GROUP: ALLYANA, AMIR, FATIN, FARIS

SCES3123 Organic Chemistry

SCES3123: W1 - Tutorial 1

1. Give the IUPAC names of the following alkyl halides:

CH3

(a) CH3CH2CH2CH2I (b) CH3CHCH2CH2Cl

ANSWER:

1-iodobutane 1-chloro,3methylbutane

CH3 CH3

(c) BrCH2CH2CH2CCH2Br (d) CH3CCH2CH2Cl

CH3 Cl
ANSWER:

1,5-dibromo,2,2-dimethylpentane 1,3-dichlo,3-methylbutane

I CH2CH2Cl Br Cl

(e) CH3CHCHCH2CH3 (f) CH3CHCH2CH2CHCH3

ANSWER:

1-chloro-3 ethyl-4 iodopentane 2-chloro,5-bromohexane

GROUP: ALLYANA, AMIR, FATIN, FARIS

2. Draw structures corresponding to the following IUPAC names

a) 2-Chloro-3,3-dimethylhexane

cl ch3 h h h h

h-c-c-c-c-c-c-h
h ch3 h h h h

b) 3,3-Dichloro-2-methylhexane

h ch3 cl h h h

h-c-c-c-c-c-c-h
h h cl h h h

c) 3-Bromo-3-ethylpentane

h h c2h5 h h

h-c-c-c-c-c-h
h h br h h

d) 1,1-Dibromo-4-isopropylcyclohexane
GROUP: ALLYANA, AMIR, FATIN, FARIS

e) 4-sec-Butyl-2-chlorononane

f) 1,1-Dibromo-4-tert-butylcyclohexane

SCES3123: W1 - Tutorial 2

Elaborate how would you prepare 2-Chloropropane from the appropriate

(a) alcohol

Step 1: Ethanol reacts with PCl3 to give ethyl Chloride.

Step2: Ethyl Chloride reacts with KCN to give Propane nitrile.

Step3: Propane nitrile reacts with NaNO2 in the presence of HCl and LiAl4 to give
1-Chloropropane.

Step4: 1-Propane reacts with Alcoholic KOH gives Propene.

Step5: Propene treated with HCl gives 2-Chloropropane.