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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:
Molecular Weight:
110.54
Beilstein:
2202929
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

Signal Word

Danger

Hazard Statements

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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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
Colin L Willis
Methods in molecular biology (Clifton, N.J.), 814, 515-529 (2011-12-07)
The goal of this chapter is to highlight methods used to demonstrate in vivo changes in astrocyte expression at the blood-brain barrier (BBB). Loss of BBB integrity is seen in many acute and chronic disease conditions. However, despite the importance
Z Zelinková et al.
Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment, 25(6), 669-676 (2008-05-20)
A series of twelve breast milk samples were analysed by gas chromatography-mass spectrometry (GC/MS) operated in selected ion monitoring mode for 3-chloropropane-1,2-diol (3-MCPD). Whilst none of the samples contained 3-MCPD above the limit of detection of 3 microg kg(-1) milk
K Yamazaki et al.
Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment, 30(1), 52-68 (2012-08-23)
A new, direct analytical method for the determination of 3-chloro-1,2-propanediol fatty acid esters (3-MCPD esters) was developed. The targeted 3-MCPD esters included five types of monoester and 25 [corrected] types of diester. Samples (oils and fats) were dissolved in a
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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