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Tutorial 1 - Alcohol PDF

This document provides information about alcohols including: 1) Writing IUPAC names for various alcohols. 2) Writing structural formulas for specific alcohols. 3) Classifying given alcohols as primary, secondary or tertiary. 4) Predicting products of reactions of butanol with various reagents. 5) Showing synthesis of some alcohols from reagents. 6) Distinguishing between certain alcohols. 7) Arranging alcohols by boiling point and explaining trends in melting points. 8) Ordering compounds by decreasing solubility in water. 9) Completing alcohol reactions. 10

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Nurul Athirah Jaini
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282 views5 pages

Tutorial 1 - Alcohol PDF

This document provides information about alcohols including: 1) Writing IUPAC names for various alcohols. 2) Writing structural formulas for specific alcohols. 3) Classifying given alcohols as primary, secondary or tertiary. 4) Predicting products of reactions of butanol with various reagents. 5) Showing synthesis of some alcohols from reagents. 6) Distinguishing between certain alcohols. 7) Arranging alcohols by boiling point and explaining trends in melting points. 8) Ordering compounds by decreasing solubility in water. 9) Completing alcohol reactions. 10

Uploaded by

Nurul Athirah Jaini
Copyright
© © All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
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Download as PDF, TXT or read online on Scribd
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Alcohols

Tutorial 1 (CHM301)

Alcohols

1. Write the IUPAC names for these alcohols.


A. CH2OHCH(CH3)CH2OH

B.
CH3

ClCH2CHCHCH3

OH

C.

OH
Cl

D.
OH

OH

E.
CH2CH3

OH

Page 1
Alcohols

F.
OH

G.

HO

H.

HO

I.

HO

J.

CH3

CHCHCHCH(CH3)2

OH
K.

Br

CH3

OH

Page 2
Alcohols

2. Write the structural formula for the following organic compounds.

a) isopropyl alcohol

b) 2, 3 dimethyl – 2 – pentanol

c) hexan – 1, 6 – diol

d) 2, 4 – pentadien – 1, 3 – diol

e) cis – 2 – methylcyclobutanol

f) 2, 4, 6 – trimethylphenol

3. Classified the following alcohols as primary, secondary or tertiary.

a) 2 – methyl – 2 – butanol

b) cyclopentanol

c) 2, 2 – dimethylpropanol

4. Give the organic products that might be obtained when butanol react with the following

reagents;

a) pyridinium chloro chromate

b) hydrogen chloride

c) sodium metal

d) sulphuric acid and heat

e) CH3CH2COOH in acidic solution

5. Show how the following alcohol can be synthesized.

a) 2 – methyl butanol from suitable Grignard reagent

b) cyclohexanol from chlorocyclohexane

c) cylopentanol from cyclopentene

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Alcohols

6. Show how the following alcohols below can be distinguished.

a) butanol and 2 – butanol

b) 2 – propanol and 3 – hexanol

7. a) Arrange these compounds in order of increasing of boiling point:

OH

CH3CHCH2CH3 CH3CCH3

OH OH
CH3CH2CH2CH2OH HOCH2CH2CH2OH

b) Explain the observed trend in the melting points of the following three isomeric alcohols:

(CH3)2CHCH2OH (-108OC), CH3CH2CH2CH2OH (-90OC), (CH3)3 COH (26OC)

8. Arrange the compounds in order of decreasing solubility in water:

1-hexanol, 1, 2-hexanediol, hexane

9. Complete the following reactions.


a)
HCOH
MgCl ?
H3O+
b) OH
?

c) PCC
C6H5CH2OH ?

d) O

KMnO4
?

Page 4
Alcohols

e) HCl
?

OH

f)

OH
PCC
?

g)

OH
NaH
?

10. Draw the structure of each transition state in three/ two step mechanism for the reaction.

a) (CH3)3COH + H2SO4 (CH3)2C=CH2 + H2O

b) CH3CH2CH2OH + H2SO4 CH3CH=CH2 + H2O

Page 5

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