1535-73-5

Basic information

• Product Name: 3-(Trifluoromethoxy)aniline
• Synonyms: TIMTEC-BB SBB006603;M-(TRIFLUOROMETHOXY)ANILINE;M-AMINOPHENYL TRIFLUOROMETHYL ETHER;BUTTPARK 44\03-14;ALPHA,ALPHA,ALPHA-TRIFLUORO-M-ANISIDINE;3-TRIFLUOROMETHOXY-PHENYLAMINE;3-(TRIFLUOROMETHOXY)ANILINE;3-(Trifluoromethoxy)aniline 98%
• CAS NO: 1535-73-5
• Molecular Formula: C₇H₆F₃NO
• Molecular Weight: 177.12
• EINECS: 216-256-3
• Product Categories: Trifluoroanisole series;Amines and Anilines;Anilines, Aromatic Amines and Nitro Compounds;API intermediates;Amines;C7;Nitrogen Compounds;amine
• Mol File: 1535-73-5.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 72-73 °C8 mm Hg(lit.)
• Flash Point: 185 °F
• Appearance: Clear yellow to orange/Liquid
• Density: 1.325 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.41mmHg at 25°C
• Refractive Index: n20/D 1.466(lit.)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
• PKA: 3.36±0.10(Predicted)
• Water Solubility: Not miscible or difficult to mix in water.
• BRN: 776921
• CAS DataBase Reference: 3-(Trifluoromethoxy)aniline(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(Trifluoromethoxy)aniline(1535-73-5)
• EPA Substance Registry System: 3-(Trifluoromethoxy)aniline(1535-73-5)

Safety Data

• Hazard Codes: Xn,T,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-27-36/37/39-36
• RIDADR: 2810
• WGK Germany: 3
• HazardClass: IRRITANT, TOXIC
• Hazardous Substances Data: 1535-73-5(Hazardous Substances Data)

Usage

Chemical Properties

CLEAR YELLOW LIQUID

Uses

3-(Trifluoromethoxy)aniline is reactant in the synthesis of pyrazolone-quinazolone hybrids as human hydroxyphenylpyruvate dioxygenase inhibitors which is a potential treatment for type I tyrosinemia.

General Description

Synthesis of 3-(trifluoromethoxy)aniline from 2-chlorophenol has been reported.

InChI:InChI=1/C7H6F3NO/c8-7(9,10)12-6-3-1-2-5(11)4-6/h1-4H,11H2

Upstream product

• 914636-35-4 3-bromo-5-(trifluoromethoxy)aniline 
• 461-81-4 1-chloro-4-(trifluoromethoxy)benzene 
• 450-96-4 o-chloro-α,α,α-trifluoromethoxybenzene 
• 39065-91-3 3-(chlorodifluoromethoxy) aniline 
• 766-51-8 2-Chloroanisole 
• 95-57-8 2-monochlorophenol 
• 97608-46-3 2-chloro-trichloromethoxybenzene 

Downstream Products

• 51679-40-4 2-(3-Trifluoromethoxy-phenylamino)-benzoic acid 
• 353235-78-6 N-(3-trifluoromethoxyphenyl)pyrid-3-ylmethylamine 
• 201042-62-8 2-cyano-N-(3-trifluoromethoxy-phenyl)-acetamide 
• 561304-48-1 2-amino-6-(trifluoromethoxy)benzoic acid 
• 471937-78-7 1-isothiocyanato-3-(trifluoromethoxy)benzene 
• 851045-63-1 4-iodo-3-trifluoromethoxyaniline 
• 192318-30-2 1-(3-Trifluoromethoxyphenyl)-3-hydroxy-2-pyrrolidinone 
• 920536-22-7 4-Formyl-N-(3-trifluoromethoxy-phenyl)-benzamide 

Relevant articles and documents

Co-production preparation method of o-amino trifluoromethoxy benzene and m-amino trifluoromethoxy benzene

The invention discloses a co-production preparation method of o-amino trifluoromethoxybenzene and m-amino trifluoromethoxybenzene, and belongs to the technical field of fine chemical engineering. Thepreparation method comprises the following steps: (1) nitration reaction: carrying out nitration reaction on 4-chlorine-trifluoromethoxybenzene to obtain a mixture of 4-chlorine-2-nitro- trifluoromethoxy benzene and 4-chlorine-3-nitro-trifluoromethoxybenzene; (2) reduction and dechlorination: carrying out reduction and dechlorination on the mixture of the 4-chloro-2-nitro-trifluoromethoxybenzene and the 4-chloro-3-nitro-trifluoromethoxybenzene to obtain o-amino trifluoromethoxybenzene and m-amino trifluoromethoxybenzene; and (3) rectification separation: separating the o-amino trifluoromethoxybenzene from the m-amino trifluoromethoxybenzene through rectification so as to realize co-production. The method is low in cost and high in yield, two useful chemical products are obtained at the same time, the process is simple, and industrial production is easy to achieve.

Insecticidal heterolignans-Tubuline polymerization inhibitors with activity against chewing pests

Starting from natural product podophyllotoxin 1 substituted heterolignans were identified with promising insecticidal in vivo activity. The impact of substitution in each segment of the core structure was investigated in a detailed SAR study, and variation of substituents in both aromatic moieties afforded derivatives 5 and 43 with broad insecticidal activity against lepidopteran and coleopteran species. In vitro measurements supported by modeling studies indicate that heterolignans 3-134 act as tubuline polymerization inhibitors interacting with the colchicine-binding site. Insect specific structure-activity effects were observed showing that the insecticidal SAR described herein differs from reported cytotoxicity studies.

A safe and economical synthesis of 3-(trifluoromethoxy) aniline from 2-chlorophenol

A simple, safe and realistic synthesis of 3-(trifluoromethoxy) aniline from 2-chlorophenol is proposed, the key step being a regiospecific arynic amination of 2-chloro (trifluoromethoxy) benzene.This method has been extended to the synthesis of 4-chloro-3-(trifluoromethoxy) aniline from 2,6-dichlorophenol.Some unusual products are obtained during the reaction between sodium amide and 2-chloro (chlorodifluoromethoxy) benzene, the formation of which is discussed.