Chlorotris(triphenylphosphine)rhodium brings about the decarbonylation of aldehydes: (a) What product is obtained when this reaction is applied

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Chlorotris(triphenylphosphine)rhodium brings about the decarbonylation of aldehydes: RCH O + (Ph3P); RhCl chlorotris(triphenyl- phosphine)rhodium R-H + (Ph3P)3Rh(CO) carbonyltris(triphenyl-

(a) What product is obtained when this reaction is applied to D-galactose?

(b) Suggest a reason why the reaction of an aldose requires a much higher temperature (130°C) than the same reaction of an ordinary aldehyde (70°C).

(c) Outline a mechanism for this reaction by showing the elementary steps involved and the important organometallic intermediates.

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Organic Chemistry

ISBN: 9781936221349

6th Edition

Authors: Marc Loudon, Jim Parise

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Question Posted: Dec 10, 2023 09:43 AM

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Chlorotris(triphenylphosphine)rhodium brings about the decarbonylation of aldehydes: (a) What product is obtained when this reaction is applied

Question:

RCH O + (Ph3P);RhCl chlorotris(triphenyl- phosphine)rhodium R-H+ (Ph3P)3Rh(CO) carbonyltris(triphenyl- phosphine)rhodium

Step by Step Answer:

a H HO HO H CHIO OH H H OH CHOH Ph3P3RhCl HO HO H CHOH H H OH CHOH Phypno Ph3PRhCO Ph3P Dgalactose D...View the full answer

Organic Chemistry

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