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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

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.)

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

Certificates of Analysis (COA)

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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
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
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
Carla Caddeo et al.
International journal of pharmaceutics, 443(1-2), 128-136 (2013-01-10)
Diclofenac-loaded phospholipid vesicles, namely conventional liposomes, ethosomes and PEVs (penetration enhancer-containing vesicles) were developed and their efficacy in TPA (phorbol ester) induced skin inflammation was examined. Vesicles were made from a cheap and unpurified mixture of phospholipids and diclofenac sodium;
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
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