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2-Amino-5-bromobenzotrifluoride

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2-Amino-5-bromobenzotrifluoride manufacturers

2-Amino-5-bromobenzotrifluoride Basic information
Product Name:2-Amino-5-bromobenzotrifluoride
Synonyms:2-AMINO-5-BROMO(TRIFLUOROMETHYL)BENZENE;2-AMINO-5-BROMOBENZOTRIFLUORIDE;4-Bromo-alpha,alpha,alpha-trifluoro-o-toluidine;4-bromo-2-(trifluoromethyl)-benzenamin;2-Amino-5-bromobenzotrifluoride 98%;2-Amino-5-bromobenzotrifluoride98%;4-bromo-2-(Trilfuoromethyl)aniline;o-Toluidine, 4-bromo-alpha,alpha,alpha-trifluoro-
CAS:445-02-3
MF:C7H5BrF3N
MW:240.02
EINECS:207-150-8
Product Categories:Amines;C7;Nitrogen Compounds;Aniline;Benzotrifluoride Series;Aromatic Halides (substituted);Trifluoromethylbenzene serise
Mol File:445-02-3.mol
2-Amino-5-bromobenzotrifluoride Structure
2-Amino-5-bromobenzotrifluoride Chemical Properties
Melting point 84~86℃/5mm
Boiling point 84-86 °C5 mm Hg(lit.)
density 1.71 g/mL at 25 °C(lit.)
refractive index n20/D 1.532(lit.)
Fp 225 °F
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
pka0.76±0.10(Predicted)
form clear liquid
Specific Gravity1.71
color Light yellow to Yellow to Orange
BRN 2211504
InChI1S/C7H5BrF3N/c8-4-1-2-6(12)5(3-4)7(9,10)11/h1-3H,12H2
InChIKeyPHXGKHTWEOPCEW-UHFFFAOYSA-N
SMILESNc1ccc(Br)cc1C(F)(F)F
CAS DataBase Reference445-02-3(CAS DataBase Reference)
NIST Chemistry ReferenceBenzenamine, 4-bromo-2-(trifluoromethyl)-(445-02-3)
EPA Substance Registry System4-Bromo-2-(trifluoromethyl)aniline (445-02-3)
Safety Information
Hazard Codes Xn,Xi,C
Risk Statements 20/21/22-36/37/38-34
Safety Statements 26-36-36/37/39-45-27
WGK Germany 3
Hazard Note Irritant
TSCA TSCA listed
HazardClass 6.1
HS Code 29214300
Storage Class10 - Combustible liquids
Hazard ClassificationsAcute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
2-Amino-5-bromobenzotrifluoride English
ACROS English
SigmaAldrich English
ALFA English
2-Amino-5-bromobenzotrifluoride Usage And Synthesis
Chemical PropertiesClear yellow liquid
Uses4-Bromo-2-(trifluoromethyl)aniline has been used in the preparation of 2,5-dibromo-(trifluoromethyl)benzene and 5-bromo-2-iodo-(trifluoromethyl)benzene.
Uses2-Amino-5-bromobenzotrifluoride is a reagent used for the synthesis of α-aminophosphonate which exhibits moderate antitumor activity.
Synthesis
1-TrifluoroMethyl-1,2-benziodoxol-3(1H)-one

887144-94-7

4-Bromoaniline

106-40-1

2-Amino-5-bromobenzotrifluoride

445-02-3

The general procedure for the synthesis of 2-amino-5-bromobenzotrifluoride from 1-(trifluoromethyl)-1,2-phenyliodo-3(1H)-one and 4-bromoaniline is as follows: in this embodiment, the same reaction and post-processing procedure as in Example 28 is used, wherein the aromatic amine is p-bromoaniline. The specific reaction conditions were as follows: 1-(trifluoromethyl)-1,2-phenyl iodo-3(1H)-one (0.5 mmol, 1.0 eq.), aromatic amine (1.5 mmol, 3.0 eq.), nickel hydroxide (10 μmol), and potassium carbonate (1.5 mmol, 3.0 eq.) were used as a base, and the reaction was carried out for 2 hours at 35°C in DMSO (2 mL). After the reaction was completed, post-treatment was performed according to the method of Example 1.

References[1] Organic Letters, 2018, vol. 20, # 13, p. 3732 - 3735
[2] Patent: CN108503552, 2018, A. Location in patent: Paragraph 0232-0236
[3] Organic Letters, 2014, vol. 16, # 6, p. 1768 - 1771
[4] Patent: CN103553857, 2016, B. Location in patent: Paragraph 0019-0020
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