3-Bromobenzotrifluoride

Base Information

• Chemical Name: 3-Bromobenzotrifluoride
• CAS No.: 401-78-5
• Molecular Formula: C7H4BrF3
• Molecular Weight: 225.008
• Hs Code.: 29036990
• European Community (EC) Number: 206-932-6
• NSC Number: 9468
• UNII: 9A2GF99MK4
• DSSTox Substance ID: DTXSID1059947
• Nikkaji Number: J37.678G
• Wikidata: Q72451789
• Mol file: 401-78-5.mol

Synonyms:3-Bromobenzotrifluoride;401-78-5;1-Bromo-3-(trifluoromethyl)benzene;m-Bromobenzotrifluoride;Benzene, 1-bromo-3-(trifluoromethyl)-;3-(Trifluoromethyl)bromobenzene;3-Bromobenzyltrifluoride;3-Bromotrifluoromethylbenzene;3-Brombenzotrifluorid;3-Bromo-alpha,alpha,alpha-trifluorotoluene;3-(Trifluoromethyl)phenyl bromide;m-(Trifluoromethyl)bromobenzene;m-(Trifluoromethyl)phenyl bromide;m-Bromo(trifluoromethyl)benzene;m-Bromo-alpha,alpha,alpha-trifluorotoluene;NSC 9468;3-Brombenzotrifluorid [Czech];3-Trifluoromethyl phenyl bromide;EINECS 206-932-6;BRN 1449557;1-bromo-3-trifluoromethylbenzene;Toluene, alpha,alpha,alpha-trifluoro-3-bromo-;NSC-9468;TOLUENE, m-BROMO-alpha,alpha,alpha-TRIFLUORO-;Toluene, m-bromo-.alpha.,.alpha.,.alpha.-trifluoro-;MFCD00000380;3-BROMOTRIFLUOROTOLUENE;1-Bromo-3-trifluoromethyl-benzene;3-bromo-1-(trifluoromethyl)benzene;3-bromo benzotrifluoride;3-bromo-benzotrifluoride;meta-bromobenzotrifluoride;WLN: FXFFR CE;m-bromotrifluoromethylbenzene;SCHEMBL4661;m-Trifluoromethylbromobenzene;3-Trifluoromethylbromobenzene;3-bromo-trifluoromethylbenzene;3-trifluoromethyl-bromobenzene;m-trifluoromethylphenyl bromide;3-trifluoromethylphenyl bromide;3-Bromobenzotrifluoride, 99%;9A2GF99MK4;DTXSID1059947;2-bromo-4-trifluoromethylbenzene;3-(trifluoromethyl)-bromobenzene;3-Bromo-5-trifluoromethylbenzene;3-trifluoromethyl-1-bromobenzene;NSC9468;3-bromo-5-(trifluoromethyl)benzene;AKOS000121505;AC-1780;AM61955;CS-W019942;m-Bromo-.alpha.,.alpha.-trifluorotoluene;LS-154027;3-bromo-I+/-,I+/-,I+/--trifluorotoluene;B0664;FT-0615207;Toluene,.alpha.,.alpha.-trifluoro-3-bromo-;EN300-21162;A924484;m-Bromo-.alpha.,.alpha.,.alpha.-trifluorotoluene;W-106384;Toluene, .alpha.,.alpha.,.alpha.-trifluoro-3-bromo-;F0001-1129;3-Bromo-1-trifluoromethylbenzene;M-Bromobenzotrifluoride

Chemical Property of 3-Bromobenzotrifluoride

Chemical Property:

• Appearance/Colour: clear to slightly yellow liquid
• Vapor Pressure: 4.67mmHg at 25°C
• Melting Point: 1oC
• Refractive Index: n20/D 1.473(lit.)
• Boiling Point: 151.5 °C at 760 mmHg
• Flash Point: 43.3 °C
• PSA: 0.00000
• Density: 1.617 g/cm³
• LogP: 3.46790
• Storage Temp.: Flammables area
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 223.94485
• Heavy Atom Count: 11
• Complexity: 132

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xi, F
• Hazard Codes: Xi,F
• Statements: 10-36/37/38
• Safety Statements: 23-24/25-37/39-26-16-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)Br)C(F)(F)F
• Uses: 1-Bromo-3-(trifluoromethyl)benzene is used in the synthesis of calcium channel inhibitors for inflammatory and neuropathic pain.

Technology Process of 3-Bromobenzotrifluoride

There total 29 articles about 3-Bromobenzotrifluoride 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%

α,α,α-trifluorotoluene (98-08-8) → 3-bromo-1-trifluoromethylbenzene (401-78-5)

Guidance literature:

With sulfur tetrafluoride; hydrogen fluoride; bromine; at 40 ℃; for 12h;

Reference yield: 75.0%

3-Bromo-dithiobenzoic acid ethyl ester (160911-77-3) → 3-bromo-1-trifluoromethylbenzene (401-78-5)

Guidance literature:

With bromine trifluoride; In trichlorofluoromethane; at 0 ℃; for 0.0333333h;

DOI:10.1016/j.tet.2010.03.045

Reference yield: 73.0%

3-trifluoromethylaniline (98-16-8) → 3-bromo-1-trifluoromethylbenzene (401-78-5)

Guidance literature:

3-trifluoromethylaniline; With potassium chloride; sodium nitrite; In water; at 8 - 65 ℃; for 0.5h;

With sodium bromide; nickel dichloride; In water; at 90 ℃; for 0.833333h; Temperature;

upstream raw materials:

α,α,α-trifluorotoluene

3-trifluoromethylaniline

bromobenzene

iodotrifluoromethane

Downstream raw materials:

phenyl m-α,α,α-trifluorotolyl ether

Chlormethyl(α,α,α-trifluor-m-tolyl)silan

Methyl-bis(α,α,α-trifluor-m-tolyl)silan

1-methyl-1-(3-trifluoromethyl-phenyl)-siletane

Refernces

• 1、 Cantillo, David,Jud, Wolfgang,Kappe, C. Oliver,Maljuric, Snjezana. "Cathodic C-H Trifluoromethylation of Arenes and Heteroarenes Enabled by an in Situ-Generated Triflyltriethylammonium Complex". supporting information. . Retrieved 2019/10/08.
• 2、 Yang, Bin,Yu, Donghai,Xu, Xiu-Hua,Qing, Feng-Ling. "Visible-Light photoredox decarboxylation of perfluoroarene iodine(III) Trifluoroacetates for C-H trifluoromethylation of (Hetero)arenes". . p. 2839 - 2843. Retrieved 2018/04/14.