Online Database of Chemicals from Around the World

(R)-(-)-3-Chloro-1,2-propanediol
[CAS# 57090-45-6]

Top Active Suppliers
Hangzhou Verychem Science And Technology Co., Ltd. China Inquire  
+86 (571) 8816-2785
+86 13606544505
lucy@verychem.com
Chemical manufacturer since 2004
chemBlink massive supplier since 2021
Changzhou Huaren Chemical Co., Ltd. China Inquire  
+86 (519) 8812-2965
huarenchem@vip.163.com
sales@huarenchem.com
QQ chat
Chemical manufacturer since 2000
chemBlink standard supplier since 2006
Simagchem Corporation China Inquire  
+86 13806087780
sale@simagchem.com
Chemical manufacturer since 2002
chemBlink standard supplier since 2008
HBCChem, Inc. USA Inquire  
+1 (510) 219-6317
sales@hbcchem-inc.com
Chemical manufacturer
chemBlink standard supplier since 2008
BOC Sciences USA Inquire  
+1 (631) 485-4226
info@bocsci.com
Chemical manufacturer
chemBlink standard supplier since 2010
NetQem, LLC USA Inquire  
+1 (919) 544-4122
sales@netqem.us
Chemical distributor since 2013
chemBlink standard supplier since 2014
Hangzhou Leap Chem Co., Ltd. China Inquire  
+86 (571) 8771-1850
market19@leapchem.com
QQ chat
Chemical manufacturer since 2006
chemBlink standard supplier since 2015
Hangzhou Molcore Biopharmatech Co., Ltd. China Inquire  
+86 (571) 8102-5280
sales@molcore.com
QQ chat
Chemical manufacturer since 2010
chemBlink standard supplier since 2017
Complete supplier list of (R)-(-)-3-Chloro-1,2-propanediol
Identification
Classification Pharmaceutical intermediate >> Heterocyclic compound intermediate >> Pyrimidine compound >> Alcohol
Name (R)-(-)-3-Chloro-1,2-propanediol
Synonyms (R)-(-)-3-Glycerol alpha-monochlorohydrin
Molecular Structure CAS # 57090-45-6, (R)-(-)-3-Chloro-1,2-propanediol, (R)-(-)-3-Glycerol alpha-monochlorohydrin
Molecular Formula C3H7ClO2
Molecular Weight 110.54
CAS Registry Number 57090-45-6
EC Number 435-560-9
SMILES C([C@H](CCl)O)O
Properties
Density 1.322
Boiling point 213 ºC
Refractive index 1.479-1.481
alpha -0.9 º (neat)
Water solubility soluble
Safety Data
Hazard Symbols symbol symbol symbol symbol   GHS05;GHS06;GHS07;GHS08 Danger    Details
Hazard Statements H290-H300-H301-H311-H315-H318-H330-H331-H351-H360-H370-H372    Details
Precautionary Statements P203-P234-P260-P261-P262-P264-P264+P265-P270-P271-P280-P284-P301+P316-P302+P352-P304+P340-P305+P354+P338-P308+P316-P316-P317-P318-P319-P320-P321-P330-P332+P317-P361+P364-P362+P364-P390-P403+P233-P405-P406-P501    Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Serious eye damageEye Dam.1H318
Reproductive toxicityRepr.1BH360
Specific target organ toxicity - single exposureSTOT SE1H370
CarcinogenicityCarc.2H351
Substances or mixtures corrosive to metalsMet. Corr.1H290
Skin irritationSkin Irrit.2H315
Acute toxicityAcute Tox.2H330
Specific target organ toxicity - repeated exposureSTOT RE1H372
Acute toxicityAcute Tox.3H301
Acute toxicityAcute Tox.3H331
Acute toxicityAcute Tox.2H300
Acute toxicityAcute Tox.3H311
Transport Information UN 2689
SDS Available
up Discovory and Applicatios
(R)-(-)-3-Chloro-1,2-propanediol is a chiral compound that has gained importance due to its role as an intermediate in the synthesis of various chemicals, pharmaceuticals, and biologically active molecules. The discovery of this compound is rooted in the study of chiral halohydrins, which are key building blocks in asymmetric synthesis. The (R)-enantiomer of 3-chloro-1,2-propanediol is of particular interest due to its optical activity and its application in producing enantiomerically pure compounds.

This compound has the chemical structure of a chloro alcohol, with a hydroxyl group at both the first and second carbon positions and a chlorine atom at the third. The (R)-configuration indicates that the molecule has a specific three-dimensional arrangement, which is significant for its reactivity and application in stereospecific synthesis. The development of methods for synthesizing (R)-(-)-3-chloro-1,2-propanediol came from the need for enantiopure intermediates in the pharmaceutical and fine chemical industries.

One of the major applications of (R)-(-)-3-chloro-1,2-propanediol is in the synthesis of chiral epoxides. This is achieved through a ring-closure reaction, where the chloro group is displaced by a nucleophile, forming an epoxide. Chiral epoxides are essential intermediates in the production of a variety of pharmaceuticals and agrochemicals, including beta-blockers, which are used to treat cardiovascular conditions. The stereochemistry of the epoxide formed from (R)-(-)-3-chloro-1,2-propanediol is crucial in determining the biological activity of the final product, as many drugs require a specific three-dimensional configuration to be effective.

In addition to its use in producing epoxides, (R)-(-)-3-chloro-1,2-propanediol is also used as a precursor in the synthesis of glycerol derivatives. These derivatives are applied in the production of surfactants, emulsifiers, and other functional additives in the cosmetics and food industries. The chiral nature of the molecule allows for the production of optically active glycerol derivatives, which can be important in applications where stereochemistry influences the performance of the final product.

The compound has also been investigated in the context of organic synthesis, particularly in the field of asymmetric catalysis. Researchers have explored the use of (R)-(-)-3-chloro-1,2-propanediol in the development of new catalysts for enantioselective reactions, where its stereochemistry helps induce chirality in other molecules. This opens pathways for creating complex, enantiomerically pure compounds that are otherwise difficult to synthesize.

Environmental and safety concerns have also driven research into the handling and processing of (R)-(-)-3-chloro-1,2-propanediol. The compound is classified as toxic and must be used with caution, especially in large-scale industrial applications. Researchers have focused on developing more environmentally friendly methods for its production and utilization, aiming to reduce harmful byproducts and improve the safety profile of processes involving this substance.

References

2021. Biocatalytic approaches for the synthesis of optically pure vic-halohydrins. Applied Microbiology and Biotechnology, 105(8).
DOI: 10.1007/s00253-021-11266-2

2006. Synthesis of 1,2-Difunctionalized Fine Chemicals through Catalytic, Enantioselective Ring-Opening Reactions of Epoxides. Synthesis, 2006(22).
DOI: 10.1055/s-2006-950348

1992. Resolution and some properties of enzymes involved in enantioselective transformation of 1,3-dichloro-2-propanol to (R)-3-chloro-1,2-propanediol by Corynebacterium sp. strain N-1074. Journal of Bacteriology, 174(23).
DOI: 10.1128/jb.174.23.7613-7619.1992
Market Analysis Reports
List of Reports Available for (R)-(-)-3-Chloro-1,2-propanediol
Related Products
Chloroprocaine hydrochloride  4-Chloropromazine  Chloropropamide  1-Chloropropane  2-Chloropropane  2-Chloropropane-2-D1  2-Chloropropane-1,1,1-D3  2-Chloropropane-1,1,1,3,3,3-D6  1-Chloropropane-D7  2-Chloro-1,3-propanedial  (S)-(+)-3-Chloro-1,2-propanediol  Chloropropane-1,3-diol  2-Chloro-1,3-propanediol  3-Chloro-1,2-propanediol  (S)-(-)-3-Chloro-1,2-propanediol acetonide  3-Chloropropanesulfonyl chloride  3-Chloropropanoic acid 4-chlorophenyl ester  3-Chloropropanoic acid methyl ester  (R)-1-Chloro-2-propanol  (S)-(+)-2-Chloropropan-1-ol