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Organic Conversions: Madhu Haputhanthri

The document contains a series of organic chemistry conversion problems from the years 2000 to 2005, focusing on various chemical transformations and reactions. It requires the use of specific reagents and solvents to achieve the desired products within a limited number of steps. The problems involve synthesizing compounds from given starting materials while adhering to specified constraints.

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Hasitha Gayan
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68 views7 pages

Organic Conversions: Madhu Haputhanthri

The document contains a series of organic chemistry conversion problems from the years 2000 to 2005, focusing on various chemical transformations and reactions. It requires the use of specific reagents and solvents to achieve the desired products within a limited number of steps. The problems involve synthesizing compounds from given starting materials while adhering to specified constraints.

Uploaded by

Hasitha Gayan
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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Organic Conversions

2000 – 2005 A/L


Madhu
Haputhanthri
B.Sc. Hons (Chemistry sp), University of Colombo
Chemistry sp, Graduate Chemist, ICHEM

NH2 COOH

1.

C OH

C G H3 O+

Mg/ether 2E + G

D E F

O
2. CH3CH2CH2Br
CH3CH2 C H

O
CH3CH2CH2 C CH3

2000 A/L

1
O
3. CH3 C CH3

Mg/ether CH3 CH CH2 CH OH


CH3 CH3

CH3
CH3 CH CH2 C C
CH3 CH3 CH3

4. Without the use of catalytic hydrogenation show how you would convert
CH3CH2C CH CH3CH2CH2CH3 using not more than three steps

5. Without the use of CN- ion as a reactant, show how you would convert CH3CH2CH2OH to
CH3CH2CN utilising not more than five steps

2001 A/L

2
6. Br2

Dil. H2SO4
HgSO4

O
CH3CH CHCH3 CH3 C CH2CH3

7. Show how you would carry out the following conversion


C6H5COOH C6H5CH=N-CH2C6H5
(The only organic compound which could be used as a reagent is C6H5CHO)

N.B : This conversion can be carried out in four steps. Marks will not be awarded to answers
containing more than six steps

8. Show how you would carry out the following conversion

CH2CH3

Br

N.B : This conversion can be carried out in three steps. Marks will not be awarded to answers
containing more than five steps

2002 A/L

3
9.

O
CH2 O C

Br Br

2003 A/L

4
Selecting appropriate chemicals and solvents for the chemical reactions only from the following list, do the
conversion 10 and 11

Conc. HCl, NaOH(aq), NH4OH(aq), Mg, Fe, Zn(Hg), PBr3, PCl5, AlCl3, Br2, KMnO4, NaBD4,
NaBH4, Formaldehyde(HCHO), Acetone(CH3COCH3), water, ethanol, ether, CCl4, D2O

10. CH3CH2CH2OH

O
CH3CH2CH2 C
Cl

11. Using butanoyl chloride prepared in the above conversion, show how you would synthesize the
following compound from benzene

D CH2CH2CH2CH3

5
D CH2CH2CH2CH3

2004 A/L

12. Selecting the appropriate reagents and solvents only from the list below, show how you would
synthesize the following compound

CH3
CH CH CH CH2
OH

CH2 CH CH2

Acetophenone(C6H5COCH3), Propenal (CH2=CHCHO), AlCl3, PCl5, Cl2, I2, NaBH4, KMnO4,


Ag2O, Mg, Zn(Hg), water, conc. HCl, NaOH(aq), acetone, ethanol, dry ether

6
CH3
CH CH CH CH2
OH

CH2 CH CH2

2005 A/L

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