3-(Trifluoromethoxy)bromobenzene

Base Information

• Chemical Name: 3-(Trifluoromethoxy)bromobenzene
• CAS No.: 2252-44-0
• Molecular Formula: C7H4BrF3O
• Molecular Weight: 241.007
• Hs Code.: 29049090
• European Community (EC) Number: 918-588-0,670-520-6
• DSSTox Substance ID: DTXSID90334205
• Nikkaji Number: J1.641.457C
• Wikidata: Q72511369
• Mol file: 2252-44-0.mol

Synonyms:1-Bromo-3-(trifluoromethoxy)benzene;Anisole,m-bromo-a,a,a-trifluoro-(7CI,8CI);1-Bromo-3-trifluoromethoxybenzene;m-Bromo(trifluoromethoxy)benzene;m-Bromophenyl trifluoromethyl ether;

Chemical Property of 3-(Trifluoromethoxy)bromobenzene

Chemical Property:

• Appearance/Colour: Clear very faintly yellow liquid
• Vapor Pressure: 3mmHg at 25°C
• Refractive Index: n20/D 1.462(lit.)
• Boiling Point: 161.9 °C at 760 mmHg
• Flash Point: 62.8 °C
• PSA: 9.23000
• Density: 1.65 g/cm³
• LogP: 3.34770
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 239.93976
• Heavy Atom Count: 12
• Complexity: 148

Purity/Quality:

98% ^*data from raw suppliers

1-Bromo-3-(trifluoromethoxy)benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)Br)OC(F)(F)F
• Uses: 1-Bromo-3-(trifluoromethoxy)benzene may be used in the preparation of 1,2-dehydro-3-(trifluoromethoxy)benzene. It may be used in the synthesis of new electronically deficient atropisomeric diphosphine ligand (S)-CF3O-BiPhep [2,2′-bis(diphenylphosphino)-6,6′-ditrifluoromethoxy-1,1′-biphenyl].

Technology Process of 3-(Trifluoromethoxy)bromobenzene

There total 11 articles about 3-(Trifluoromethoxy)bromobenzene 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:

bromobenzene (108-86-1,52753-63-6) + 2-(3,5-bis(trifluoromethyl)phenyl)-4-nitro-1-(trifluoromethoxy)-6-(trifluoromethyl)-1H-benzo[d]imidazole → 1-bromo-3-(trifluoromethoxy)benzene (2252-44-0) + 1-bromo-2-(trifluoromethoxy)benzene (64115-88-4) + 1-bromo-4-(trifluoromethoxy)benzene (407-14-7)

Guidance literature:

With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; In acetonitrile; at 23 ℃; for 16h; Overall yield = 60 %Spectr.; regioselective reaction; Sealed tube; Irradiation;

DOI:10.1002/anie.201800598

Reference yield:

bromobenzene (108-86-1,52753-63-6) + 3-methyl-4-nitro-1-(trifluoromethoxy)-6-(trifluoromethyl)-1H-benzo[d][1,2,3]triazol-3-ium trifluoromethanesulfonate → 1-bromo-3-(trifluoromethoxy)benzene (2252-44-0) + 1-bromo-2-(trifluoromethoxy)benzene (64115-88-4) + 1-bromo-4-(trifluoromethoxy)benzene (407-14-7)

Guidance literature:

With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; In acetonitrile; at 20 ℃; for 16h; Overall yield = 54 %Spectr.; regioselective reaction; Sealed tube; Irradiation;

DOI:10.1002/anie.201808495

Reference yield:

bromobenzene (108-86-1,52753-63-6) + 4-cyano-1- (trifluoromethoxy)pyridin-1-ium bis((trifluoromethyl)sulfonyl)amide → 1-bromo-3-(trifluoromethoxy)benzene (2252-44-0) + 1-bromo-2-(trifluoromethoxy)benzene (64115-88-4) + 1-bromo-4-(trifluoromethoxy)benzene (407-14-7)

Guidance literature:

With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; In acetonitrile; at 20 ℃; for 1h; Overall yield = 51 %Spectr.; Sealed tube; Inert atmosphere; Irradiation;

DOI:10.1002/anie.201806296

upstream raw materials:

3-Bromophenol

4-(trifluoromethoxy)aniline

4-bromo-2-(trifluoromethoxy)aniline

bromobenzene

Downstream raw materials:

m-methyl-α,α,α-trifluoromethoxybenzene

3-(trifluoromethoxy)benzaldehyde

trimethyl-(3-trifluoromethoxyphenylethynyl)-silane

2-(3-Trifluoromethoxyphenyl)-5-methylpyridine

Refernces

• 1、 Cendón, Borja,Gulías, Moisés,Ho, Michelle,No?l, Timothy,Nyuchev, Alexander V.,Sambiagio, Carlo,Struijs, Job J. C.,Wan, Ting,Wang, Ying. "Photocatalytic trifluoromethoxylation of arenes and heteroarenes in continuous-flow". supporting information. p. 1305 - 1312. Retrieved 2020/07/10.
• 2、 -. "DIFLUOROMETHOXYLATION AND TRIFLUOROMETHOXYLATION COMPOSITIONS AND METHODS FOR SYNTHESIZING SAME". Page/Page column 43; 46; 56; 58-59. . Retrieved 2019/09/18.