Pentachlorophenol → HCID 86733452, compound

HRID 2419184Notes

Reaction equation

HRID 2419184 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-67d37cbada03478fa8a86c823b0ce0e6
Source dataset
uspto-grants-1978_08
Patent number
US04105597

Reaction notes

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