3-(TrifluoroMethyl)-3-phenyldiaziridine

Base Information

• Chemical Name: 3-(TrifluoroMethyl)-3-phenyldiaziridine
• CAS No.: 40618-96-0
• Molecular Formula: C8H7F3N2
• Molecular Weight: 188.152
• Mol file: 40618-96-0.mol

Synonyms:3-(TrifluoroMethyl)-3-phenyldiaziridine;3-Phenyl-3-(trifluoroMethyl)-diaziridine;Diaziridine, 3-phenyl-3-(trifluoroMethyl)-

Chemical Property of 3-(TrifluoroMethyl)-3-phenyldiaziridine

Chemical Property:

• PSA: 43.88000
• LogP: 2.16710
• Solubility.: Chloroform, Dichloromethane, Diethyl Ether, Ethyl Acetate

Purity/Quality:

3-Phenyl-3-(trifluoromethyl)-diaziridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-Phenyl-3-(trifluoromethyl)-diaziridine is intermediate in the synthesis of a diazirine photophore useful in photoaffinity labelling.

Technology Process of 3-(TrifluoroMethyl)-3-phenyldiaziridine

There total 7 articles about 3-(TrifluoroMethyl)-3-phenyldiaziridine 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%

C15H12F3NO3S (40618-87-9) → 3-phenyl-3-(trifluoromethyl)diaziridine (40618-96-0)

Guidance literature:

With ammonia; In diethyl ether; at -78 ℃; for 18h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.1c01750

Reference yield: 82.0%

C8H5F3NO3PolS → 3-phenyl-3-(trifluoromethyl)diaziridine (40618-96-0)

Guidance literature:

With ammonia; In 1,4-dioxane; at 20 ℃; for 12h; sulfonyl oxime resin

DOI:10.1021/acs.orglett.6b03252

Reference yield:

2,2,2-Trifluoroacetophenone (434-45-7) → 3-phenyl-3-(trifluoromethyl)diaziridine (40618-96-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: pyridine; hydroxylamine hydrochloride / 2 h / 0 - 70 °C

2.1: triethylamine / acetone / 0.25 h / 0 °C

2.2: 3 h

3.1: ammonia / diethyl ether / 2 h / -78 °C / Inert atmosphere

With pyridine; hydroxylamine hydrochloride; ammonia; triethylamine; In diethyl ether; acetone;

upstream raw materials:

2,2,2-Trifluoroacetophenone

2,2,2-trifluoroacetophenone oxime

C₁₅H₁₂F₃NO₃S

Downstream raw materials:

3-phenyl-3-(trifluoromethyl)-3H-diazirine

2,2,2-Trifluoroacetophenone

Refernces

• 1、 Maharaj, Vishala,Chandrachud, Preeti P.,Che, Wen,Wojtas, Lukasz,Lopchuk, Justin M.. "Photodecarboxylative Amination of Redox-Active Esters with Diazirines". . p. 8838 - 8842. Retrieved 2021/11/24.
• 2、 Chandrachud, Preeti P.,Wojtas, Lukasz,Lopchuk, Justin M.. "Decarboxylative Amination: Diazirines as Single and Double Electrophilic Nitrogen Transfer Reagents". . p. 21743 - 21750. Retrieved 2021/01/11.