Predict the structures of compounds A, B, and C: A is an unbranched C6 alkyne that is

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Predict the structures of compounds A, B, and C:
A is an unbranched C6 alkyne that is also a primary alcohol.
B is obtained from A by use of hydrogen and nickel boride catalyst or dissolving metal reduction.
C is formed from B on treatment with aqueous acid at room temperature. Compound C has no infrared absorption in either the 1620-1680-cm-1 or the 3590-3650-cm-1 region. It has an index of hydrogen deficiency of 1 and has one chirality center but forms as the racemate.
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Organic Chemistry

ISBN: 978-1118133576

11th edition

Authors: Graham Solomons, Craig Fryhle, Scott Snyder

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