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Sigma-Aldrich

(R)-(−)-1,2-Propanediol

96%

Synonym(s):

(R)-(−)-Propylene glycerol, (R)-(−)-Propylene glycol

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About This Item

Linear Formula:
CH3CH(OH)CH2OH
CAS Number:
4254-14-2
Molecular Weight:
76.09
Beilstein:
1718872
MDL number:
MFCD00066248
UNSPSC Code:
12352001
PubChem Substance ID:
24878449
NACRES:
NA.22

Assay

96%

optical activity

[α]20/D −16.5°, neat

optical purity

ee: 98% (GLC)

refractive index

n20/D 1.434 (lit.)

bp

186-188 °C/765 mmHg (lit.)

density

1.04 g/mL at 25 °C (lit.)

SMILES string

C[C@@H](O)CO

InChI

1S/C3H8O2/c1-3(5)2-4/h3-5H,2H2,1H3/t3-/m1/s1

InChI key

DNIAPMSPPWPWGF-GSVOUGTGSA-N

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Other Notes

(R)-(-)-1,2-Propanediol undergoes metabolization in the bovine rumen fluid by the rumen microbiota with the emission of sulfur-containing gases.

Legal Information

Manufactured under license by Sterling Pharma Solutions Limited, using Jacobsen HKR technology.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

217.4 °F - closed cup

Flash Point(C)

103 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Ruminal fermentation of propylene glycol and glycerol.
Trabue S, et al.
Journal of Agricultural and Food Chemistry, 55(17), 7043-7051 (2007)
Yang Zhao et al.
Nature communications, 8, 14180-14180 (2017-01-26)
Many naturally occurring biomolecules, such as amino acids, sugars and nucleotides, are inherently chiral. Enantiomers, a pair of chiral isomers with opposite handedness, often exhibit similar physical and chemical properties due to their identical functional groups and composition, yet show
A A Melo et al.
The Journal of laryngology and otology, 127(4), 359-363 (2013-02-15)
To determine whether the administration of mitomycin C prevents propylene glycol exposure from inducing middle-ear cholesteatoma and otitis media, in a rat model. Twenty-four Wistar rats underwent intratympanic injections on days 1, 8 and 15, via the tympanic membrane pars
Kenneth B Sloan et al.
Journal of cosmetic science, 64(3), 181-192 (2013-06-12)
It would be useful to develop a surrogate for animal skin, which could be use to predict flux through human skin. The fluxes (and physicochemical properties) of sunscreens and other compounds from propylene glycol (PG):water (AQ), 30:70, through human skin
H Fromme et al.
Chemosphere, 90(11), 2714-2721 (2013-01-08)
Glycol ethers are a class of semi-volatile substances used as solvents in a variety of consumer products like cleaning agents, paints, cosmetics as well as chemical intermediates. We determined 11 metabolites of ethylene and propylene glycol ethers in 44 urine
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