separate miscible liquids
Simple distillation if there is a large difference in boiling temperature Fractional distillation if there is a small difference in boiling point Vacuum distillation (low pressure) if the boiling points are very high + Add a drying agent e.g anhydrous magnesium sulphate to remove trace water
41
How to separate immiscible liquids
Steam distillation if decomposition temperature is lower than boiling temperature Separating funnel if compounds have different solubilities in different solvents
42
How to collect insoluble solids that have formed suspensions
Simple filtration using a funnel and filter paper Vacuum filtration using a Buchner funnel + Wash with cold solvent to purify the solid
43
How to collect soluble solids
Soluble solids must be crystallised before filtration: Concentrate solution by boiling off solvent, allow to cool and crystals to form Purify crystals by dissolving in minimum volume of hot solvent then filtering to remove insoluble impurities Then allow it to cool and recrystallise Filter and wash the crystals cold solvent to remove soluble impurities. Dry at a temperature lower than the melting point
44
What is addition polymerisation
Involves the joining together of several monomer molecules, which contain the -C=C- double bond (alkenes). This is used to join the monomers together, giving a polymer that only contains single bonds between carbon atoms. Chain is exclusively carbon.
45
What is condensation polymerisation
When many monomer molecules with two or more different functional groups join together to form a long chain polymer, but with the loss of small molecules (usually water or HCl). Chain isn’t exclusively carbon, can contain oxygen for example.
46
How are polyesters and polyamides formed
By condensation polymerisation
47
How is PET (polyethylene terephthalate), a common polyester, synthesised
It is made from the monomers ethane-1,2-diol and benzene-1,4-dicarboxylic acid
48
How is Nylon 6 (a common polyamide) synthesised
Nylon 6 only uses one starting compound: 6-aminohexanoic acid.
49
How is Nylon 6,6 (a common polyamide) synthesised
Nylon 6,6 is made from hexane-1,6 dioic acid and hexane-1,6-diamine
50
How to measure melting temperature of a solid
Use an aluminium melting block. Impurities will melt at lower temperatures and over a greater range as they disrupt the crystal lattice and weaken the forces between the particles.