563382

(R)-(+)-3-Chlorostyrene oxide

• Synonym(s): (R)-(+)-(3-Chlorophenyl)oxirane
• Empirical Formula (Hill Notation): C₈H₇ClO
• CAS Number: 62600-71-9
• Molecular Weight: 154.59
• MDL number: MFCD00673317
• UNSPSC Code: 12352005
• PubChem Substance ID: 24880095
• NACRES: NA.22

Properties

• optical activity: [α]20/D +19°, neat
• refractive index: n20/D 1.551 (lit.)
• bp: 67-68 °C/1 mmHg (lit.)
• density: 1.214 g/mL at 25 °C (lit.)
• SMILES string: Clc1cccc(c1)[C@@H]2CO2
• 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

Description

Application

(R)-(+)-3-Chlorostyrene oxide may be used as an intermediate for the synthesis of 4-aminopiperidine based human β₃-adrenergic receptor (AR) agonists.

Reactant involved in:

• Diastereoselective Wadsworth-Emmons cyclopropanation for synthesis of quaternaty cyclopropyl esters
• Synthesis of phenylethanolamine derivatives as β3-adrenergic receptor agonists
• Stereoselective ring-opening for synthesis of β-aryloxy-substituted alcohols and amines
• Synthesis of Biphenyl benzoic acid derivatives as β3-adrenergic receptor agonists
• Synthesis of (S)-2-, 3-, and 4-chlorostyrene oxides with epoxide hydrolase

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H317,H319,H335
• pcodes: P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 3
• flash_point_f: 206.6 °F - closed cup
• flash_point_c: 97 °C - closed cup
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter