Question

Give the structure of the products you would expect from the reaction (if any) of 3-hexyne...

Give the structure of the products you would expect from the reaction (if any) of 3-hexyne with:

One molar equivalent of HCl

Two molar equivalents of HCl

One molar equivalents of Br2

Two molar equivalents of Br2

H2, Pd/C

Lindlar catalyst

Li/NH3(l)

NaNH2/NH3(l)

1) 9-BBN 2) OH-(aq), H2O2

H2O, H+, Hg2+

1) O3 2)H2O

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Homework Answers

Answer #1

Drawn below are the products formed when 3-hexyne reacts with the given reagents

addition of HCl is by Markovnikov's rule

Lindlar catalyst reduces alkyne to cis-alkene

Li,NH3(l) reduces alkyne to trans-alkene

H2.Pd/C fully reduces alkyne to alkane

Hydroboration of oxymercuration both yield the same product

Ozonolysis gives 2 moles of propanaldehyde

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