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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
Ying-Zheng Zhao et al.
Cancer letters, 330(1), 74-83 (2012-11-29)
Multidrug resistance (MDR) is one of the major reasons for the failure of cancer chemotherapy. A newly reported liposome carrier, propylene glycol liposomes (EPI-PG-liposomes) were made to load epirubicin (EPI) which enhanced EPI absorption in MDR tumor cells to overcome
Zak E Hughes et al.
The journal of physical chemistry. B, 117(12), 3362-3375 (2013-03-01)
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
Han Li et al.
Microbial cell factories, 12, 4-4 (2013-01-24)
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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