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540072 Sigma-Aldrich

(R)-(−)-Epichlorohydrin

99%

Synonym: (R)-(−)-2-(Chloromethyl)oxirane

  • CAS Number 51594-55-9

  • Empirical Formula (Hill Notation) C3H5ClO

  • Molecular Weight 92.52

  •  Beilstein/REAXYS Number 1420785

  •  EC Number 424-280-2

  •  MDL number MFCD00077759

  •  PubChem Substance ID 24878437

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Properties

Related Categories Asymmetric Synthesis, Chemical Synthesis, Chiral Building Blocks, Epoxides, Organic Building Blocks More...
vapor density   3.29 (vs air)
vapor pressure   10 mmHg ( 16.6 °C)
InChI Key   BRLQWZUYTZBJKN-VKHMYHEASA-N
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.)
density   1.180 g/mL at 20 °C (lit.)

Description

Packaging

5, 25 g in glass bottle

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.

Safety & Documentation

Safety Information

Signal word 
Danger
RIDADR 
UN 2023 3(6.1) / PGII
WGK Germany 
3
RTECS 
RR0427000
Flash Point(F) 
89.6 °F
Flash Point(C) 
32 °C

Documents

Certificate of Analysis

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Certificate of Origin

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Protocols & Articles

Articles

HKR Epoxides

One of the most effective and recent methods for obtaining several classes of chiral building blocks is Jacobsen’s hydrolytic kinetic resolution technique (HKR). The method provides general access to...
Aldrich ChemFiles 2005, 5.4, 17.
Keywords: Anti-inflammatory agents, Asymmetric synthesis, Building blocks, Chemfiles, Deprotonations, Ligands, Methods

Peer-Reviewed Papers
15

References

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