540072
(R)-(−)-Epichlorohydrin
99%
Synonym(s):
(R)-(−)-2-(Chloromethyl)oxirane
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About This Item
Empirical Formula (Hill Notation):
C3H5ClO
CAS Number:
Molecular Weight:
92.52
Beilstein:
1420785
EC Number:
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
vapor density
3.29 (vs air)
Quality Level
vapor pressure
10 mmHg ( 16.6 °C)
Assay
99%
optical activity
[α]20/D −34°, c = 1 in methanol
optical purity
ee: 98% (GLC)
autoignition temp.
772 °F
expl. lim.
21 %
refractive index
n20/D 1.438 (lit.)
bp
114 °C (lit.)
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Application
Building block for the synthesis of a key intermediate in the synthesis of stable PGI2 analogue UT-15.
Used in the synthesis of chiral morpholines and dioxanes via a Mitsunobu diol-cyclization. Chiral building block in the enantioselective synthesis of trans-2,4-disubstituted piperidines.
Legal Information
Manufactured under license by Sterling Pharma Solutions Limited, using Jacobsen HKR technology.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Carc. 1B - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B - Skin Sens. 1
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
89.6 °F - closed cup
Flash Point(C)
32 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Synlett, 2151-2151 (2006)
Robert M Moriarty et al.
The Journal of organic chemistry, 69(6), 1890-1902 (2004-04-03)
A general and novel solution to the synthesis of biologically important stable analogues of prostacyclin PGI(2), namely benzindene prostacyclins, has been achieved via the stereoselective intramolecular Pauson-Khand cyclization (PKC). This work illustrates for the first time the synthetic utility and
Goss S Kauffman et al.
The Journal of organic chemistry, 71(23), 8975-8977 (2006-11-04)
A strategy for the enantioselective synthesis of trans-2,4-disubstituted piperidines is proposed and applied to the preparation of IS811, a potent CCR3 antagonist. The C2 stereocenter is derived from commercial (R)-epichlorohydrin, while the C4 stereocenter is installed via diastereoselective hydrogenation of
Alfonso Pérez-Garrido et al.
Bioorganic & medicinal chemistry, 16(10), 5720-5732 (2008-04-15)
The risk of the presence of haloacetic acids in drinking water as chlorination by-products and the shortage of experimental mutagenicity data for most of them requires a research work. This paper describes a QSAR model to predict direct mutagenicity for
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