4-Bromo-2-(trifluoromethyl)aniline

Base Information

• Chemical Name: 4-Bromo-2-(trifluoromethyl)aniline
• CAS No.: 445-02-3
• Molecular Formula: C7H5BrF3N
• Molecular Weight: 240.023
• Hs Code.: 29214300
• European Community (EC) Number: 207-150-8
• NSC Number: 88311
• UNII: LY2Y65FS45
• DSSTox Substance ID: DTXSID1059999
• Nikkaji Number: J196.135G
• Wikidata: Q72438469
• Mol file: 445-02-3.mol

Synonyms:4-Bromo-2-(trifluoromethyl)aniline;445-02-3;2-Amino-5-bromobenzotrifluoride;Benzenamine, 4-bromo-2-(trifluoromethyl)-;4-Bromo-2-trifluoromethyl-phenylamine;2-amino-5-bromo(trifluoromethyl)benzene;4-Bromo-2-trifluoromethylaniline;4-Bromo-alpha,alpha,alpha-trifluoro-o-toluidine;MFCD00064393;NSC 88311;LY2Y65FS45;2-trifluoromethyl-4-bromoaniline;2-Amino-5-Bromo benzotrifluoride;EINECS 207-150-8;NSC-88311;o-Toluidine, 4-bromo-alpha,alpha,alpha-trifluoro-;4-bromo-2-trifluoroaniline;2-Amino-5-bromobenzotrifluorid;NSC88311;NCIOpen2_005386;UNII-LY2Y65FS45;SCHEMBL185578;2-Amino-5-bromotrifluorobenzene;DTXSID1059999;2-amino-5-bromo-benzotrifluoride;2-(trifluoromethyl)-4-bromoaniline;4-bromo-2-trifluoromethylphenylamine;4-bromo-2-(trifluoromethyl) aniline;4-bromo-2-(trifluoromethyl)-aniline;PC1042;AKOS000111220;4-bromo-2-(trifluoromethyl)benzenamine;AC-3724;PS-7594;4-Bromo-2-(trifluoromethyl)aniline, 97%;A1056;A7068;AM20050549;BB 0245946;CS-0007573;FT-0611150;EN300-45196;W-106193;4-Bromo-.alpha.,.alpha.,.alpha.-trifluoro-o-toluidine;o-Toluidine, 4-bromo-.alpha.,.alpha.,.alpha.-trifluoro-

Chemical Property of 4-Bromo-2-(trifluoromethyl)aniline

Chemical Property:

• Appearance/Colour: Clear yellow liquid
• Vapor Pressure: 0.0955mmHg at 25°C
• Melting Point: 33-34ºC
• Refractive Index: n20/D 1.532(lit.)
• Boiling Point: 223.6 °C at 760 mmHg
• PKA: 0.76±0.10(Predicted)
• Flash Point: 83.7 °C
• PSA: 26.02000
• Density: 1.71 g/cm³
• LogP: 3.63130
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 238.95575
• Heavy Atom Count: 12
• Complexity: 159

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-5-bromobenzotrifluoride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn; Xi; C
• Hazard Codes: Xn,Xi,C
• Statements: 20/21/22-36/37/38-34
• Safety Statements: 26-36-36/37/39-45-27

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Br)C(F)(F)F)N
• Uses: 4-Bromo-2-(trifluoromethyl)aniline has been used in the preparation of 2,5-dibromo-(trifluoromethyl)benzene and 5-bromo-2-iodo-(trifluoromethyl)benzene. 2-Amino-5-bromobenzotrifluoride is a reagent used for the synthesis of α-aminophosphonate which exhibits moderate antitumor activity.

Technology Process of 4-Bromo-2-(trifluoromethyl)aniline

There total 13 articles about 4-Bromo-2-(trifluoromethyl)aniline 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%

2-(trifluoromethyl)benzenamine (88-17-5) → 4-bromo-2-trifluoromethyl-aniline (445-02-3)

Guidance literature:

With iron(III) chloride; N-Bromosuccinimide; 1-butyl-3-methylimidazolium trifluoromethanesulfonimide; In toluene; at 40 ℃; regioselective reaction;

DOI:10.1002/chem.201605671

Reference yield: 94.0%

→ 4-bromo-2-trifluoromethyl-aniline (445-02-3)

Guidance literature:

With 1-acetoxy-1,2-benziodoxol-3-one; potassium acetate; In acetonitrile; at 80 ℃; for 13h;

Reference yield: 92.0%

Togni's reagent II (887144-94-7) + 4-bromo-aniline (106-40-1) → 4-bromo-2-trifluoromethyl-aniline (445-02-3)

Guidance literature:

With potassium carbonate; In acetonitrile; at 75 ℃; for 6h; Schlenk technique; Inert atmosphere;

DOI:10.1016/j.tetlet.2019.151538

upstream raw materials:

4-bromo-1-nitro-2-(trifluoromethyl)benzene

2-(trifluoromethyl)benzenamine

3-bromo-1-trifluoromethylbenzene

α,α,α-trifluorotoluene

Downstream raw materials:

N-(4-Bromo-2-trifluoromethyl-phenyl)-5-(4-chloro-benzoyl)-2-hydroxy-3-methyl-benzamide

4-bromo-2-(trifluoromethyl)benzoic acid

5-bromo-3-(trifluoromethyl)-1,2-benzenediamine

4-bromo-2-nitro-6-trilfuoromethyl-phenylamine

Refernces

• 1、 Chen, Xiaoyu,Ding, Licheng,Li, Linlin,Li, Jingya,Zou, Dapeng,Wu, Yangjie,Wu, Yusheng. "Transition metal-free direct C–H trifluoromethyltion of (hetero)arenes with Togni's reagent". supporting information. . Retrieved 2019/12/30.
• 2、 Castellano, Felix N.,Favale, Joseph M.,Leary, Dylan C.,Lee, Tia S.,Milsmann, Carsten,Petersen, Jeffrey L.,Scholes, Gregory D.,Zhang, Yu. "Delayed fluorescence from a zirconium(iv) photosensitizer with ligand-to-metal charge-transfer excited states". . . Retrieved 2020/03/23.