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540064

Sigma-Aldrich

(S)-(+)-3-Chloro-1,2-propanediol

97%, optical purity ee: 97% (GLC)

Synonym(s):

(S)-α-Glycerol chlorohydrin

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About This Item

Linear Formula:
ClCH2CH(OH)CH2OH
CAS Number:
60827-45-4
Molecular Weight:
110.54
Beilstein:
2202929
MDL number:
MFCD00210270
UNSPSC Code:
12352101
PubChem Substance ID:
24878436
NACRES:
NA.22

Assay

97%

optical purity

ee: 97% (GLC)

refractive index

n20/D 1.480 (lit.)

bp

213 °C (lit.)

density

1.322 g/mL at 25 °C (lit.)

functional group

chloro
hydroxyl

SMILES string

OC[C@H](O)CCl

InChI

1S/C3H7ClO2/c4-1-3(6)2-5/h3,5-6H,1-2H2/t3-/m1/s1

InChI key

SSZWWUDQMAHNAQ-GSVOUGTGSA-N

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Legal Information

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

Pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

Signal Word

Danger

Hazard Statements

H301,H312,H318

Hazard Classifications

Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Eye Dam. 1

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
01129DJ
01314PE
07231CE
15720BE
13922PD

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Jing Lu et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 144, 111575-111575 (2020-07-24)
3-chloro-1, 2-propanediol (3-MCPD) is a well-known contaminant that was produced in the thermal processing of food. Dietary intake represents the greatest source of exposure to 3-MCPD. Autophagy is an important catabolic pathway that plays an important role in liver physiological
Hao Zhang et al.
Wei sheng yan jiu = Journal of hygiene research, 37(2), 133-136 (2008-07-01)
To study the effects of S-alpha-chlorohydrin on male ICR mice mating index, fertility index and the histopathologic changes of testis and epididymis. 64 sexually mature male ICR mice were randomly divided into four groups, each group contained 16 mice. At
Brian D Craft et al.
Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment, 29(3), 354-361 (2011-12-16)
Recently, organic and inorganic chlorinated compounds were detected in crude and commercially refined palm oils. Further, the predominant formation mechanism of monochloropropanediol (MCPD) diesters at high temperatures (>170-180°C) was revealed. The present study involved the development and comparison of solutions
Angus M Brown et al.
Journal of neurochemistry, 116(6), 996-1004 (2010-12-16)
We have previously shown that systemic administration of S(+)3-chloropropanediol (3-CPD) produces a morphological loss of astrocytes in specific nuclei of the rodent brain that precedes loss of both neurones and endothelial tight junctions. Here, we have evaluated the differential susceptibility
Shuwu Xie et al.
Reproductive biology and endocrinology : RB&E, 8, 37-37 (2010-04-23)
As one of the chlorinated antifertility compounds, alpha-chlorohydrin (ACH) can inhibit glyceraldehyde-3-phosphate dehydrogenase (G3PDH) activity in epididymal sperm and affect sperm energy metabolism, maturation and fertilization, eventually leading to male infertility. Further studies demonstrated that the inhibitory effect of ACH
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