21019-51-2

Basic information

• Product Name: (R)-4-CHLOROSTYRENE OXIDE
• Synonyms: (2R)-2α-(4-Chlorophenyl)oxirane;(R)-(4-Chlorophenyl)oxirane;(R)-(-)-1-Chloro-4-(epoxyethyl)benzene;(R)-4-CHLOROSTYRENE OXIDE;(R)-2-(4-Chlorophenyl)oxirane;(2R)-2-(4-Chlorophenyl)oxirane
• CAS NO: 21019-51-2
• Molecular Formula: C₈H₇ClO
• Molecular Weight: 154.59
• Product Categories: Aromatics;Chiral Reagents;Miscellaneous Reagents
• Mol File: 21019-51-2.mol
• Article Data: 107

Chemical Properties

• Boiling Point: 230.4 °C at 760 mmHg
• Appearance: /
• Density: 1.283 g/cm³
• CAS DataBase Reference: (R)-4-CHLOROSTYRENE OXIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-4-CHLOROSTYRENE OXIDE(21019-51-2)
• EPA Substance Registry System: (R)-4-CHLOROSTYRENE OXIDE(21019-51-2)

Safety Data

• Hazardous Substances Data: 21019-51-2(Hazardous Substances Data)

Usage

Uses

(R)-2-(4-Chlorophenyl)oxirane (cas# 21019-51-2) is a compound useful in organic synthesis.

Upstream product

• 1073-67-2 4-vinylbenzyl chloride 
• 343239-89-4 (R)-2-(4-chlorophenyl)-2-hydroxyethyl methanesulfonate 
• 2788-86-5 4-Chlorostyrene oxide 
• 65-85-0 benzoic acid 
• 2587-00-0 2,6-dichloropyridine N-oxide 
• 96-09-3 styrene oxide 
• 51-79-6 urethane 
• 99-91-2 para-chloroacetophenone 
• 124-38-9 carbon dioxide 
• 6314-52-9 2-bromo-1-(4-chlorophenyl)ethanol 
• 85864-33-1 phenyl(2-pivaloylamidophenyl)methane 
• 104-88-1 4-chlorobenzaldehyde 
• 111324-03-9 1-tert-butyl-2,2,4,4,4-pentakis(dimethylamino)-2Λ⁵,4Λ⁵-catenadi(phosphazene) 
• 179065-35-1 (S)?2?bromo?1?(4′?chlorophenyl)ethanol 

Downstream Products

• 7477-64-7 (S)-1-(4-chlorophenyl)-1,2-ethanediol 
• 152142-03-5 (1R)-1-(4-chlorophenyl)-1,2-ethanediol 
• 890038-05-8 C₁₂H₁₈ClNO₂ 
• 128535-89-7 (S)-(+)-2-amino-1-(p-chlorophenyl)ethanol 
• 1097211-44-3 C₁₉H₂₂ClNO₃ 
• 1097210-75-7 C₂₂H₂₈ClNO₃ 
• 1097211-33-0 C₂₃H₃₀ClNO₃ 
• 603122-42-5 methyl 4-((7S)-7-{[(2R)-2-(4-chlorophenyl)-2-hydroxyethyl]amino}-5,6,7,8-tetrahydro-2-naphthalenyl)benzoate 
• 603122-37-8 (7S)-7-{[(2R)-2-(4-chlorophenyl)-2-hydroxyethyl]amino}-5,6,7,8-tetrahydro-2-naphthalenol 
• 1048380-30-8 (R)-1-(4-chlorophenyl)-2-[(2-hydroxyethyl)(phenylmethyl)amino]-1-ethanol 
• 1048380-35-3 (R)-1-(4-chlorophenyl)-2-[(2-hydroxyethyl)amino]-1-ethanol 
• 1048380-54-6 (R)-1-(4-chlorophenyl)-2-[(2-hydroxyethyl)(phenyl)amino]-1-ethanol 
• 1048380-33-1 (R)-1-(4-chlorophenyl)-2-[(2-hydroxyethyl)(methyl)amino]-1-ethanol hydrochloride 
• 3391-10-4 (R)-1-(4-chlorophenyl)ethan-1-ol 

Relevant articles and documents

Asymmetric Syntheses of 3,4-Disubstituted Tetrahydroquinoline Derivatives Using (+)-Sparteine-mediated Electrophilic Substitution

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Manganese-substituted carbonic anhydrase as a new peroxidase

Carbonic anhydrase is a zinc metalloenzyme that catalyzes the hydration of carbon dioxide to bicarbonate. Replacing the active-site zinc with manganese yielded manganese-substituted carbonic anhydrase (CA[Mn]), which shows peroxidase activity with a bicar

Structural and Biochemical Studies Enlighten the Unspecific Peroxygenase from Hypoxylon sp. EC38 as an Efficient Oxidative Biocatalyst

Unspecific peroxygenases (UPOs) are glycosylated fungal enzymes that can selectively oxidize C-H bonds. UPOs employ hydrogen peroxide as the oxygen donor and reductant. With such an easy-to-handle cosubstrate and without the need for a reducing agent, UPOs are emerging as convenient oxidative biocatalysts. Here, an unspecific peroxygenase from Hypoxylon sp. EC38 (HspUPO) was identified in an activity-based screen of six putative peroxygenase enzymes that were heterologously expressed in Pichia pastoris. The enzyme was found to tolerate selected organic solvents such as acetonitrile and acetone. HspUPO is a versatile catalyst performing various reactions, such as the oxidation of prim- and sec-alcohols, epoxidations, and hydroxylations. Semipreparative biotransformations were demonstrated for the nonenantioselective oxidation of racemic 1-phenylethanol rac-1b (TON = 13 000), giving the product with 88% isolated yield, and the oxidation of indole 6a to give indigo 6b (TON = 2800) with 98% isolated yield. HspUPO features a compact and rigid three-dimensional conformation that wraps around the heme and defines a funnel-shaped tunnel that leads to the heme iron from the protein surface. The tunnel extends along a distance of about 12 ? with a fairly constant diameter in its innermost segment. Its surface comprises both hydrophobic and hydrophilic groups for dealing with substrates of variable polarities. The structural investigation of several protein-ligand complexes revealed that the active site of HspUPO is accessible to molecules of varying bulkiness with minimal or no conformational changes, explaining the relatively broad substrate scope of the enzyme. With its convenient expression system, robust operational properties, relatively small size, well-defined structural features, and diverse reaction scope, HspUPO is an exploitable candidate for peroxygenase-based biocatalysis.

Enantiomer Separation of Nitriles and Epoxides by Crystallization with Chiral Organic Salts: Chirality Switching Modulated by Achiral Acids

Enantiomer separation of nitriles and epoxides by inclusion crystal formation with organic-salt type chiral hosts was achieved. The stereochemistry of the preferentially included nitrile could be switched only by changing the achiral carboxylic acid component. Crystallographic analysis of the inclusion crystals reveals that the hydrogen-bonding networks are controlled by the acidity of the phenol group of the acids, which results in chirality switching.