Acetic Anhydride → Biphenyl

HRID 1084467Notes

Reaction equation

HRID 1084467 reaction equation
[CH:1]1[CH:6]=[CH:5][C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[CH:3][CH:2]=1.C1C=CC(OC2C=CC=CC=2)=CC=1.C(OC(=O)C)(=O)C>>[C:4]1([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:5]=[CH:6][CH:1]=[CH:2][CH:3]=1

Participants

3

Reactant 2

HCID 7918Acetic Anhydride2×HCID 246701,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)2×

Product 1

HCID 7095Biphenyl

Procedure

Dowtherm-A was heated in the presence of 2 wt. % acetic anhydride for 5 hours. The reflux temperature reached 235° C. Color formation appeared after one hour at 235° C. The yellow color gradually turned to yellowish-brown. This color did not seem to increase after this point. It is believed that acetic anhydride either reacted with Dowtherm-A to give acylated diphenyl ether and/or biphenyl or there was a degradation of the diphenyl ether into phenolic compounds.

Workup

  1. customreached 235° C
  2. temperatureto increase after this point

Sources & evidence

ORD record
ord-31595a3c3720421ca5e974a7b06957ef
Source dataset
uspto-grants-1991_04
Patent number
US05004796

Reaction notes

Loading…