(R)-4-Chlorostyrene oxide

Base Information

• Chemical Name: (R)-4-Chlorostyrene oxide
• CAS No.: 21019-51-2
• Molecular Formula: C8H7ClO
• Molecular Weight: 154.596
• Hs Code.: 2910900090
• European Community (EC) Number: 821-471-6
• UNII: 2T123H8S6O
• Nikkaji Number: J323.713C
• Wikidata: Q27255559
• Mol file: 21019-51-2.mol

Synonyms:21019-51-2;(R)-4-CHLOROSTYRENE OXIDE;(R)-2-(4-Chlorophenyl)oxirane;(R)-(4-Chlorophenyl)oxirane;(2R)-2-(4-Chlorophenyl)oxirane;(s)-4-chlorostyrene oxide;(2S)-2-(4-chlorophenyl)oxirane;OXIRANE, 2-(4-CHLOROPHENYL)-, (2R)-;97466-49-4;4-Chlorostyrene oxide, (R)-;4-Chlorostyrene oxide, (-)-;2T123H8S6O;4-Chlorostyrene oxide, (S)-;UNII-659109YM0E;(r)-p-chloro styrene oxide;(R)-4-chloro-styrene oxide;UNII-2T123H8S6O;SCHEMBL1583198;IBWLXNDOMYKTAD-QMMMGPOBSA-N;(R)-2-(4-chlorophenyl)-oxirane;MFCD07779376;AKOS016843253;AT32895;EN300-125235;A847286;J-013772;Q27255559

Chemical Property of (R)-4-Chlorostyrene oxide

Chemical Property:

• Boiling Point: 230.4 °C at 760 mmHg
• PSA: 12.53000
• Density: 1.283 g/cm³
• LogP: 2.41130
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 154.0185425
• Heavy Atom Count: 10
• Complexity: 118

Purity/Quality:

99% ^*data from raw suppliers

(R)-2-(4-Chlorophenyl)oxirane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(O1)C2=CC=C(C=C2)Cl
• Isomeric SMILES: C1[C@H](O1)C2=CC=C(C=C2)Cl
• Uses: (R)-2-(4-Chlorophenyl)oxirane (cas# 21019-51-2) is a compound useful in organic synthesis.

Technology Process of (R)-4-Chlorostyrene oxide

There total 65 articles about (R)-4-Chlorostyrene oxide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

(S)-(+)-1-(4-Chlorophenyl)-2-(p-tolylsulfonyloxy)ethanol (357952-84-2) → (2S)-2-(4-chlorophenyl)oxirane (2788-86-5,21019-51-2,53649-47-1,97466-49-4)

Guidance literature:

With sodium hydroxide; In diethyl ether; at 20 ℃; for 3h;

DOI:10.1039/b010155i

Reference yield: 95.0%

4-vinylbenzyl chloride (1073-67-2,24991-47-7) → (2S)-2-(4-chlorophenyl)oxirane (2788-86-5,21019-51-2,53649-47-1,97466-49-4)

Guidance literature:

With manganese(II) chloride tetrahydrate; iodosylbenzene; 5,10,15,20-tetrakis[(S)-3-benzyl-2-methyl-4-phenylbut-1-yl]porphyrin; In dichloromethane; at 20 ℃; for 2h; enantioselective reaction;

DOI:10.1142/S1088424616500620

Reference yield: 95.0%

(S)-1-acetoxy-2-bromo-1-(4-chlorophenyl)ethane → (2S)-2-(4-chlorophenyl)oxirane (2788-86-5,21019-51-2,53649-47-1,97466-49-4)

Guidance literature:

With lithium hydroxide; In ethanol; water; at 20 ℃; for 1h;

DOI:10.1039/c7ra00083a

upstream raw materials:

4-vinylbenzyl chloride

4-Chlorostyrene oxide

styrene oxide

urethane

Downstream raw materials:

(S)-1-(4-chlorophenyl)-1,2-ethanediol

(1R)-1-(4-chlorophenyl)-1,2-ethanediol

C₁₂H₁₈ClNO₂

(S)-(+)-2-amino-1-(p-chlorophenyl)ethanol

Refernces

• 1、 Collman, James P.,Lee, Virgil J.,Kellen-Yuen, Cynthia J.,Zhang, Xumu,Ibers, James A.,Brauman, John I.. "Threitol-strapped manganese porphyrins as enantioselective epoxidation catalysts of unfunctionalized olefins". . p. 692 - 703. Retrieved 1995.
• 2、 Ebner, Katharina,Glieder, Anton,Kroutil, Wolfgang,Mattevi, Andrea,Rinnofner, Claudia,Rotilio, Laura,Swoboda, Alexander. "Structural and Biochemical Studies Enlighten the Unspecific Peroxygenase from Hypoxylon sp. EC38 as an Efficient Oxidative Biocatalyst". . p. 11511 - 11525. Retrieved 2021/09/22.
• 3、 Hirose, Takuji,Kodama, Koichi,Shimomura, Yuki. "Enantiomer Separation of Nitriles and Epoxides by Crystallization with Chiral Organic Salts: Chirality Switching Modulated by Achiral Acids". . p. 6552 - 6557. Retrieved 2021/11/16.