Answered: Initiation: R3SNH + Z. R3Sn- HZ…

Initiation: R3SNH + Z. R3Sn- HZ Rortepgular SR.Sn. R': + R;SnBr Propagation: R': + R3SnH R3Sn- R'-H R3SNH Br Z. + R;SnBr

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter14: Elimination

Section: Chapter Questions

Problem 8E

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Photochemistry

Photochemistry is the part of chemistry that studies the various mechanisms of reactions that are triggered by the presence of light energy. It also helps to study the changes involved in a molecule that can undergo the absorption of radiation.

Question

In the presence of a radical initiator (Z•), tributyltin hydride (R₃SnH, R = CH₃CH₂CH₂CH₂) reduces alkyl halides to alkanes: R′X + R₃SnH → R′H + R₃SnX. The mechanism consists of a radical chain process with an intermediate tin radical:

This reaction has been employed in many radical cyclization reactions. Draw a stepwise mechanism for the following reaction.

Initiation:
R3SNH +
Z.
R3Sn-
HZ
Rortepgular SR.Sn.
R': + R;SnBr
Propagation:
R': + R3SnH
R3Sn-
R'-H

Definition Definition Simplest organic compounds that contain only single bonds between carbon – carbon atoms and carbon – hydrogen bonds. This means they are a series of saturated compounds with a general molecular formula, C n H 2n+2 .

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