3-Phenyl-3-(trifluoromethyl)-3H-diazirine

Base Information

• Chemical Name: 3-Phenyl-3-(trifluoromethyl)-3H-diazirine
• CAS No.: 73899-14-6
• Molecular Formula: C8H5F3N2
• Molecular Weight: 186.136
• Hs Code.: 2933998090
• European Community (EC) Number: 805-879-1
• DSSTox Substance ID: DTXSID70455765
• Nikkaji Number: J576.041K
• Mol file: 73899-14-6.mol

Synonyms:3-Phenyl-3-(trifluoromethyl)-3H-diazirine;73899-14-6;3-phenyl-3-(trifluoromethyl)diazirine;3H-Diazirine, 3-phenyl-3-(trifluoromethyl)-;SCHEMBL80368;DTXSID70455765;IXEVBKYJNFWMPR-UHFFFAOYSA-N;3-(trifluoromethyl)-3-phenyldiazirine;AKOS027320640;AS-64994;3-(Trifluoromethyl)-3-phenyl-3H-diazirine;CS-0008636;FT-0673850;P1963;EN300-206366;T72895;A866005

Chemical Property of 3-Phenyl-3-(trifluoromethyl)-3H-diazirine

Chemical Property:

• Refractive Index: 1.4380 to 1.4420
• Boiling Point: 176.4±50.0 °C(Predicted)
• PSA: 24.72000
• Density: 1.39±0.1 g/cm3(Predicted)
• LogP: 1.73870
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 186.04048265
• Heavy Atom Count: 13
• Complexity: 222

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Phenyl-3-(trifluoromethyl)-3H-diazirine >98.0%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2(N=N2)C(F)(F)F
• Uses: A diazirine photophore used in photoaffinity labelling for probing receptor-ligand interfaces and other biopolymer research. 3-Phenyl-3-(trifluoroMethyl)diazirine is a diazirine photophore used in photoaffinity labelling for probing receptor-ligand interfaces and other biopolymer research.

Technology Process of 3-Phenyl-3-(trifluoromethyl)-3H-diazirine

There total 6 articles about 3-Phenyl-3-(trifluoromethyl)-3H-diazirine 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: 99.0%

C15H12F3NO3S (40618-87-9) → 3-phenyl-3-(trifluoromethyl)-3H-diazirine (73899-14-6)

Guidance literature:

With lithium amide; ammonia; In diethyl ether; at -78 - 20 ℃; for 6h; Reagent/catalyst; Sealed tube;

DOI:10.1021/ol503630z

Reference yield: 81.0%

3-phenyl-3-(trifluoromethyl)diaziridine (40618-96-0) → 3-phenyl-3-(trifluoromethyl)-3H-diazirine (73899-14-6)

Guidance literature:

With iodine; triethylamine; In dichloromethane; at 0 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/jacs.0c09403

Reference yield:

2,2,2-trifluoroacetophenone oxime (655-25-4) → 3-phenyl-3-(trifluoromethyl)-3H-diazirine (73899-14-6)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / acetone / 1 h / 0 - 20 °C

2: ammonia; lithium amide / diethyl ether / 6 h / -78 - 20 °C / Sealed tube

With lithium amide; ammonia; triethylamine; In diethyl ether; acetone;

DOI:10.1021/ol503630z

upstream raw materials:

C₁₅H₁₂F₃NO₃S

2,2,2-trifluoroacetophenone oxime

2,2,2-Trifluoroacetophenone

3-phenyl-3-(trifluoromethyl)diaziridine

Downstream raw materials:

2-methylsulfanyl-pyridine

2-((3s,5s,7s)-adamantan-1-ylthio)pyridine

Adamantan-1-yl-[2,2,2-trifluoro-1-phenyl-eth-(Z)-ylidene]-amine

3β-<((trifluoromethyl)phenylmethyl)imino>-3-deoxy-1,2:5,6-di-O-isopropylidene-D-glucofuranose

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、 -. "PROCESSES AND COMPOUNDS FOR THE DECARBOXYLATIVE AMINATION OF REDOX-ACTIVE ESTERS WITH DIAZIRINES". . . Retrieved 2020/12/30.