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540080 Aldrich

(S)-(+)-Epichlorohydrin

98%

Synonym: (S)-(+)-2-(Chloromethyl)oxirane

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Properties

Related Categories Asymmetric Synthesis, Chemical Synthesis, Chiral Building Blocks, Epoxides, Organic Building Blocks More...
vapor density   3.2 (vs air)
vapor pressure   12.5 mmHg ( 20 °C)
InChI Key   BRLQWZUYTZBJKN-GSVOUGTGSA-N
assay   98%
optical activity   [α]20/D +35°, c = 1 in methanol
optical purity   ee: 97% (GLC)
autoignition temp.   1421 °F
expl. lim.   21 %
refractive index   n20/D 1.438(lit.)
bp   92-93 °C/360 mmHg(lit.)
density   1.183 g/mL at 25 °C(lit.)

Description

Application

Chiral building block in the enantioselective syntheses of hydroxyisoxazolidines and (+)-cis-sylvaticin, a potential antitumor agent.

Used in the total synthesis of Macquarimicins and in the total synthesis of the macrolide RK-397.

Used to synthesize inhibitors of fatty acid oxidation as potential metabolic modulators.

Packaging

5, 25 g in glass bottle

Legal Information

Manufactured under license by Sterling Pharma Solutions Limited, using Jacobsen HKR technology.

Price and Availability

Safety & Documentation

Safety Information

Signal word 
Danger
RIDADR 
UN 2023 3(6.1) / PGII
WGK Germany 
3
RTECS 
RR0427100
Flash Point(F) 
89.6 °F
Flash Point(C) 
32 °C
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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