3-(4-Tolyl)-3-(trifluoromethyl)diazirine

Base Information

• Chemical Name: 3-(4-Tolyl)-3-(trifluoromethyl)diazirine
• CAS No.: 87736-85-4
• Molecular Formula: C9H7 F3 N2
• Molecular Weight: 200.163
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90236598
• Nikkaji Number: J959.087K
• Mol file: 87736-85-4.mol

Synonyms:3-(4-tolyl)-3-(trifluoromethyl)diazirine;TTFDA

Chemical Property of 3-(4-Tolyl)-3-(trifluoromethyl)diazirine

Chemical Property:

• Vapor Pressure: 0.43mmHg at 25°C
• Boiling Point: 201.8±50.0℃ (760 Torr)
• Flash Point: 75.8±30.1℃
• PSA: 24.72000
• Density: 1.34±0.1 g/cm3 (20 ºC 760 Torr)
• LogP: 2.04710
• Storage Temp.: Amber Vial, -86°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 200.05613272
• Heavy Atom Count: 14
• Complexity: 245

Purity/Quality:

99% ^*data from raw suppliers

3-(4-Methylphenyl)-3-(trifluoromethyl)diazirine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2(N=N2)C(F)(F)F
• Uses: 3-(4-Methylphenyl)-3-(trifluoromethyl)diazirine is used in photoaffinity probes.

Technology Process of 3-(4-Tolyl)-3-(trifluoromethyl)diazirine

There total 9 articles about 3-(4-Tolyl)-3-(trifluoromethyl)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: 91.0%

3-(4-methylphenyl)-3-trifluoromethyldiaziridine (87736-82-1) → 4-[3-(trifluoromethyl)-3H-diaziren-3-yl]toluene (87736-85-4)

Guidance literature:

With silver(l) oxide; In diethyl ether; for 1h;

Reference yield:

2,2,2-trifluoro-1-(p-tolyl)ethanone (394-59-2) → 4-[3-(trifluoromethyl)-3H-diaziren-3-yl]toluene (87736-85-4)

Guidance literature:

Multi-step reaction with 4 steps

1: hydroxylamine

2: pyridine

3: NH₃ (liquid)

4: I₂; Et₃N

With pyridine; ammonia; hydroxylamine; iodine; triethylamine;

DOI:10.1246/cl.2006.1172

Reference yield:

2,2,2-trifluoro-1-(4-methylphenyl)-1-ethanone oxime (75703-25-2) → 4-[3-(trifluoromethyl)-3H-diaziren-3-yl]toluene (87736-85-4)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine

2: NH₃ (liquid)

3: I₂; Et₃N

With pyridine; ammonia; iodine; triethylamine;

DOI:10.1246/cl.2006.1172

upstream raw materials:

3-(4-methylphenyl)-3-trifluoromethyldiaziridine

2,2,2-trifluoro-1-(p-tolyl)ethanone

2,2,2-trifluoro-1-(4-methylphenyl)-1-ethanone oxime

para-bromotoluene

Downstream raw materials:

3-[4'-(bromomethyl)phenyl]-3-(trifluoromethyl)-3H-diazirine

4-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzoic acid

Refernces

• 1、 Wagner, Shana,Sudhamalla, Babu,Mannes, Philip,Sappa, Sushma,Kavoosi, Sam,Dey, Debasis,Wang, Sinan,Islam, Kabirul. "Engineering bromodomains with a photoactive amino acid by engaging 'Privileged' tRNA synthetases". supporting information. p. 3641 - 3644. Retrieved 2020/04/07.
• 2、 Horne, Jim E.,Walko, Martin,Calabrese, Antonio N.,Levenstein, Mark A.,Brockwell, David J.,Kapur, Nikil,Wilson, Andrew J.,Radford, Sheena E.. "Rapid Mapping of Protein Interactions Using Tag-Transfer Photocrosslinkers". . p. 16688 - 16692. Retrieved 2018/11/27.