Pentachlorophenol → HCID 86733447, compound
Reaction equation
[Cl:1][C:2]1[C:7]([OH:8])=[C:6]([Cl:9])[C:5]([Cl:10])=[C:4]([Cl:11])[C:3]=1[Cl:12].[Al].[C:14]1([O:20][P:21]([O:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[O:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.[NH:36]([CH2:40][CH2:41][OH:42])[CH2:37][CH2:38][OH:39].[CH2:43]1[O:46][CH:44]1[CH3:45]>>[Cl:1][C:2]1[C:7]([OH:8])=[C:6]([Cl:9])[C:5]([Cl:10])=[C:4]([Cl:11])[C:3]=1[Cl:12].[C:30]1([O:29][P:21]([O:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[O:20][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1.[NH:36]([CH2:40][CH2:41][OH:42])[CH2:37][CH2:38][OH:39].[CH2:43]1[O:46][CH:44]1[CH3:45]Participants
Conditions
- Temperature
- 90 °C
Procedure
A 1-liter flask, standardly equipped, was charged with 266 grams of pentachlorophenol containing between 700 and 800 parts per million of aluminum and ferric compounds and 80.3 grams of triphenylphosphite, and then 105.4 grams of diethanolamine was added in increments. By the time the addition of the amine was completed, the temperature had risen to 66° C. and the mixture was extremely viscous. By the time the temperature had increased to 90° C. and approximately 50 ml. of propylene oxide had been added the mixture stirred readily and no further difficulty was encountered. After enough propylene oxide had added to obtain a low acid number, the product was stripped for 3 hours at 1-2 mm. Hg from 74°-98° C. to remove volatiles. The oxypropylated product had a viscosity of 9300 cps at 27° C.
Workup
- customA 1-liter flask, standardly equipped
- customhad risen to 66° C.
- customto obtain a low acid number
- customto remove volatiles
- customat 27° C.
Sources & evidence
- ORD record
- ord-2f61e17b61d846a1a2cc6c5eabcf2b72
- Source dataset
- uspto-grants-1978_08
- Patent number
- US04105597
Reaction notes
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