Pentachlorophenol → HCID 86733450, compound

HRID 1076846Notes

Reaction equation

[O:1]=[CH:2][C@@H:3]([C@H:5]([C@@H:7]([C@@H:9]([CH2:11][OH:12])[OH:10])[OH:8])[OH:6])[OH:4].[Cl:13][C:14]1[C:19]([OH:20])=[C:18]([Cl:21])[C:17]([Cl:22])=[C:16]([Cl:23])[C:15]=1[Cl:24].[Al].[CH2:26]1[O:29][CH:27]1[CH3:28].[CH2:30]([N:32]([CH2:35][CH3:36])[CH2:33][CH3:34])[CH3:31]>[Fe].OCC(CO)O>[O:1]=[CH:2][C@@H:3]([C@H:5]([C@@H:7]([C@@H:9]([CH2:11][OH:12])[OH:10])[OH:8])[OH:6])[OH:4].[OH:1][CH2:2][CH:3]([CH2:5][OH:6])[OH:4].[Cl:13][C:14]1[C:19]([OH:20])=[C:18]([Cl:21])[C:17]([Cl:22])=[C:16]([Cl:23])[C:15]=1[Cl:24].[CH2:26]1[O:29][CH:27]1[CH3:28].[CH2:30]([N:32]([CH2:35][CH3:36])[CH2:33][CH3:34])[CH3:31]

Participants

Conditions

Temperature: 50 °C

Procedure

A 1-gallon autoclave was charged with 540 grams of dextrose and 276 grams of glycerine and heated for 2 hours at 130° - 135°C. Then 1596 grams of pentachlorophenol containing about 700 to 800 ppm of aluminum and iron compounds was added. This was followed by the addition of approximately 1000 grams of propylene oxide at 125°C. to effect oxypropylation of the mixture. After cooling to 50°C., 30 grams of triethylamine was added, followed by further oxypropylation with additional propylene oxide at approximately 90°C. until the reaction was completed as indicated by pressure readings. The mixture was then cooled, discharged from the autoclave and stripped of volatile materials, as described above. The polyol product had the following properties:

Workup

temperatureheated for 2 hours at 130° - 135°C
temperatureThe mixture was then cooled

Sources & evidence

ORD record: ord-881f77df268d4191be93fbd104afb232
Source dataset: uspto-grants-1976_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03957922

Reaction notes

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