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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)

Quality Level

100

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.

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCJ4151
MKCH9802
MKBR2419V
MKBH1102V
MKBD3267

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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
Ching-Yu Lin et al.
Reproductive toxicology (Elmsford, N.Y.), 28(1), 75-80 (2009-06-06)
Sperm ATP is derived primarily from either glycolysis or mitochondrial oxidative phosphorylation. In the present studies, (1)H NMR spectroscopy was used to characterize the metabolite profile in primate sperm treated either with alpha-chlorohydrin (ACH), a known inhibitor of sperm glycolysis
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
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
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