(2R)-2-(trifluoromethyl)oxirane

Base Information

• Chemical Name: (2R)-2-(trifluoromethyl)oxirane
• CAS No.: 143142-90-9
• Molecular Formula: C3H3F3O
• Molecular Weight: 112.051
• Hs Code.: 2910900090
• DSSTox Substance ID: DTXSID401303893
• Nikkaji Number: J1.744.380A
• Mol file: 143142-90-9.mol

Synonyms:143142-90-9;(2R)-2-(trifluoromethyl)oxirane;(R)-(+)-3,3,3-Trifluoro-1,2-epoxypropane;(R)-2-(trifluoromethyl)oxirane;R-(+)-2-TRIFLUOROMETHYLOXIRANE, 97;R-(+)-3,3,3-Trifluoro-1,2-epoxypropane;(R)-(+)-2-(Trifluoromethyl)oxirane;(2R)-2-(Trifluoromethyl)oxirane (ee);r-trifluoromethyloxirane;(2R)-(+)-3,3,3-Trifluoro-1,2-propenoxide;SCHEMBL309609;(R)-2-trifluoromethyl-oxirane;R-(+)-2-Trifluoromethyloxirane;DTXSID401303893;MFCD08276876;AKOS032958222;r-(+)-2-Trifluoromethyloxirane,97%;AS-54996;R-(+)-2-TRIFLUOROMETHYLOXIRANE,97;EN300-200927;W11990;J-007749;(R)-(+)-3,3,3-Trifluoro-1,2-epoxypropane, 97%;5,5 inverted exclamation mark -(1-MethylEthylidene)bis1,1 inverted exclamation mark -(bisphenyl)-2-ol

Chemical Property of (2R)-2-(trifluoromethyl)oxirane

Chemical Property:

• Appearance/Colour: white crystal powder
• Vapor Pressure: 560mmHg at 25°C
• Refractive Index: n20/D <1.300
• Boiling Point: 33.5 °C at 760 mmHg
• Flash Point: -15 °F
• PSA: 12.53000
• Density: 1.448 g/cm³
• LogP: 0.94750
• Storage Temp.: 2-8°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 112.01359920
• Heavy Atom Count: 7
• Complexity: 76.7

Purity/Quality:

98% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): F+
• Hazard Codes: F+
• Statements: 12
• Safety Statements: 3

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C(O1)C(F)(F)F
• Isomeric SMILES: C1[C@@H](O1)C(F)(F)F
• Uses: (R)-(+)-3,3,3-Trifluoro-1,2-epoxypropane can be used as a substrate to synthesize: Substituted trifluoro amino propanols, which are found to be potent inhibitors of cholesteryl ester transfer protein. (2R) Trifluoro-(methoxybenzyloxy)-propanol (chiral glycol) by reacting with 4-methoxybenzyl alcohol in the presence of NaH. Chiral glycol intermediate is further utilized for the preparation of trifluoromethyl glycol carbamates as potential monoacylglycerol lipase (MAGL) inhibitors.

Technology Process of (2R)-2-(trifluoromethyl)oxirane

There total 10 articles about (2R)-2-(trifluoromethyl)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: 82.0%

3-bromo-1,1,1-trifluoropropan-2-ol (137429-44-8) → (S)-2-trifluoromethyl-oxirane (130025-34-2) + (2R)-2-(trifluoromethyl)oxirane (143142-90-9)

Guidance literature:

With sodium hydroxide; at 95 - 100 ℃; Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo00106a012

Reference yield: 76.0%

1,1,1-trifluoro-2,3-epoxypropane (359-41-1) → (2R)-2-(trifluoromethyl)oxirane (143142-90-9)

Guidance literature:

With (1S,2S)-(+)-1,2-cyclohexanediamino-N,N’-bis(3,5-di-t-butylsalicylidene)cobalt (II); acetic acid; In water; at 0 - 20 ℃;

Reference yield: 43.0%

3-bromo-1,1,1-trifluoroacetone (431-35-6) → (2R)-2-(trifluoromethyl)oxirane (143142-90-9)

Guidance literature:

3-bromo-1,1,1-trifluoroacetone; With B-chlorodiisopinocampheylborane; In diethyl ether; at -4 - 5 ℃; for 72h;

Further stages.;

DOI:10.1021/jm020038h

upstream raw materials:

3-bromo-1,1,1-trifluoroacetone

3-bromo-1,1,1-trifluoropropan-2-ol

1,1,1-trifluoro-2,3-epoxypropane

Downstream raw materials:

(R)-N-(6-(4-(4-fluorophenyl)-1-(1-(3,3,3-trifluoro-2-hydroxypropyl)piperidin-4-yl)-1H-imidazol-5-yl)imidazo[1,2-b]pyridazin-2-yl)isonicotinamide

(R)-2-fluoro-N-(6-(4-(4-fluorophenyl)-1-(1-(3,3,3-trifluoro-2-hydroxypropyl)piperidin-4-yl)-1H-imidazol-5-yl)imidazo[1,2-b]pyridazin-2-yl)isonicotinamide

(2R)-1,1,1-trifluoro-3-[(4-methoxybenzyl)oxy]propan-2-ol

(R)-1,1,1-trifluoropropanol

Refernces

• 1、 -. "COMPOUNDS AND THEIR METHODS OF USE". Page/Page column 62. . Retrieved 2019/03/05.
• 2、 -. "OXYSTEROLS AND METHODS OF USE THEREOF". Paragraph 00353; 00355; 00705. . Retrieved 2018/05/16.