Pentachlorophenol → HCID 86733451, compound

HRID 1447721Notes

Reaction equation

HRID 1447721 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].[Br:14][C:15]([Br:19])([OH:18])[CH2:16][CH3:17].[CH2:20]1[O:23][CH:21]1[CH3:22].[CH2:24]([N:26]([CH2:29][CH3:30])[CH2:27][CH3:28])[CH3:25]>>[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].[Br:14][C:15]([Br:19])([OH:18])[CH2:16][CH3:17].[CH2:20]1[O:23][CH:21]1[CH3:22].[CH2:24]([N:26]([CH2:29][CH3:30])[CH2:27][CH3:28])[CH3:25]

Participants

6

Reactant 5

HCID 992PentachlorophenolHCID 6378Propylene Oxide2×HCID 8471TriethylamineHCID 5359268AluminumHCID 199128101,1-Dibromopropan-1-ol

Product 1

HCID 86733451HCID 86733451, compound

Conditions

Temperature
121 °C

Procedure

A 5-liter flask, standardly equipped, was charged with 1,064 grams of pentachlorophenol containing about 700 to 800 ppm of aluminum and ferric compounds and 436 grams of dibromopropanol. This mixture was heated to 121° C. and propylene oxide was added up to 138° C. After cooling the mixture to approximately 90° C., 32 grams of triethylamine was added followed by propylene oxide until the mixture gave an acid number of 0.13. The mixture was then stripped for 2 hours at 80°-87° C./1-2 mm. Hg. The polyol product weighed 2566 grams and had a viscosity of 930 cps at 25.5° C.

Workup

  1. customA 5-liter flask, standardly equipped
  2. temperatureAfter cooling the mixture to approximately 90° C.
  3. customgave an acid number of 0.13
  4. customat 25.5° C.

Sources & evidence

ORD record
ord-63f46017127a4649a05fadc4a0b3ba18
Source dataset
uspto-grants-1979_12
Patent number
US04177335

Reaction notes

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