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CHE495 (Hydrocarbon Chemistry) 2015

TUTORIAL 4
CHAPTER 3 (ALKYNES)

1.

Name the following compounds:

2.

There are seven isomeric alkynes with the formula C6H10. Draw and name them.

3.

Hydrocarbon A has the formula C9H12 and absorbs 3 equivalents of H2 to yield B, C9H18,
when hydrogenated over a Pd/C catalyst. On treatment of A with aqueous H2SO4 in the
presence of mercury(II), two isomeric ketones, C and D, are produced. Oxidation of A with
KMnO4 gives a mixture of acetic acid (CH3COOH) and the tricarboxylic acid E. Propose
structures for compound A D, and write the reactions.

CHE495 (Hydrocarbon Chemistry) 2015

4.

Predict the products from reaction of 1-hexyne and 2-hexyne with the following reagents:
(a)
(b)
(c)
(d)
(e)

5.

2 mol Br2
1 mol HBr
Excess HBr
Li in NH3
H2O, H2SO4, HgSO4

How would you carry out the following conversions?

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