Chemistry - Monochlorination?

4
Marks: 1
Which constitutional isomer of C6H14 gives only two monochloro products?
Choose one answer.
a. 3 methyl pentane
b. 2-methylpentane
c. 2,2-dimethylbutane
d. 2,3-dimethylbutane



Also,
How many monochlorination products do you expect in the following reaction?

molecule
Choose one answer.
a. Five
b. Three
c. Four
d. One
e. Two


Please explain how the answers are found in the simplest eng. possible, since im TOTALLY stumped. thanks!

Answer:
On the first part the answer is d.

You will only get

1) ClCH2-CH(CH3)CH(CH3)-CH3 or

2) CH3-C(Cl)(CH3)CH(CH3)-CH3

On the second part there is no molecule so I don't know what your question is..?
D. 2,3-dimethylbutane
structure = (CH3)2HC - CH(CH3)2
possible monocholoro derivatives,
(CH3)(CH2Cl) HC - CH(CH3)2 ... ... ... ..(1)
(CH3)3CCl -CH(CH3)2... ... ... ... ... ..(2)

note that (CH3)2HC - CH(CH3)(CH2Cl) is identical with product (1).&(CH3)3CH -CCl(CH3)2 is identical with product (2)


for the second question, the reaction u mentioned is not appearing in the question. Plz try to fix it.

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