SKO3023 ORGANIC CHEMISTRY 1 EXERCISE WEEK 7&8–HYDROCARBONS-

DR YUHANIS MHD BAKRI

ALKENES
1. Give the cis or trans naming of the following compounds.
Br C2H5 Cl Cl
C C C C
C2H5 Br CH3 CH3
2. Give the (E) or (Z) naming of the following compounds.

Br C2H5 Cl I
C C C C
CH3 Cl CH3 CH3OH
3. Give the structures of the products of the reactions of isobutylene with each of the
following reagents.
(i) Br2/CCl4
(ii) HBr
(iii) HI/H2O2
(iv) H2SO4
(v) H2SO4, H2O
(vi) KMnO4 (cold)
(vii) KMnO4 (acid) and heat
(viii) H2/Pt
(ix) O3, H2O (Zn)
(x) NBS

4. Outline how the following compounds can be synthesised.

(i) CH CH CH CH OH CH CH CH CH
3 2 2 2 3 2 2

(ii) CH3CH2CH2CH3 CH3CH2CH CH2

(iii) CH3CH2CH2CH2Br CH3CH2CH CH2
(iv) CH3CH2CHBrCH2Br CH3CH2CH CH2

O
(v)
CH3CH CH2 CH3 C
H
(vi) CH3CH CH2 CH3CH2CH2OH
(vii) CH3CH CH2 CH3CH(OH)CH3
(ix) CH3CH CH2 CH3CH(OH)CH2OH
5. Draw the compound generated in the reaction below.

ALKYNES
1. Give the names and the structures of the products the reactions of 1-butyne with the
following reagents.

(i) 1 mole H2/Ni

(ii) 2 moles H2/Ni
(iii) 1 mole Br2/CCl4
(iv) 2 moles Br2/CCl4
(v) 1 mol HCl
(vi) 2 moles HCl
(vii) 1 mol HBr/H2O2
(viii) 2 moles HBr/H2O2
(ix) KMnO4, (acidic and heat)
(x) NaNH2, NH3 to give product (x)
(xi) Product (x) + C2H5Br

2. Suggest the synthesis of the following compounds.

(i) CH3C CH CH3CCH3

O

(ii) CH3CH2CH2Br CH3C CH

(iii) CH3CHBrCH2Br CH3C CH