exam questions Flashcards

1
Q

describe suitable chemical tests with observations that would confirm the presence of a ketone, aldehyde and alkene (4)

A
  • ketone = orange ppt in 2,4 DNP
  • no result with tollens reagent
  • aldehyde = silver mirror with tollens reagent
  • alkene = decolourises bromine water
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2
Q

what is the name of the mechanism when an aldehyde reacts with NaCN and H+ ? (1)

A

nucleophilic addition

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3
Q

explain why nucleophilic addition involves heterolytic fission (2)

A
  • both electrons go to one atom
  • the covalent bond breaks
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4
Q

what is produced when a ketone reacts with NaBH4?

A

alcohol

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5
Q

what are the reagents for the reaction of an alcohol to haloalkane?

A
  • NaBr
  • H2SO4
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6
Q

what are the reagents for the reaction of a haloalkane to an amine?

A
  • NH3
  • ethanol
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7
Q

what is the reagent for a reaction of an amine to a salt?

A

HCl

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8
Q

what is produced when a nitrile reacts with excess H2/Ni?

A

amine

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9
Q

suggest a suitable chemical test to confirm that a compound contains an unsaturated carbon chain (1)

A

Br2 decolourises

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10
Q

describe a chemical test to confirm that a compound contains an aldehyde functional group (1)

A
  • tollens reagent
  • silver mirror
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11
Q

describe a chemical test to confirm the presence of a carbonyl group. how can 2 products be distinguished? (3)

A
  • 2,4 DNP
  • orange precipitate
  • measure melting points and compare to known data values
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12
Q

in a nucleophilic substitution reaction of haloalkane to nitrile, where do the dipoles and curly arrows go? (2)

A
  • from lone pair on CN to carbon in haloalkane
  • from carbon in haloalkane to the halide bond
  • pos on carbon, neg on halide
  • produces a nitrile and Cl-
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13
Q

what reacts with NaCN to produce an hydroxynitrile? (1)

A

ketone

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14
Q

what is the reagent for the reaction of hydroxynitrile to carboxylic acid? (1)

A

HCl

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15
Q

what are the reagents for the reactions of hydroxynitriles to amines? (1)

A
  • H2
  • Ni catalyst
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16
Q

explain why an amine can react with dilute HCl to form a salt (1)

A
  • it is a base
  • the lone pair accepts a proton
17
Q

suggest why a compound can be biodegradable (1)

A

polar bonds can be hydrolysed

18
Q

state the reagent, observations and equation for the test for carboxylic acids (2)

A
  • sodium carbonate
  • effervescence
  • RCOOH + Na2CO3–> RCOONa + CO2 + H2O
19
Q

state the reagent, observations and equation for the test for aldehydes (2)

A
  • tollens
  • silver mirror
  • RCHO + [O] –> RCOOH
20
Q

state the reagent and observations for the test of ketones (1)

A
  • 2,4 DNP
  • orange precipitate
21
Q

state the reagent and observations that can be used to identify the products of ester hydrolysis (1)

A
  • acidified K2Cr2O7
  • orange to green solution
  • is positive for the alcohol
22
Q

what is produced when a compound is oxidised with potassium dichromate, where the product has a positive test with tollens? (1)

A

primary alcohol

23
Q

suggest a reagent that could be used in the reaction of a hydroxynitrile to a carboxylic acid (1)

A

H2SO4 / HCl

24
Q

how does a hydroxide ion act as a nucleophile? (1)

A

donates a pair of electrons

25
what is the product when an aldehyde reacts with tollens reagent under acidic conditions? (1)
carboxylic acid
26
what is the product when an aldehyde reacts under alkaline conditions? (1)
salt
27
explain what is happening to the electron pairs and bonds in a nucleophilic addition reaction of carbonyls (3)
- nucleophile attracted to delta pos carbon, forming a dative covalent bond - the electron pair is broken - the electrons are now on the O
28
what is the organic product formed when butanal reacts with tollens reagent? (1)
butanoic acid
29
outline how mixtures containing orange precipitates from 2,4 DNP can be used to distinguish between butanal and butanone (3)
- purify/crystallise ppt - measure melting points - compare to known data values
30
why does the tollens reagent test give a different result with aldehydes than ketones? (1)
aldehydes are oxidised to carboxylic acids
31
why do ketones not give the silver mirror product when reacting with tollens reagent?
- tollens is a mild oxidising agent - ketones do not have H on C=O so are less easily oxidised than aldehydes
32
explain what happens to the tollens reagent and aldehyde in a reaction (2)
- silver ions reduced - aldehyde oxidised