Pentachlorophenol → HCID 86733447, compound

HRID 1447717Notes

Reaction equation

HRID 1447717 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

6

Reactant 5

HCID 992PentachlorophenolHCID 6378Propylene Oxide2×HCID 7540Triphenyl phosphiteHCID 8113DiethanolamineHCID 5359268Aluminum

Product 1

HCID 86733447HCID 86733447, compound

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 extemely 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 been dded to obtain a low acid number, the product was stripped for three 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

  1. customA 1-liter flask, standardly equipped
  2. customhad risen to 66° C.
  3. customto obtain a low acid number
  4. customto remove volatiles
  5. customat 27° C.

Sources & evidence

ORD record
ord-caba7ad342e94b6e882bbf486e25309e
Source dataset
uspto-grants-1979_12
Patent number
US04177335

Reaction notes

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