3-Chloro-1,2-propanediol → 2-Chloro-1,3-propanediol

HRID 247364Notes

Reaction equation

HRID 247364 reaction equation
[Cl:1][CH:2]([CH2:5][Cl:6])[CH2:3][OH:4].[Cl:7][CH2:8][CH:9]([OH:12])[CH2:10][OH:11].[Cl:13][CH:14]([CH2:17][OH:18])[CH2:15][OH:16]>>[Cl:7][CH2:8][CH:9]([OH:12])[CH2:10][OH:11].[Cl:1][CH:2]([CH2:5][Cl:6])[CH2:3][OH:4].[Cl:13][CH:14]([CH2:17][OH:18])[CH2:15][OH:16]

Participants

5

Reactant 3

HCID 72903-Chloro-1,2-propanediolHCID 103372-Chloro-1,3-propanediolHCID 120182,3-Dichloro-1-propanol2×

Product 2

HCID 103372-Chloro-1,3-propanediolHCID 21705593HCID 21705593, compound

Procedure

Three products were detected. Of these, one product has a GC retention time of 6 minutes and showed the mass spectrum diagnostic for 2,3-dichloro-1-propanol, identical to that of an authentic sample of 2,3-dichloro-1-propanol. Two other products had GC retention times of 7 and 8 minutes, and showed the mass spectra diagnostic for chloropropanediols. The product having a 7 minute retention time was identified as 1-chloro-2,3-propanediol by mass spectrographic analysis. The product having an 8 minute retention time was identified as 2-chloro-1,3-propanediol. The relative percentages of 2,3-dichloro-1-propanol 1-chloro-2,3-propanediol and 2-chloro-1,3-propanediol produced in the reaction were 82%, 10% and 8%, respectively.

Workup

  1. customretention times of 7 and 8 minutes
  2. waitThe product having an 8 minute

Sources & evidence

ORD record
ord-d96d547dc78f4edd938ff14c8fa4f036
Source dataset
uspto-grants-1987_11
Patent number
US04707447

Reaction notes

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