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Show how you could prepare cis-9-tricosene from trans-9-tricosene, You should give
all necessary inorganic or organic reagents (including the number of moles equivalent,
if applicable), and the structures of the intermediates.

2006-08-19 23:41:01 · 4 answers · asked by jason k 2 in Education & Reference Trivia

CH3(CH2)12CH=CH(CH2)7CH3

2006-08-19 23:43:42 · update #1

4 answers

First, I would brominate the double bond (Br2, CCl4). Then eliminate two moles of HBr from the dibromo intermediate to yield an alkyne (triple bond molecule). Then hydrogenate using a Pt or Pd catalyst (e.g. Lindlar's catalyst) to yield the cis isomer of 9-tricosene.

Photoisomerization (254 nM) has also been shown to work, but this would not be quantitative as it would require separation, etc.

2006-08-20 07:36:05 · answer #1 · answered by The ~Muffin~ Man 6 · 0 0

You mean a trans to cis converter

Okay - this ain't easy because I've only JUST found out what tricosene actually is.


CH3(CH2)12CH=CH(CH2)7CH3

You'll have to be beating off the flies!

2006-08-20 08:16:31 · answer #2 · answered by Orinoco 7 · 0 0

Use a cis to trans converter.

2006-08-20 07:24:38 · answer #3 · answered by Elim 5 · 0 0

Distillation usually works for me.

2006-08-20 11:42:48 · answer #4 · answered by Anonymous · 0 1

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