Benzyl cyanide Propose Mech

[ADDkid]

I might be wrong, but can you..

1. React toluene with Jones reagent, or (eq   oxidation), which would give you benzoic acid.

2.  React pure benzoic acid with urea to give benzyl acetamide.

3. React benzyl acetamide with phosphorus pentoxide to give the benzyl cyanide, which could be used to make P2P?

[Rhodium]

2.  React pure benzoic acid with urea to give benzyl acetamide.

Benzoic acid and urea would give benzamide, not "benzyl acetamide". Now count the carbons in each of the molecules below. How would you get from one to the other?

https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000475089-file_evqc.gif" title="View this image">
Benzamide

https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000475089-file_ngto.gif" title="View this image">
Benzyl Cyanide

[ADDkid]

I always thought that a primary amide could be dehydrated to a nitrile using P2O5, POCl3, or SOCL2......................................NEVER MIND I FORGET DID NOT REALIZE THAT MY NITROGEN GROUP DID NOT HAVE ANY MORE ALKY GROUPS. MY BAD,,,THANKS...ADDkid

[ADDkid]

[roger2003]

The way from toluene

Toluene -> Benzaldehyde -> Benzylamine -> Benzylcyanide

Post 453906

(roger2003: "Benzylcyanide", Methods Discourse):