2-(4-Fluorophenyl)oxirane

Base Information

• Chemical Name: 2-(4-Fluorophenyl)oxirane
• CAS No.: 134356-73-3
• Molecular Formula: C₈H₇FO
• Molecular Weight: 138.141
• Hs Code.: 2910900090
• European Community (EC) Number: 606-046-3,622-827-1,624-338-9
• DSSTox Substance ID: DTXSID90398943
• Nikkaji Number: J775.723I
• Mol file: 134356-73-3.mol

Synonyms:2-(4-Fluorophenyl)oxirane;18511-62-1;Oxirane, (4-fluorophenyl)-;(R)-(4-Fluorophenyl)oxirane;(S)-(4-Fluorophenyl)oxirane;134356-74-4;(S)-2-(4-Fluorophenyl)oxirane;4-Fluorostyrene oxide;(S)-4-Fluorostyreneoxide;2-(4-fluorophenyl)-oxirane;SCHEMBL937356;2-(4-fluoro-phenyl)-oxirane;(+/-)-4-Fluorostyrene oxide;DTXSID90398943;ICVNPQMUUHPPOK-UHFFFAOYSA-N;2-(4-Fluorophenyl)oxirane, 95%;BCP12175;MFCD00043994;AKOS000200608;AKOS016843674;AS-75683;CS-0063809;FT-0637707;FT-0643216;FT-0656567;EN300-27297;D73296;J-011864;Z238878272;2,2,6,6-TETRAKIS(METHOXYCARBONYL)-4,4-BIPYRIDINE

Chemical Property of 2-(4-Fluorophenyl)oxirane

Chemical Property:

• Vapor Pressure: 0.707mmHg at 25°C
• Refractive Index: 1.538
• Boiling Point: 191.7 °C at 760 mmHg
• Flash Point: 67.8 °C
• PSA: 12.53000
• Density: 1.225g/cm³
• LogP: 1.89700
• Water Solubility.: Sparingly soluble in water.(0.26 g/L) (25°C),
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 138.048093005
• Heavy Atom Count: 10
• Complexity: 118

Purity/Quality:

99% ^*data from raw suppliers

(R)-(4-Fluorophenyl)oxirane technical, ≥90.0% (GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 10-21/22-36/37/38-40
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(O1)C2=CC=C(C=C2)F
• Uses: It is used as pharmaceutical intermediate. Benzoylthiophenes are allosteric enhancers (AE) of agonist activity at the A1 adenosine receptor.

Technology Process of 2-(4-Fluorophenyl)oxirane

There total 68 articles about 2-(4-Fluorophenyl)oxirane 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: 100.0%

(1R)-2-bromo-1-(4-fluorophenyl)ethan-1-ol (1097211-38-5) → R-(-)-2-(4-fluorophenyl)oxirane (18511-62-1,53631-23-5,134356-74-4,134356-73-3)

Guidance literature:

With sodium hydroxide; In dichloromethane; water; at 25 ℃; for 4h;

Reference yield: 99.0%

para-fluorostyrene (405-99-2) → 4-fluorostyrene oxide (18511-62-1,53631-23-5,134356-73-3,134356-74-4)

Guidance literature:

para-fluorostyrene; With tris(μ-oxo)di[(1,4,7-trimethyl-1,4,7-triazanonane)manganese(IV)] hexafluorophosphate; scandium tris(trifluoromethanesulfonate); In acetonitrile; at 20 ℃; for 0.166667h; Sealed tube;

With dihydrogen peroxide; In water; acetonitrile; for 0.05h; Sealed tube;

DOI:10.1039/c7cc09698d

Reference yield: 96.0%

(S)-(+)-1-(4-Fluorophenyl)-2-(p-tolylsulfonyloxy)ethanol (357952-86-4) → (2S)-2-(4-fluorophenyl)oxirane (18511-62-1,53631-23-5,134356-73-3,134356-74-4)

Guidance literature:

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

DOI:10.1039/b010155i

upstream raw materials:

para-fluorostyrene

methylenedimethyl sulfurane

4-fluorobenzaldehyde

methyldiphenyltelluronium tetraphenylborate

Downstream raw materials:

2-(4-Fluoro-phenyl)-2-{4-[(4-fluoro-phenyl)-hydroxy-methyl]-piperidin-1-yl}-ethanol

(-)-1-<(R)-2-(4-fluorophenyl)-2-hydroxyethyl>-4-<(R)-(4-fluorophenyl)hydroxymethyl>-piperidine

(-)-1-<(R)-2-(4-fluorophenyl)-2-hydroxyethyl>-4-<(S)-(4-fluorophenyl)hydroxymethyl>-piperidine

(S)-1-(4-fluorophenyl)ethan-1-ol

Refernces

• 1、 Palucki, Michael,McCormick, Gregory J.,Jacobsen, Eric N.. "Low Temperature Asymmetric Epoxidation of Unfunctionalized Olefins Catalyzed by (Salen)Mn(III) Complexes". . p. 5457 - 5460. Retrieved 1995.
• 2、 Shi, Li-Lan,Zhou, Zhang-Lin,Huang, Yao-Zeng. "A FIRST NON-STABILIZED TELLURONIUM YLIDE - DIPHENYLTELLURONIUM METHYLIDE AS A NOVEL REAGENT FOR SYNTHESIS OF OXIRANES". . p. 4173 - 4174. Retrieved 1990.
• 3、 Huang, Hong,Lv, Jing,Meng, Xiang-Guang,Wang, Fei,Wu, Yan-Yan,Yu, Wen-Wang. "A highly efficient heterogeneous catalyst of bimetal-organic frameworks for the epoxidation of olefin with H2O2". . . Retrieved 2020.
• 4、 Gelebe, Aifheli C.,Kaye, Perry T.. "Benzodiazepine analogues. Part 15. Synthesis of benzoxathiepine derivatives". . p. 4459 - 4475. Retrieved 1996.
• 5、 Du, Yujing,Gao, Song,Huo, Yan,Jiang, Shang-Da,Kang, Lei,Li, Cuicui,Lin, Hengyu,Ning, Yingying,Sedgwick, Adam C.,Sessler, Jonathan L.,Wang, Bing-Wu,Xue, Haozong,Yao, Yuhang,Zhang, Jun-Long. "Tri-Manganese(III) Salen-Based Cryptands: A Metal Cooperative Antioxidant Strategy that Overcomes Ischemic Stroke Damage in Vivo". . p. 10219 - 10227. Retrieved 2020.
• 6、 Peng. "Synthesis, crystal structures, and catalytic oxidation of olefins of dioxomolybdenum(VI) complexes with aroylhydrazone ligands". . p. 189 - 195. Retrieved 2017.
• 7、 Tian, Jing,Lin, Jin,Zhang, Jisheng,Xia, Chungu,Sun, Wei. "Asymmetric Epoxidation of Olefins Catalyzed by Substituted Aminobenzimidazole Manganese Complexes Derived from L-Proline". supporting information. p. 593 - 600. Retrieved 2021/11/16.
• 8、 Hou, Xiao-Dong,Hu, Bo-Chun,Hu, Die,Lei, Yu-Qing,Rao, Yi-Jian,Wu, Min-Chen,Zhang, Dong. "Structure-Guided Regulation in the Enantioselectivity of an Epoxide Hydrolase to Produce Enantiomeric Monosubstituted Epoxides and Vicinal Diols via Kinetic Resolution". supporting information. p. 1757 - 1761. Retrieved 2022/03/16.