Phenol → HCID 86733455, compound

HRID 1447725Notes

Reaction equation

HRID 1447725 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:8][C:9]1[C:10]([Cl:22])=[C:11]([Cl:21])[C:12]([Cl:20])=[C:13]2[C:18](=[O:19])[O:17][C:15](=[O:16])[C:14]=12.[Cl-:23].[Al+3:24].[Cl-].[Cl-].[CH2:27]1[O:30][CH:28]1[CH3:29]>>[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl-:8].[Al+3:24].[Cl:8][C:9]1[C:10]([Cl:22])=[C:11]([Cl:21])[C:12]([Cl:20])=[C:13]2[C:18](=[O:19])[O:17][C:15](=[O:16])[C:14]=12.[Cl-:23].[Cl-:8].[CH2:27]1[O:30][CH:28]1[CH3:29]

Participants

5

Reactant 4

HCID 996PhenolHCID 6378Propylene OxideHCID 8326Tetrachlorophthalic anhydrideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 86733455HCID 86733455, compound

Conditions

Temperature
150 °C

Procedure

A 1-liter flask, standardly equipped, was charged with 94 g. of phenol, 286 g. of tetrachlorophthalic anhydride (TCPA) and 1 g. of aluminum chloride. After heating the mixture to 150° C., propylene oxide was added (dropwise) over an 8.5-hour period. The reaction mixture was then stripped for 2 hours at 80° C. and 1 mm. Hg. pressure. The oxypropylated product residue weighed 564.4 g. and had the following properties.

Workup

  1. customA 1-liter flask, standardly equipped
  2. additionwas charged with 94 g

Sources & evidence

ORD record
ord-e875cde1d62f401e97fc8b973422c12e
Source dataset
uspto-grants-1979_12
Patent number
US04177335

Reaction notes

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