[tobeever]

Predict the major Br monosubstituion product of this reaction?

http://img142.imageshack.us/img142/4145/image003iu3.gif

I know its a 3-bromo-1-pentene (NBS cases allylic bromination)

I am trying to find the SMILES: I got both of these wrong
CCC(Br)C=C CC(Br)CC=C

can someone draw it or give me correct SMILES

[sjb]

Predict the major Br monosubstituion product of this reaction?

http://img142.imageshack.us/img142/4145/image003iu3.gif

I know its a 3-bromo-1-pentene (NBS cases allylic bromination)

I am trying to find the SMILES: I got both of these wrong
CCC(Br)C=C CC(Br)CC=C

can someone draw it or give me correct SMILES

I can't see why the first is wrong, unless you also have some higher priority rules that say double bonds appear first in SMILES depictions. Have a look through daylight's pages, specifically http://www.daylight.com/daycgi/depict/

S

[sjb]

I can't see why the first is wrong, unless you also have some higher priority rules that say double bonds appear first in SMILES depictions. Have a look through daylight's pages, specifically http://www.daylight.com/daycgi/depict/

S

Of course, this assumes that the product is 3-bromo-1-pentene. Are you sure that it is?