Pentachlorophenol → HCID 86733452, compound

HRID 1388101Notes

Reaction equation

HRID 1388101 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].[CH2:13]([OH:17])[CH:14]([OH:16])[CH3:15].[Cl:18][C:19]1[C:24]([OH:25])=[C:23]([Cl:26])[C:22]([Cl:27])=[C:21]([Cl:28])[C:20]=1[Cl:29].[Al].[CH2:31]1[O:34][CH:32]1[CH3:33]>[Fe]>[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].[CH2:13]([OH:17])[CH:14]([OH:16])[CH3:15].[Cl:18][C:19]1[C:24]([OH:25])=[C:23]([Cl:26])[C:22]([Cl:27])=[C:21]([Cl:28])[C:20]=1[Cl:29].[CH2:31]1[O:34][CH:32]1[CH3:33]

Participants

7

Reactant 5

HCID 992PentachlorophenolHCID 1030Propylene GlycolHCID 6378Propylene OxideHCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 5359268Aluminum

Product 1

HCID 86733452HCID 86733452, compound

Reagents, catalysts & solvents 1

HCID 23925IronCatalyst

Conditions

Temperature
130 °C

Procedure

A 5-liter flask, equipped with stirrer, thermometer, addition funnel and reflux condenser, was charged with 450 grams of dextrose and 191.5 grams of propylene glycol. The mixture was heated at up to 130° C. for 1 hour. Then 1330 grams of pentachlorophenol containing about 700 to 800 ppm of aluminum and iron compounds was added. Propylene oxide was then added at 117°-140° C. to effect oxypropylation until the acid number was less than 1. The mixture was then stripped of volatiles by heating for 2 hours at 80° C./1 mm. Hg. The polyol product had the following properties.

Workup

  1. customA 5-liter flask, equipped with stirrer
  2. additionthermometer, addition funnel
  3. temperaturereflux condenser
  4. temperatureby heating for 2 hours at 80° C./1 mm. Hg

Sources & evidence

ORD record
ord-b7121a7c843a474e9dcd2db553ea1bb6
Source dataset
uspto-grants-1984_02
Patent number
US04430247

Reaction notes

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