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SECTION 12<br />

<strong>Section</strong> 12.4<br />

1 a Product: Cl<br />

2 a CH 3<br />

b<br />

Cl<br />

CHClCH 2 Cl<br />

b Reagents and conditions: Br 2<br />

; AlBr 3<br />

or Fe; reflux<br />

c Product: NO 2<br />

CH 3<br />

d Reactant:<br />

3 a Difference in electronegativity between I and Cl<br />

b<br />

I<br />

+ I Cl<br />

+ HCl<br />

e Product:<br />

H 3 C<br />

CH 3<br />

CH<br />

CH 3<br />

c As the molecule is permanently polarised, a catalyst is<br />

not needed.<br />

d– d+<br />

Cl—I<br />

d Formation of chlorobenzene requires a chlorine with a<br />

d+ charge.<br />

4 a NO 2<br />

f Product:<br />

O<br />

C CH 2 CH 3<br />

g Reagents and conditions: CH 3<br />

COCl; AlCl 3<br />

; reflux<br />

h Product: SO 2 OH<br />

b<br />

+ HNO 3<br />

c. H 2 SO 4<br />

< 55 ∞C<br />

+ H 2 O<br />

SO 2 OH<br />

+ H 2 SO 4 + H 2 O<br />

5 a <strong>The</strong> benzene ring is resistant to hydrogenation<br />

because this destroys the stable delocalised electron<br />

system. <strong>The</strong> reaction has a high activation enthalpy.<br />

6 a Electrophilic substitution<br />

b Electrophilic addition<br />

c Radical substitution<br />

d Radical addition<br />

<strong>Section</strong> 13.1<br />

1 a trichloromethane<br />

b 2-chloropropane<br />

c 1,1,1,–trichloro–2,2,2–trifluoroethane<br />

d 2–chloro–1,1,1–trifluoropropane<br />

e 2,2–dibromo–3–chlorobutane<br />

2 d<br />

Cl<br />

F<br />

4 a<br />

H<br />

b<br />

H Cl<br />

C C Cl<br />

H Cl<br />

F F H<br />

H C C C H<br />

e<br />

F<br />

Cl<br />

F<br />

F F H<br />

c Cl H H Br H<br />

H C C C C C H<br />

Br<br />

Br<br />

3 a CH 3<br />

CH 2<br />

CH 2<br />

Cl(l) + NaOH(aq)<br />

Æ CH 3<br />

CH 2<br />

CH 2<br />

OH(aq) + NaCl(aq)<br />

b <strong>The</strong> chlorine atom in 1-chloropropane has been<br />

replaced by a hydroxyl group, –OH.<br />

c XX<br />

–<br />

H<br />

X O X<br />

XX<br />

5 a D<br />

bA<br />

cA<br />

dE<br />

e<br />

Cl<br />

H<br />

OH<br />

H<br />

H<br />

H<br />

cyclohexanol<br />

195

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