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540056

Sigma-Aldrich

(R)-(−)-3-Chloro-1,2-propanediol

97%, optical purity ee: 98% (GLC)

Synonym(s):

(R)-α-Glycerol chlorohydrin

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About This Item

Linear Formula:
ClCH2CH(OH)CH2OH
CAS Number:
57090-45-6
Molecular Weight:
110.54
Beilstein:
2202928
MDL number:
MFCD00135169
UNSPSC Code:
12352101
PubChem Substance ID:
24878435
NACRES:
NA.22

vapor pressure

0.04 mmHg ( 25 °C)

Assay

97%

optical activity

[α]20/D −1°, neat

optical purity

ee: 98% (GLC)

refractive index

n20/D 1.48 (lit.)

bp

213 °C (lit.)

density

1.321 g/mL at 20 °C (lit.)

SMILES string

OC[C@@H](O)CCl

InChI

1S/C3H7ClO2/c4-1-3(6)2-5/h3,5-6H,1-2H2/t3-/m0/s1

InChI key

SSZWWUDQMAHNAQ-VKHMYHEASA-N

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Legal Information

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

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 3 Oral - Carc. 2 - Eye Dam. 1 - Met. Corr. 1 - Repr. 1B - Skin Irrit. 2 - STOT RE 1 Oral - STOT SE 1 Oral

Target Organs

Kidney

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

275.0 °F - closed cup

Flash Point(C)

135 °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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Nithar Ranjan Madhu et al.
Journal of environmental pathology, toxicology and oncology : official organ of the International Society for Environmental Toxicology and Cancer, 30(2), 93-102 (2011-10-05)
To examine the effects of α-chlorohydrin on testis and cauda epididymis in the male house rat (Rattus rattus), 24 adult male rats were segregated into two groups. Group I rats were force-fed daily by intragastric intubation with α-chlorohydrin at a
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
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
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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