3-(4-Bromophenyl)-3-(trifluoromethyl)-3H-diazirine

Base Information

Chemical Name:3-(4-Bromophenyl)-3-(trifluoromethyl)-3H-diazirine
CAS No.:952143-02-1
Molecular Formula:C₈H₄BrF₃N₂
Molecular Weight:265.032
Hs Code.:
European Community (EC) Number:832-741-8

Synonyms:3-(4-Bromophenyl)-3-(trifluoromethyl)-3H-diazirine;952143-02-1;3-(4-bromophenyl)-3-(trifluoromethyl)diazirine;SCHEMBL23860299;TQ0144;AT34162;EN300-2010148

Suppliers and Price of 3-(4-Bromophenyl)-3-(trifluoromethyl)-3H-diazirine

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Sigma-Aldrich
3-(4-Bromophenyl)-3-(trifluoromethyl)-3H-diazirine
50mg
$ 192.00

AK Scientific
3-(4-Bromophenyl)-3-(trifluoromethyl)-3H-diazirine
2.5g
$ 2705.00

Total 3 raw suppliers

Chemical Property of 3-(4-Bromophenyl)-3-(trifluoromethyl)-3H-diazirine

Chemical Property:

XLogP3:3.6
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:1
Exact Mass:263.95100
Heavy Atom Count:14
Complexity:250

Purity/Quality:

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

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

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:C1=CC(=CC=C1C2(N=N2)C(F)(F)F)Br
Uses 3-(4-Bromophenyl)-3-(trifluoromethyl)-3H-diazirine is a Suzuki-Miyaura (S?M)-compatible building block tailored for the design of photoaffinity probes (PAPs). Photoaffinity labeling (PAL) is of growing interest in chemical biology and drug discovery research for use in protein profiling; covalent inhibitors; protein-protein interactions and complexes; and target engagement, identification, or validation studies. Diazirines are desirable photoactivable groups for chemical probes; however, their installation is not always straightforward. In response, diazirine-tolerant S-M coupling conditions were developed by Ichiishi, et al, using 3-(4-bromophenyl)-3-(trifluoromethyl)-3H-diazirine and shown to be efficient and scalable with minimal perturbation of the diazirine.

Technology Process of 3-(4-Bromophenyl)-3-(trifluoromethyl)-3H-diazirine

There total 5 articles about 3-(4-Bromophenyl)-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: 86.0%

: 952142-99-3
3-(4-bromophenyl)-3-(trifluoromethyl)diaziridine

: 952143-02-1
3-(4-bromophenyl)-3-(trifluoromethyl)-3H-diazirine

Guidance literature:: With tert-butylhypochlorite; triethylamine; In ethanol; tert-butyl alcohol; at 0 ℃; for 2h;
DOI:10.1002/ejoc.200700194

Reference yield:

: 292145-64-3
1-(4-bromophenyl)-2,2,2-trifluoroethanone oxime

: 952143-02-1
3-(4-bromophenyl)-3-(trifluoromethyl)-3H-diazirine

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / NEt₃; DMAP / CH₂Cl₂ / 3 h / 20 °C

2: 86 percent / ammonia (g) / CH₂Cl₂ / 18 h / -78 - 20 °C

3: 86 percent / NEt₃; tert-butyl hypochlorite / ethanol; 2-methyl-propan-2-ol / 2 h / 0 °C

With dmap; tert-butylhypochlorite; ammonia; triethylamine; In ethanol; dichloromethane; tert-butyl alcohol;
DOI:10.1002/ejoc.200700194

Reference yield:

: 952142-96-0
1-(4-bromophenyl)-2,2,2-trifluoroethanone O-(p-tolylsulfonyl)oxime

: 952143-02-1
3-(4-bromophenyl)-3-(trifluoromethyl)-3H-diazirine

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / ammonia (g) / CH₂Cl₂ / 18 h / -78 - 20 °C

2: 86 percent / NEt₃; tert-butyl hypochlorite / ethanol; 2-methyl-propan-2-ol / 2 h / 0 °C

With tert-butylhypochlorite; ammonia; triethylamine; In ethanol; dichloromethane; tert-butyl alcohol;
DOI:10.1002/ejoc.200700194