2-Bromo-5-(trifluoromethyl)aniline

Base Information

• Chemical Name: 2-Bromo-5-(trifluoromethyl)aniline
• CAS No.: 454-79-5
• Molecular Formula: C7H5BrF3N
• Molecular Weight: 240.023
• Hs Code.: 29214300
• European Community (EC) Number: 207-227-6
• NSC Number: 88276
• UNII: SD827XN4S2
• DSSTox Substance ID: DTXSID40196496
• Nikkaji Number: J196.156J
• Wikidata: Q72513333
• Mol file: 454-79-5.mol

Synonyms:2-Bromo-5-(trifluoromethyl)aniline;454-79-5;3-Amino-4-bromobenzotrifluoride;2-Bromo-5-trifluoromethylaniline;2-bromo-5-(trifluoromethyl)benzenamine;2-Bromo-5-trifluoromethylphenylamine;Benzenamine, 2-bromo-5-(trifluoromethyl)-;6-Bromo-alpha,alpha,alpha-trifluoro-m-toluidine;4-Bromo-3-aminobenzotrifluoride;2-Amino-1-bromo-4-trifluoromethylbenzene;SD827XN4S2;EINECS 207-227-6;NSC-88276;3-amino-4-bromo(trifluoromethyl)benzene;2-Amino-4-trifluoromethyl-1-bromobenzene;6-Bromo-.alpha.,.alpha.,.alpha.-trifluoro-m-toluidine;MFCD00007637;2-amino-4-trifluoromethylbromobenzene;3-Amino-4-Bromobenzotrifluoride (2-Bromo-5-Trifluoromethylaniline);NSC88276;NCIOpen2_005146;UNII-SD827XN4S2;SCHEMBL780388;DTXSID40196496;NSC 88276;PC1044;2-bromanyl-5-(trifluoromethyl)aniline;2-Bromo-5-(trifluoromethyl)aniline #;AKOS000147997;AC-2798;CS-W001184;PS-7593;2-bromo-5-(trifluoromethyl)benzeneamine;5-TRIFLUOROMETHYL-2-BROMOANILINE;[2-bromo-5-(trifluoromethyl)phenyl]amine;2-Bromo-5-(trifluoromethyl)aniline, 97%;A7160;AM20060180;FT-0614966;EN300-86068;A826819;W-106136

Chemical Property of 2-Bromo-5-(trifluoromethyl)aniline

Chemical Property:

• Appearance/Colour: clear colorless to light yellow liquid
• Vapor Pressure: 0.036mmHg at 25°C
• Melting Point: 47-49 °C
• Refractive Index: n20/D 1.522(lit.)
• Boiling Point: 243.1 °C at 760 mmHg
• PKA: 1.31±0.10(Predicted)
• Flash Point: 100.8 °C
• PSA: 26.02000
• Density: 1.697 g/cm³
• LogP: 3.63130
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Not miscible or difficult to mix in water.
• XLogP3: 3.1
• 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

3-Amino-4-bromobenzotrifluoride ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C(F)(F)F)N)Br
• Uses: 2-Bromo-5-(trifluoromethyl)aniline is used in the synthesis and biochemical evaluation of series of inhibitors of hepatitis C virus (HCV) NS3 protease.

Technology Process of 2-Bromo-5-(trifluoromethyl)aniline

There total 4 articles about 2-Bromo-5-(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: 58.0%

1-bromo-4-trifluoromethyl-2-nitrobenzene (349-03-1) → 2-Bromo-5-trifluoromethylaniline (454-79-5)

Guidance literature:

With iron; ammonium chloride; In ethanol; water; for 1h; Reflux;

DOI:10.1021/ol503541z

Reference yield: 33.0%

3-trifluoromethylaniline (98-16-8) → 2-Bromo-5-trifluoromethylaniline (454-79-5) + 4-bromo-3-(trifluoromethyl)aniline (393-36-2)

Guidance literature:

With tetrabutylammomium bromide; copper(ll) bromide; In ethanol; at 45 ℃; regioselective reaction;

DOI:10.1080/00397911.2019.1598558

Reference yield:

3-trifluoromethylaniline (98-16-8) → 2-Bromo-5-trifluoromethylaniline (454-79-5) + bromo-3-(trifluoromethyl)-aniline (58458-10-9) + 4-bromo-3-(trifluoromethyl)aniline (393-36-2)

Guidance literature:

With N-Bromosuccinimide; In 1,4-dioxane; at 20 ℃;

DOI:10.1055/s-0028-1088016

upstream raw materials:

3-trifluoromethylaniline

1-bromo-4-trifluoromethyl-2-nitrobenzene

Downstream raw materials:

3-(2-bromo-5-trifluoromethylphenylamino)quinoline

N-(2-bromo-5-(trifluoromethyl)phenyl)acetamide

(E)-methyl 3-(2-amino-4-(trifluoromethyl)phenyl)acrylate

C₃₉H₄₂BrF₃N₄O₆

Refernces

• 1、 Kong, Chen,Driver, Tom G.. "Rh2(II)-catalyzed ester migration to afford 3 H-indoles from trisubstituted styryl azides". supporting information. p. 802 - 805. Retrieved 2015/04/27.
• 2、 -. "Hydroxy pyrimido compounds". . . Retrieved 2008/06/13.