08-08-01 05:58
No 202410
This proposed synth is not supposed to be a well... efficient or in good yeilds, just a proposal to see if it is possible.
Styrene + Br2/CCl4 --> 1,2-dibromophenylethane (A)
A + 2NaNH2/NH3 --> phenylacetylene (B)
B + NaH or NaNH2 --> sodium phenylacetylide (C)
C + MeI --> allylbenzene
definitely long winded for the product, but just a fun idea.
(Chief Bee)
08-08-01 12:36
No 202479
Why would the initially formed Ph-CC-CH3 rearrange to Ph-CH2-CH=CH2? Am I overlooking something?
(Hive Addict)
08-08-01 20:33
No 202588
ooops, meant propenyl benzene, not allylbenzene.
sorry the idea came very late last night.
(Chief Bee)
08-08-01 21:08
No 202597
I still think you will end up with propynylbenzene, not propenylbenzene. Propynylbenzene is Ph-CC-CH3 with a triple bond in the middle, not a double bond as in propenylbenzene.
(Hive Addict)
08-08-01 22:34
No 202602
you're correct again, sorry about the confusion- still with a hydrogenation procedure, you could get the allylbenzene- keep in mind obit isn't after yeild here.
(Hive Addict)
08-08-01 22:42
No 202604
is it possible to take the
propynylbenzene + 2HX --> gem dihalide,
then gem. dihalide + OH- --> gem. diol
which will automatically lose water to give the ketone, P2P. (and Phenyl ethyl ketone) ???