148438-00-0

Basic information

• Product Name: METHYL 3-(TRIFLUOROMETHOXY)BENZOATE
• Synonyms: RARECHEM AL BF 0283;METHYL 3-(TRIFLUOROMETHOXY)BENZOATE;3-(Trifluoromethoxy)benzoic acid methyl ester;Methyl 3-(trifluoromethoxy)benzoate 98%;Methyl3-(trifluoromethoxy)benzoate98%
• CAS NO: 148438-00-0
• Molecular Formula: C₉H₇F₃O₃
• Molecular Weight: 220.15
• Product Categories: Aromatic Esters;Aromatics;Intermediates
• Mol File: 148438-00-0.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 85-87 °C (10 mmHg)
• Flash Point: 85-87°C/10mm
• Appearance: /
• Density: 1.445
• Vapor Pressure: 0.27mmHg at 25°C
• Refractive Index: 1.443-1.445
• Storage Temp.: Sealed in dry,Room Temperature
• BRN: 5431823
• CAS DataBase Reference: METHYL 3-(TRIFLUOROMETHOXY)BENZOATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 3-(TRIFLUOROMETHOXY)BENZOATE(148438-00-0)
• EPA Substance Registry System: METHYL 3-(TRIFLUOROMETHOXY)BENZOATE(148438-00-0)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22-20/21/22
• Safety Statements: 37/39-26-26/36
• Hazardous Substances Data: 148438-00-0(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless liquid

Uses

Methyl 3-(trifluoromethoxy)benzoate is used for the preparation of difluoro and trifluoro compounds as anticancer agents.

Synthesis Reference(s)

Tetrahedron Letters, 33, p. 4173, 1992 DOI: 10.1016/S0040-4039(00)74681-8

InChI:InChI=1/C9H7F3O3/c1-14-8(13)6-3-2-4-7(5-6)15-9(10,11)12/h2-5H,1H3

Upstream product

• 93-58-3 benzoic acid methyl ester 
• 927-84-4 bis(trifluoromethyl)peroxide 
• 24424-99-5 di-tert-butyl dicarbonate 
• 74-88-4 methyl iodide 
• 4518-10-9 Methyl 3-aminobenzoate 
• 1006904-72-8 silver(I) trifluoromethoxide 
• 19438-10-9 methyl 3-hydroxybenzoate 
• 143583-01-1 3-(Difluoro-methylsulfanyl-methoxy)-benzoic acid methyl ester 
• 143582-88-1 O-3-(methoxycarbonyl)phenyl S-methyl dithiocarbonate 

Downstream Products

• 677713-02-9 3-oxo-3-(3-(trifluoromethoxy)phenyl)propanenitrile 
• 321195-88-4 3-(trifluoromethoxy)benzohydrazide 

Relevant articles and documents

Radical C?H Trifluoromethoxylation of (Hetero)arenes with Bis(trifluoromethyl)peroxide

Trifluoromethoxylated (hetero)arenes are of great interest for several disciplines, especially in agro- and medicinal chemistry. Radical C?H trifluoromethoxylation of (hetero)arenes represents an attractive approach to prepare such compounds, but the high cost and low atom economy of existing .OCF3 radical sources make them unsuitable for the large-scale synthesis of trifluoromethoxylated building blocks. Herein, we introduce bis(trifluoromethyl)peroxide (BTMP, CF3OOCF3) as a practical and efficient trifluoromethoxylating reagent that is easily accessible from inexpensive bulk chemicals. Using either visible light photoredox or TEMPO catalysis, trifluoromethoxylated arenes could be prepared in good yields under mild conditions directly from unactivated aromatics. Moreover, TEMPO catalysis allowed for the one-step synthesis of valuable pyridine derivatives, which have been previously prepared via multi-step approaches.

Photocatalytic trifluoromethoxylation of arenes and heteroarenes in continuous-flow

The first example of photocatalytic trifluoromethoxylation of arenes and heteroarenes under continuous-flow conditions is described. Application of continuous-flow microreactor technology allowed to reduce the residence time up to 16 times in comparison t

Silver-Mediated Trifluoromethoxylation of (Hetero)aryldiazonium Tetrafluoroborates

Here we report a silver-mediated trifluoromethoxylation of (hetero)aryldiazonium tetrafluoroborates by converting an aromatic amino group into an OCF3 group. This method, which can be considered to be a trifluoromethoxylation variation of the classic Sandmeyer-type reaction, uses readily available aryl and heteroaromatic amines as starting materials and AgOCF3 as trifluoromethoxylating reagents. The broad substrate scope and simple, mild reaction condition made this transformation a valuable method in constructing aryl-OCF3 bonds.