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Tutorial 8 Chapter 8: Carboxyl Compounds: Chm207 (Organic Chemistry)

This document provides an organic chemistry tutorial on carboxylic acid compounds. It includes questions asking students to name carboxylic acid compounds using IUPAC nomenclature, draw structural formulas, rank acid strengths, identify suitable reagents for reaction mechanisms, predict products of reactions involving carboxylic acids, and convert functional groups. The tutorial covers key concepts about carboxylic acids including nomenclature, acid strength, reactions such as esterification, hydrolysis, oxidation, and reduction.

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Eqieyn Jerr
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655 views

Tutorial 8 Chapter 8: Carboxyl Compounds: Chm207 (Organic Chemistry)

This document provides an organic chemistry tutorial on carboxylic acid compounds. It includes questions asking students to name carboxylic acid compounds using IUPAC nomenclature, draw structural formulas, rank acid strengths, identify suitable reagents for reaction mechanisms, predict products of reactions involving carboxylic acids, and convert functional groups. The tutorial covers key concepts about carboxylic acids including nomenclature, acid strength, reactions such as esterification, hydrolysis, oxidation, and reduction.

Uploaded by

Eqieyn Jerr
Copyright
© © All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
Available Formats
Download as PDF, TXT or read online on Scribd
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CHM207 (ORGANIC CHEMISTRY)

TUTORIAL 8
CHAPTER 8: CARBOXYL COMPOUNDS
1)

Give the IUPAC names of the following compounds:


a) CH3CH2CH(CH3)COOH
b) CH3CHBrCOOH
c) PhCH2COOH
d) CH3COONa
e) PhCH2CH2COOH
f) CH3CH(CH3)CHBrCOOH
g)

COOH

Cl

h)
O2N

COOH
NO2

NO2

i) HOOCCH2CH(CH3)CH2COOH

2)

Draw the structures of the following compounds:


a) propanoic acid
b) 2-cyclohexylpropanoic acid
c) 4-aminobutanoic acid
d) 3-phenylpentanoic acid
e) 2-bromobutanoic acid
f) m-chlorobenzoic acid
g) 3-chloroheptanedioc acid

CHM207 (ORGANIC CHEMISTRY)

3)

Rank the compounds in each set in order of increasing acid strength.


a) CH3CH2COOH, CH3CHBrCOOH, CH3CBr2COOH
b) CH3CH2CH2CHBrCOOH, CH3CH2CHBrCH2COOH,
CH3CHBrCH2CH2COOH
c) CH3CHCH2OOH , CH3CHCH2OOH , CH3CH2CH2OOH , CH3CHCH2OOH
CN
Cl
NO2
d) Phenol, ethanol, acetic acid
e) benzoic acid, o-nitrobenzoic acid, m-nitrobenzoic acid

4)

Give the suitable reagents for the following reactions.


a)

O
C OH

b)

C Cl

O
?

C OH

c)

CH2OH

O
?

C H

C OH

d)

5)

O
?

CH3CH2CH2C OH

CH3CH2CH2C ONa

Predict the products of the following reactions:


a)
SOCl2
COOH

b)
COOH

i) LiAlH4
+

ii) H3O

CHM207 (ORGANIC CHEMISTRY)

c)

COOH
2-butanol

CH3

d)

e)

H+

Na2Cr2O7 / H+

CH2CH2CH2OH

NH2
KMnO4
CH3

f)

C OH

HO

NH2
CH3

g)

CH2COOH

PCl5

h) CH3COOH + (CH3)3CCOOH

heat

i)

6)

OH

HO

H+

Show how to convert each of the following products using a suitable


reagents and condition.
i)
ii)

CH3CH2Cl

CH3CH2COOH

CH3

O
C

iii)

CH3CH2CH2OH

NH2

CH3CH2CH2COOH

CHM207 (ORGANIC CHEMISTRY)

7)

The reaction scheme below shows the various reactions of compound W.


Alcohol P
(i)

O
Q

NaOH

OH

SOCl2

Compound W
i) Propanol

(ii)

ii) H+

OH

Compound R

a)
b)

Draw the structural formulae of compounds Q, S and T.


Compound W can be prepared from alcohol P.
i)
Give the structural formula and IUPAC name for alcohol P.
ii)
Name the reaction that has occurred in reaction (i).
iii)
Give the condition(s) and reagent(s) needed for the reaction
(i) to occur.

c)

For reaction (ii),


i)
give the reagent(s) needed for the reaction to occur.
ii)
name the reaction that has occurred.

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