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21 When heated with chlorine, the hydrocarbon 2,2-dimethylbutane undergoes free radical
substitution.
CH3
CH3
27 Which
23 Polymerisation of 1,1-dichloroethene
reagent will give similar results produces a dense, and
with both butanone high butanal?
melting point substance that does
not allow gases to pass through. It is used as cling wrapping.
27 Polymerisation of 1,1-dichloroethene produces a dense, high melting point substance that does
A allow
not acidified aqueous
gases to passpotassium
through. Itdichromate(VI)
is used as cling wrapping.
Which sequence appears in a short length of the polymer chain?
B an alkaline solution containing complexed Cu2+ ions (Fehling’s solution)
Which sequence appears in a short length of the polymer chain?
A [ CH2CCl2CH2CCl2CH2CCl2 ]
C an aqueous solution containing [Ag(NH3)2]+ (Tollens’ reagent)
A [ CH2CCl2CH2CCl2CH2CCl2 ]
B 2,4-dinitrophenylhydrazine
D [ CHClCHClCHClCHClCHClCHCl reagent ]
B [ CHClCHClCHClCHClCHClCHCl ]
C [ CCl2CCl2CCl2CCl2CCl2CCl2 ]
24 C
What[ CCl 2CCl2CCl 2CCl 2CCl2CCl2 is] refluxed with a solution of NaBH4? s10_11(27)
D [ CH2CCl2CHClCHClCH2CCl2 ]
is formed when propanone
D [ CH2CCl2CHClCHClCH2CCl2 ]
A propanal
28 B
Whenpropan-1-ol
an isomer Y of molecular formula C4H9Br undergoes hydrolysis in aqueous alkali to form
an alcohol
28 When C4H9OH,
an isomer Y ofthemolecular
rate of reaction
formulais Cfound to be unaffected by changes in the concentration
4H9Br undergoes hydrolysis in aqueous alkali to form
C propan-2-ol
–
of OH ions present.
an alcohol C4H9OH, the rate of reaction is found to be unaffected by changes in the concentration
D OH –
propane
of ions present.
Which is the most likely molecular structure of Y?
Which is the most likely molecular structure of Y?
25 Which 3CH2CH2CHis
A CHcompound 2Bra product of the hydrolysis of CH3CO2C3H7 by boiling aqueous sodium
hydroxide?
A
B CHCH3CH
CH2CH 2CH2Br
CHBrCH
3 2 3
B
A (CH33CH
CH
CH OH 2CHBrCH 3 C3H7CO 2− Na +
C 3 )2CHCH2Br B C3H7OH C C3H7CO2H D
C
D (CH33))23CHCH
(CH CBr 2Br
D (CH3)3CBr
29 Which isomer of C4H10O forms three alkenes on dehydration?
29 Which isomer of C4H10O forms three alkenes on dehydration?
A butan-1-ol
© UCLES 2010 9701/11/M/J/10 [Turn over
A
B butan-1-ol
butan-2-ol
The responsesA
The responses
responses AAto
totoD
DDshould
should
should bebe
be selected
selected
selected onon
on thethe
the basis
basis
basis of of
of
Introduction to organic chemistry 11
AA BB C C D D
A B C D
30 Which compound exhibits both cis-trans and optical isomerism?
1,
1,222and
and333 1 and 2 2 2 and 3 3 1 only1 only
1, and 11 and
and 2 2 and
2 and 3 1 only
are
A CH3CH=CHCH
are 2CH3 only are
only are only are
only is
are only are only areare is is
correct
correct correct
correct correct
correct correct
correct
B CHcorrect
CHBrCH=CH
3 2
correct correct correct
s10_11(30)
C CH
No other 3CBr=CBrCH
combination of statements
3 is used as a correct response.
No other
other combination
combinationofofstatements
statementsis is
used asas
used a correct response.
a correct response.
D CH3CH2CHBrCH=CHBr
38 Which structural formulae represent 2,2-dimethylpentane?
38
38 Which
Which structural
structuralformulae
formulaerepresent 2,2-dimethylpentane?
represent 2,2-dimethylpentane?
1 (CH3)2CHCH2CH(CH3)2
1 (CH33))22CHCH
1 (CH CHCH2CH(CH 3) 2
2CH(CH3)2
2 (CH3)3CCH2CH2CH3
2 s10_11(38)
(CH33))33CCH
2 (CH CCH2CH 2CH3
2CH2CH3
3 CH3CH2CH2C(CH3)3
3 CH3CH2CH2C(CH3)3
3 CH3CH2CH2C(CH3)3
39 Which reactions are examples of nucleophilic substitution?
39 Which reactions are examples of nucleophilic substitution?
39 Which reactions are examples of nucleophilic substitution?
1 CH3CH2Br + OH–– → CH3CH2OH + Br––
1 CH3CH2Br + OH –→ CH3CH2OH + Br –
1 CH3CH2Br + OH H ++ → CH3CH2OH + Br
2 CH3I + H2O ⎯⎯⎯ H → CH3OH + HI
2 CH3I + H2O ⎯⎯⎯ H→ + CH3OH + HI s10_11(39)
3 CH3CH2CH2Cl + NH3 →CH
2 CH 3 I + H 2 O ⎯⎯⎯ → CH3OH + HI
3CH2CH2NH2 + HCl
3 CH3CH2CH2Cl + NH3 → CH3CH2CH2NH2 + HCl
3 CH3CH2CH2Cl + NH3 → CH3CH2CH2NH2 + HCl
40 The diagram shows some laboratory apparatus.
40 The diagram shows some laboratory apparatus.
40 The diagram shows some laboratory apparatus.
water
water
heat water
heat
Which preparations could this apparatus be used for?
heat
Which preparations could this apparatus be used for?
1 bromoethane, from ethanol, sodium bromide and concentrated sulfuric acid
1 bromoethane, from ethanol, sodium bromide andfor?
concentrated sulfuric acid
2Which preparations
ethanal, could
from ethanol, this apparatus
sodium be used
dichromate(VI) and sulfuric acid
2 ethanal, from ethanol, sodium dichromate(VI) and sulfuric acid
31 1,2-dibromoethane,
bromoethane, fromfromethanol, sodium
bromine s10_11(40)
bromide and concentrated sulfuric acid
and ethene
3 1,2-dibromoethane, from bromine and ethene
2 ethanal, from ethanol, sodium dichromate(VI) and sulfuric acid
3 1,2-dibromoethane, from bromine and ethene
© UCLES 2010 9701/11/M/J/10
28 When an isomer Y of molecular formula C4H9Br undergoes hydrolysis in aqueous alkali to form
an alcohol C4H9OH, the rate of reaction is found to be unaffected by changes in the concentration
of OH– ions present.
A CH3CH2CH2CH2Br
B CH3CH2CHBrCH3
C (CH3)2CHCH2Br s10_11(28)
D (CH3)3CBr
A butan-1-ol
B butan-2-ol
C 2-methylpropan-1-ol
D 2-methylpropan-2-ol