445-02-3

Basic information

• Product Name: 2-Amino-5-bromobenzotrifluoride
• Synonyms: 4-BROMO-2-(TRIFLUOROMETHYL)ANILINE;4-Bromo-alpha,alpha,alpha-trifluoro-o-toluidine;2-AMINO-5-BROMO(TRIFLUOROMETHYL)BENZENE;2-AMINO-5-BROMOBENZOTRIFLUORIDE;4-bromo-2-(trifluoromethyl)-benzenamin;o-Toluidine, 4-bromo-alpha,alpha,alpha-trifluoro-;2-Amino-5-bromobenzotrifluoride, 98% (4-Bromo-2-trifluoromethylaniline);2-Amino-5-bromobenzotrifluoride 98%
• CAS NO: 445-02-3
• Molecular Formula: C₇H₅BrF₃N
• Molecular Weight: 240.02
• EINECS: 207-150-8
• Product Categories: Trifluoromethylbenzene serise;Aromatic Halides (substituted);Aniline;Benzotrifluoride Series;Amines;C7;Nitrogen Compounds
• Mol File: 445-02-3.mol
• Article Data: 31

Chemical Properties

• Melting Point: 33-34℃
• Boiling Point: 84-86 °C5 mm Hg(lit.)
• Flash Point: 225 °F
• Appearance: Clear yellow liquid
• Density: 1.71 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0955mmHg at 25°C
• Refractive Index: n20/D 1.532(lit.)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 0.76±0.10(Predicted)
• BRN: 2211504
• CAS DataBase Reference: 2-Amino-5-bromobenzotrifluoride(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-5-bromobenzotrifluoride(445-02-3)
• EPA Substance Registry System: 2-Amino-5-bromobenzotrifluoride(445-02-3)

Safety Data

• Hazard Codes: Xn,Xi,C
• Statements: 20/21/22-36/37/38-34
• Safety Statements: 26-36-36/37/39-45-27
• WGK Germany: 3
• TSCA: T
• HazardClass: IRRITANT
• Hazardous Substances Data: 445-02-3(Hazardous Substances Data)

Usage

Chemical Properties

Clear yellow liquid

Uses

Different sources of media describe the Uses of 445-02-3 differently. You can refer to the following data:
1. 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. 2-Amino-5-bromobenzotrifluoride is a reagent used for the synthesis of α-aminophosphonate which exhibits moderate antitumor activity.

InChI:InChI=1/C7H5BrF3N/c8-4-1-2-6(12)5(3-4)7(9,10)11/h1-3H,12H2

Upstream product

• 88-17-5 2-(trifluoromethyl)benzenamine 
• 98-16-8 3-trifluoromethylaniline 
• 14547-73-0 N-(4-bromophenyl)picolinamide 
• 2314-97-8 iodotrifluoromethane 
• 106-40-1 4-bromo-aniline 
• 75-63-8 Bromotrifluoromethane 
• 2926-29-6 Langlois reagent 
• 887144-94-7 Togni's reagent II 
• 98-08-8 α,α,α-trifluorotoluene 
• 401-78-5 3-bromo-1-trifluoromethylbenzene 
• 344-38-7 4-bromo-1-nitro-2-(trifluoromethyl)benzene 

Downstream Products

• 314045-73-3 2-(benzo[d]thiazol-2-yl)-4-bromoaniline 
• 85862-83-5 1-azido-4-bromo-2-(trifluoromethyl)benzene 
• 300356-31-4 (4-bromo-2-(trifluoromethyl)phenyl)(methyl)sulfane 
• 179062-00-1 N-(4-bromo-2-nitro-6-trifluoromethyl-phenyl)-acetamide 
• 157026-18-1 4-bromo-2-nitro-6-trilfuoromethyl-phenylamine 
• 157026-19-2 5-bromo-3-(trifluoromethyl)-1,2-benzenediamine 
• 320-31-0 4-bromo-2-(trifluoromethyl)benzoic acid 
• 765948-84-3 4-[4-amino-3-(trifluoromethyl)phenyl]-1-isoindolinone 
• 92524-80-6 N-(4-Bromo-2-trifluoromethyl-phenyl)-5-(4-chloro-benzoyl)-2-hydroxy-3-methyl-benzamide 
• 364-12-5 4-bromo-1-iodo-2-(trifluoromethyl)benzene 
• 928783-85-1 1-bromo-3-chloro-5-(trifluoromethyl)benzene 

Relevant articles and documents

Method for synthesizing 3 -chloro -5 -trifluoromethyltrifluoroacetophenone

The invention discloses a method for synthesizing 3 -chloro -5 -trifluoromethyltrifluoroacetophenone, which comprises the following steps: firstly bromination and rechlorination of o-aminotrifluorotoluene to obtain 4 - bromo -2 - chloro -6 - trifluoromethylaniline. 4 - Bromo -2 - chloro -6 - trifluoromethylaniline was subjected to diazotization followed by treatment with hypophosphorous acid or ethanol to give the deamination compound 1 - bromo -3 - chloro -5 - (trifluoromethyl) benzene. 1 - Bromo -3 - chloro -5 - (trifluoromethyl) benzene was made into Grignard reagent with magnesium chips and reacted with the acylating agent to give 3 - chloro -5 - trifluoromethyltrifluoroacetophenone. The starting material ortho-aminotrifluorotoluene used in the route is a common chemical with cheap price, and the obtained product is high in purity and yield, relatively small in environmental pollution and expected to be used for large-scale industrial production.

Preparation method of trifluoromethylated aniline compound

The invention provides a preparation method of a trifluoromethylated aniline compound shown in a formula (IIA) or a formula (IIB). The method comprises the following steps: by taking a mixed solvent of DMF and water in a volume ratio of 1:(1-4) as a reaction medium, adding an aniline compound shown in a formula (IA) or a formula (IB), 1-(trifluoromethyl)-1,2-benziodoxol-3-(1H)-one and a photocatalyst, and reacting for 2-6 hours at room temperature under blue light; and carrying out post-treatment on the obtained reaction mixture to obtain the trifluoromethylated aniline compound as shown in the formula (IIA) or the formula (IIB). According to the method, by the photocatalyst, the reaction is driven to be carried out under the irradiation of visible light, the reaction conditions are mild,the site selectivity is high, the reaction is efficient, green and environment-friendly, the reaction yield can reach 90%, and the product can be prepared by only one step.

Utilization of a Hydrogen Source from Renewable Lignocellulosic Biomass for Hydrogenation of Nitroarenes

Exploring of hydrogen source from renewable biomass, such as glucose in alkaline solution, for hydrogenation reactions had been studied since 1860s. According to proposed pathway, only small part of hydrogen source in glucose was utilized. Herein, the utilization of a hydrogen source from renewable lignocellulosic biomass, one of the most abundant renewable sources in nature, for a hydrogenation reaction is described. The hydrogenation is demonstrated by reduction of nitroarenes to arylamines in up to 95 % yields. Mechanism studies suggest that the hydrogenation occurs via a hydrogen transformation pathway.