Cas no 62600-71-9 ((R)-(+)-3-Chlorostyrene Oxide)

(R)-(+)-3-Chlorostyrene Oxide is a chiral epoxide compound with the molecular formula C?H?ClO, characterized by its (R)-(+) enantiomeric form. This optically active intermediate is widely utilized in asymmetric synthesis, particularly in the production of pharmaceuticals, agrochemicals, and fine chemicals. Its high enantiomeric purity makes it valuable for constructing stereochemically defined molecular frameworks. The chlorinated styrene oxide structure offers reactivity for nucleophilic ring-opening reactions, enabling the introduction of functional groups with precise stereocontrol. Its stability under standard conditions and compatibility with various synthetic methodologies further enhance its utility in organic and medicinal chemistry research. The compound is typically handled under inert conditions to preserve its optical activity.
(R)-(+)-3-Chlorostyrene Oxide structure
(R)-(+)-3-Chlorostyrene Oxide structure
Product Name:(R)-(+)-3-Chlorostyrene Oxide
CAS No:62600-71-9
MF:C8H7ClO
MW:154.593581438065
MDL:MFCD00673317
CID:57887
PubChem ID:10898919
Update Time:2025-05-23

(R)-(+)-3-Chlorostyrene Oxide Chemical and Physical Properties

Names and Identifiers

    • (R)-3-chlorostyrene oxide
    • (R)-(+)-(3-Chlorophenyl)oxirane
    • (R)-(3-Chlorophenyl) oxirane
    • 3-chlorostyrene oxide
    • (R)-(+)-3-CHLOROSTYRENE OXIDE
    • (R)-(3-CHLOROPHENYL) OXIDE
    • R)-3-chlorostyrene oxide
    • (R)-(+)-(3-Chlorophenyl)oxirane, ChiPros(R), produced by BASF, 98%
    • EN300-202855
    • YVMKRPGFBQGEBF-QMMMGPOBSA-N
    • E86925
    • DTXSID301335382
    • (R)-2-(3-Chlorophenyl)oxirane
    • MFCD00673317
    • (R)-2-(3-chlorophenyl)-oxirane
    • (2S)-2-(3-chlorophenyl)oxirane
    • Z1255457905
    • Oxirane, (3-chlorophenyl)-, (2R)-
    • (R)-3-chlorophenyl oxirane
    • 62600-71-9
    • (R)-(-)-3-chlorostyrene oxide
    • (2R)-2-(3-chlorophenyl)oxirane
    • (R)-m-chloro-styrene oxide
    • 115648-90-3
    • SCHEMBL1947272
    • (2R)-2-(3-chlorophenyl)-oxirane
    • A847285
    • AKOS016842996
    • (S)-3-chlorostyrene oxide
    • G73126
    • (R)-(+)-3-Chlorostyrene Oxide
    • MDL: MFCD00673317
    • Inchi: 1S/C8H7ClO/c9-7-3-1-2-6(4-7)8-5-10-8/h1-4,8H,5H2/t8-/m0/s1
    • InChI Key: YVMKRPGFBQGEBF-QMMMGPOBSA-N
    • SMILES: ClC1=CC=CC(=C1)[C@@H]1CO1

Computed Properties

  • Exact Mass: 154.01900
  • Monoisotopic Mass: 154.019
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 126
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 12.5A^2
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 2

Experimental Properties

  • Color/Form: Pale yellow liquid
  • Density: 1.214?g/mL?at 25?°C(lit.)
  • Boiling Point: 67-68?°C/1?mmHg(lit.)
  • Flash Point: Fahrenheit: 206.6 ° f
    Celsius: 97 ° c
  • Refractive Index: n20/D 1.551(lit.)
  • PSA: 12.53000
  • LogP: 2.41130
  • Sensitiveness: Moisture Sensitive
  • Specific Rotation: 19 o (neat)
  • Optical Activity: [α]20/D +19°, neat
  • Solubility: Not available

(R)-(+)-3-Chlorostyrene Oxide Security Information

  • Symbol: GHS07
  • Signal Word:Warning
  • Hazard Statement: H315-H317-H319-H335
  • Warning Statement: P261-P280-P305+P351+P338
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 36/37/38-43
  • Safety Instruction: S26-S36/37
  • FLUKA BRAND F CODES:10-21
  • Hazardous Material Identification: Xi
  • Storage Condition:Stored in nitrogen
  • Risk Phrases:R36/37/38; R43

(R)-(+)-3-Chlorostyrene Oxide Customs Data

  • HS CODE:2910900090
  • Customs Data:

    China Customs Code:

    2910900090

    Overview:

    2910900090. Three section epoxide,Epoxy alcohol(phenol,ether),Including its halogenation,sulfonation,Nitrosative or nitrosative derivatives. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:5.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2910900090. epoxides, epoxyalcohols, epoxyphenols and epoxyethers, with a three-membered ring, and their halogenated, sulphonated, nitrated or nitrosated derivatives. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:5.5%. General tariff:30.0%

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(CAS:62600-71-9) 3-氯苯基環(huán)氧乙烷
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(R)-(+)-3-Chlorostyrene Oxide Related Literature

Additional information on (R)-(+)-3-Chlorostyrene Oxide

Introduction to (R)-(+)-3-Chlorostyrene Oxide (CAS No. 62600-71-9)

The compound (R)-(+)-3-Chlorostyrene Oxide, identified by the Chemical Abstracts Service Number (CAS No.) 62600-71-9, is a significant molecule in the field of chiral chemistry and pharmaceutical research. This enantiomerically pure compound has garnered attention due to its unique structural properties and potential applications in the synthesis of biologically active molecules. The stereochemistry of this compound, specifically the (R)-configuration, plays a crucial role in determining its interaction with biological targets, making it a valuable tool in drug discovery and development.

In recent years, the demand for enantiomerically pure compounds has surged in the pharmaceutical industry. This is primarily because the biological activity of a drug molecule is often highly dependent on its stereochemical configuration. Racemic mixtures, which contain equal amounts of both enantiomers, can exhibit vastly different pharmacological profiles, with one enantiomer being therapeutically active while the other may be inactive or even harmful. Therefore, the synthesis and characterization of chiral compounds like (R)-(+)-3-Chlorostyrene Oxide are of paramount importance.

The chemical structure of (R)-(+)-3-Chlorostyrene Oxide consists of a styrene backbone with a chlorine substituent at the 3-position and an epoxide group at the 2-position. This unique arrangement imparts distinct reactivity and functionality to the molecule, making it a versatile intermediate in organic synthesis. The epoxide ring, in particular, is known for its ability to undergo ring-opening reactions with nucleophiles, which can be harnessed to construct complex molecular architectures.

One of the most compelling aspects of (R)-(+)-3-Chlorostyrene Oxide is its potential application in the synthesis of pharmacologically relevant compounds. For instance, epoxides have been widely used as key motifs in the development of antiviral and anticancer agents. The stereochemistry of this compound ensures that any derivatives synthesized from it will retain the (R)-configuration, which is often critical for achieving optimal biological activity. Recent studies have demonstrated that chiral epoxides can serve as effective tools for modulating enzyme activity and receptor binding, thereby opening up new avenues for drug design.

The synthesis of (R)-(+)-3-Chlorostyrene Oxide presents several challenges due to its sensitive stereochemistry. Traditional synthetic routes often require careful control over reaction conditions to ensure high enantioselectivity. Advances in asymmetric synthesis have provided novel methodologies for constructing chiral centers with high precision. For example, biocatalytic approaches using engineered enzymes have emerged as powerful tools for achieving enantioselective transformations. These methods not only improve yield but also reduce environmental impact by minimizing waste and hazardous byproducts.

In addition to its synthetic utility, (R)-(+)-3-Chlorostyrene Oxide has been explored for its potential role in materials science. Epoxides are known for their ability to form cross-linked polymers with high thermal stability and mechanical strength. By incorporating chiral units into these polymers, researchers aim to develop materials with tailored optical and electronic properties. Such materials could find applications in optoelectronics, where precise control over molecular orientation is essential for device performance.

The biological activity of (R)-(+)-3-Chlorostyrene Oxide has also been investigated in detail. Preliminary studies suggest that this compound exhibits moderate affinity for certain biological targets, making it a promising candidate for further pharmacological exploration. However, more comprehensive research is needed to fully elucidate its mechanism of action and therapeutic potential. Collaborative efforts between chemists and biologists are essential to bridge the gap between synthetic chemistry and biological application.

The future prospects of (R)-(+)-3-Chlorostyrene Oxide are vast and multifaceted. As our understanding of chirality and stereoselectivity continues to grow, so does the potential for this compound to contribute to advancements in medicine and materials science. Innovations in synthetic methodologies will further enhance our ability to access complex chiral molecules like this one, paving the way for novel therapeutic agents and functional materials.

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Suzhou Senfeida Chemical Co., Ltd
(CAS:62600-71-9)(R)-3-Chlorostyrene oxide
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Amadis Chemical Company Limited
(CAS:62600-71-9)(R)-(+)-3-Chlorostyrene Oxide
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Purity:99%/99%
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