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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/REAXYS Number:
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.)

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-/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.

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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

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

wgk_germany

WGK 3

flash_point_f

275.0 °F - closed cup

flash_point_c

135 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
MKCJ4151
MKCH9802
MKBR2419V
MKBH1102V
MKBD3267

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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
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
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
Paula González et al.
Journal of separation science, 34(19), 2697-2704 (2011-08-06)
A sensitive and rapid derivatization method for the simultaneous determination of 1,3-dichloro-2-propanol (1,3-DCP) and 3-chloropropane-1,2-diol (3-MCPD) in water samples has been developed. The aim was to research the optimal conditions of the derivatization process for two selected reagents. A central
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