(S)-(+)-Epichlorohydrin - ≥98% , CAS No.67843-74-7

CAS: 67843-74-7 Cat. No.: E100521 Molecular Weight: 92.52 Beilstein Registry Number: 1420784 EC Number: 482-080-0

GRADE & PURITY ≥98%

Synonyms

Q-200031 | (S)-(+)-2-(Chloromethyl)oxirane | (s)-epichlorohydrine | 2-(Chloromethyl)oxirane # | (S)-2-chloromethyloxirane | (S)-2-chloromethyl-oxirane | AC-7035 | CCRIS 6388 | E0533 | (S)-Chloromethyloxirane | DU-A 4 | tri-fluoro acetic anhydride | (S)-(C

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

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

Used in the total synthesis of Macquarimicinsand in the total synthesis of the macrolide RK-397.

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

Specifications

Synonyms

Q-200031 | (S)-(+)-2-(Chloromethyl)oxirane | (s)-epichlorohydrine | 2-(Chloromethyl)oxirane # | (S)-2-chloromethyloxirane | (S)-2-chloromethyl-oxirane | AC-7035 | CCRIS 6388 | E0533 | (S)-Chloromethyloxirane | DU-A 4 | tri-fluoro acetic anhydride | (S)-(C

Specifications & Purity

≥98%

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C1C(O1)CCl
• IUPAC Name: (2S)-2-(chloromethyl)oxirane
• InChIKey: BRLQWZUYTZBJKN-GSVOUGTGSA-N
• INCHI: 1S/C3H5ClO/c4-1-3-2-5-3/h3H,1-2H2/t3-/m1/s1
• Isomeric SMILES: C1[C@H](O1)CCl
• WGK Germany: 3
• RTECS: RR0427100
• UN Number: 2023
• Packing Group: II
• Molecular Weight: 92.52
• Beilstein: 1420784
• Reaxy-Rn: 79785
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=79785&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Epoxides

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Epoxides
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Epoxides
• Alternative Parents: Oxacyclic compounds Dialkyl ethers Organochlorides Hydrocarbon derivatives Alkyl chlorides
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Oxacycle - Ether - Oxirane - Dialkyl ether - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Organochloride - Organohalogen compound - Alkyl halide - Alkyl chloride - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as epoxides. These are compounds containing a cyclic ether with three ring atoms(one oxygen and two carbon atoms).
• External Descriptors: epichlorohydrin

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Miscible with chloroform and methanol. Immiscible with water.
• Sensitivity: Moisture sensitive.
• Refractive Index: 1.4365-1.4385
• Specific Rotation[α]: 45 ° (neat)
• Flash Point(°F): 89.6 °F
• Flash Point(°C): 33 °C
• Boil Point(°C): 114°C
• Molecular Weight: 92.520 g/mol
• XLogP3: 0.500
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 92.0029 Da
• Monoisotopic Mass: 92.0029 Da
• Topological Polar Surface Area: 12.500 Ų
• Heavy Atom Count: 5
• Formal Charge: 0
• Complexity: 37.900
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Yongxing Guo, Jinghua Zhao, Limin Wu, Wei Liu, Yi Li, Yonggang Yang.  (2024)  Structural coloured epoxy resin patterns prepared using thermochromic epoxy liquid crystal mixtures.  NEW JOURNAL OF CHEMISTRY,  48  (10): (4598-4605).  [PMID:] [10.1039/D3NJ05776C]

2. Sheng Cai, Jian-Qiang Jin, Xiao-Ling Tang, Ren-Chao Zheng, Yu-Guo Zheng.  (2026)  Controlling Enantioselectivity of Halohydrin Dehalogenase for Asymmetric Synthesis of Chiral Epichlorohydrin.  BIOTECHNOLOGY AND BIOENGINEERING,      [PMID:41486681] [10.1002/bit.70151]