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Question

Derive the structure of
(i) 2Chlorohexane
(ii) Pent-4-en-2-ol
(iii) 3Nitrocyclohexene
(iv) Cyclohex-2-en-1-ol
(v) 6Hydroxyheptanal

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Solution

(i) Step 1 : Parent chain
'Hexane' indicates the presence of 6 carbon atoms in the chain.

Step 2 : Function group/substituents
The functional group chloro is present at carbon 2nd.

Step 3 : Structure of the compound
Hence, the structure of the compound is
CH3CH2CH2CH2CH(Cl)CH3.

Final answer:
CH3CH2CH2CH2CH(Cl)CH3.

(ii) Step 1 : Parent chain
'Pent' indicates the presence of 5 carbon atoms in the chain.

Step 2 : Function group/substituents
'en' and 'ol' correspond to the functional groups C=C and OH at carbon atoms 4th and 2nd respectively.

Step 3 : Structure of the compound
Hence, the structure of the compound is
CH2=CHCH2CH(OH)CH3.

Final answer:
CH2=CHCH2CH(OH)CH3.

(iii) Step 1 : Parent chain

Six membered ring containing a carbon-carbon double bond is implied by cyclohexene, which is represent in structure (I).


Step 2 : Function group/substituents

The prefix 3nitro means that a nitro group is present on 3rd carbon, ‘ene (=)’ is suffixed functional group whereas nitro (NO2) is prefixed functional group. Therefore, ‘ene’ gets preference over nitro group.

Step 3 : Structure of the compound
Hence, the structure of the compound is (II)



Final answer:

(iv) Step 1 : Parent chain
Six membered ring containing a carbon-carbon double bond is implied by cyclohexene, which is represent in structure (I).


Step 2 : Function group/substituents
1ol means that a OH group is present at 1st carbon and 2en means that a double bond is present at 2nd carbon. OH is suffixed functional group and gets preference over C=C bond.

Step 3 : Structure of the compound
Hence, the structure of the compound is (II)


Final Answer:

(v) Step 1 : Parent chain
'heptanal' shows the compound to be an aldehyde containing 7 carbon atoms in the parent chain.

Step 2 : Function group/substituents
The 6hydroxy shows that OH group is present at 6th carbon. The carbon of CHO group is also included while numbering the parent chain.

Step 3 : Structure of the compound
Hence, the structure of the compound is
CH3CH(OH)CH2CH2CH2CH2CHO

Final answer:
CH3CH(OH)CH2CH2CH2CH2CHO


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