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Merck
CN

540250

Sigma-Aldrich

(S)-(+)-1,2-Propanediol

96%

Synonym(s):

(S)-(+)-Propylene glycerol

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About This Item

Linear Formula:
CH3CH(OH)CH2OH
CAS Number:
4254-15-3
Molecular Weight:
76.09
Beilstein:
1718871
MDL number:
MFCD00004539
UNSPSC Code:
12352001
PubChem Substance ID:
24878450
NACRES:
NA.22

Key Documents

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Quality Level

100

Assay

96%

optical activity

[α]20/D +16.5°, neat

optical purity

ee: 98% (GLC)

refractive index

n20/D 1.432 (lit.)

bp

186-188 °C/765 mmHg (lit.)

density

1.036 g/mL at 20 °C (lit.)

functional group

hydroxyl

SMILES string

C[C@H](O)CO

InChI

1S/C3H8O2/c1-3(5)2-4/h3-5H,2H2,1H3/t3-/m0/s1

InChI key

DNIAPMSPPWPWGF-VKHMYHEASA-N

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Application

(S)-(+)-1,2-Propanediol can be used as a reactant to synthesize:
  • Optically active chiral (S)-1, 2-propanediol derivatives using mesogenic carboxylic acids via esterification in the presence of dimethylaminopyridine (DMAP) as a catalyst.
  • 3,4-Ethylenedioxythiophenes via Mitsunobu reaction.
  • Vicinal diol cyclic sulfates in the presence of sodium periodate and ruthenium chloride as catalysts.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

217.4 °F - closed cup

Flash Point(C)

103 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ0775
MKCX4158
0000425007
0000425007
0000370387

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Polyhydroxylated alcohols and DMSO are common cryosolvents that can damage cell membranes at sufficiently high concentrations. The interaction of representative plant cell membranes composed of mixed 1,2-dioleoyl-sn-glycero-3-phosphocholine (DOPC)-β-sitosterol bilayers, at a range of compositions, with a variety of cryosolvent molecules
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The modern society primarily relies on petroleum and natural gas for the production of fuels and chemicals. One of the major commodity chemicals 1,2-propanediol (1,2-PDO), which has an annual production of more than 0.5 million tons in the United States
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