29885-95-8

Basic information

• Product Name: N-METHYLANILINIUM TRIFLUOROACETATE
• Synonyms: TRIFLUOROACETIC ACID N-METHYLANILINE SALT;TRIFLUOROACETIC ACID N-METHYLANILINIUM SALT;TAMA;N-METHYLANILINE TRIFLUOROACETATE;N-METHYLANILINIUM TRIFLUOROACETATE;N-MATFA;N-Methylaniline trifluoroacetate salt;N-Methylaniliniumtrifluoroacetate,99%
• CAS NO: 29885-95-8
• Molecular Formula: C₂HF₃O₂*C₇H₉N
• Molecular Weight: 221.18
• EINECS: 249-927-4
• Mol File: 29885-95-8.mol
• Article Data: 4

Chemical Properties

• Melting Point: 65-66 °C(lit.)
• Boiling Point: 196.2°Cat760mmHg
• Flash Point: 78.9°C
• Appearance: /
• Density: 1.2770 (estimate)
• Vapor Pressure: 0.402mmHg at 25°C
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• Sensitive: Hygroscopic
• BRN: 3638133
• CAS DataBase Reference: N-METHYLANILINIUM TRIFLUOROACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: N-METHYLANILINIUM TRIFLUOROACETATE(29885-95-8)
• EPA Substance Registry System: N-METHYLANILINIUM TRIFLUOROACETATE(29885-95-8)

Safety Data

• Statements: 36/37/38
• Safety Statements: 22-24/25
• WGK Germany: 3
• F: 1-9
• HazardClass: 9
• Hazardous Substances Data: 29885-95-8(Hazardous Substances Data)

Usage

Description

N-METHYLANILINIUM TRIFLUOROACETATE is a chemical compound with the appearance of white to very slightly greyish crystalline needles. It is primarily used in organic synthesis, where it functions as an α-methylating agent for ketones and activates internucleodecoupling upon removal.

Uses

Used in Organic Synthesis:
N-METHYLANILINIUM TRIFLUOROACETATE is used as an α-methylating agent for ketones, which is essential for the synthesis of various organic compounds. Its ability to activate internucleodecoupling upon removal makes it a valuable reagent in this application.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, N-METHYLANILINIUM TRIFLUOROACETATE is used for the synthesis of various drugs and drug intermediates. Its role as an α-methylating agent allows for the creation of new molecular structures with potential therapeutic properties.
Used in Chemical Research:
N-METHYLANILINIUM TRIFLUOROACETATE is also utilized in chemical research, where it helps scientists understand the reactivity and behavior of different compounds. Its unique properties make it a useful tool for studying various chemical reactions and mechanisms.

InChI:InChI=1/C7H9N.C2HF3O2/c1-8-7-5-3-2-4-6-7;3-2(4,5)1(6)7/h2-6,8H,1H3;(H,6,7)

Upstream product

• 100-61-8 N-methylaniline 
• 76-05-1 trifluoroacetic acid 

Downstream Products

• 59819-62-4 1-Cyclopropyl-2-propen-1-one 
• 669056-39-7 3-benzyloxy-16-(N-methyl-N-phenylaminomethylidene)-estra-1,3,5⁽¹⁰⁾-triene-17-one 
• 669056-31-9 3-methoxy-16-(N-methyl-N-phenylaminomethylidene)-estra-1,3,5⁽¹⁰⁾-triene-17-one 

Relevant articles and documents

High-throughput approach for the identification of anilinium-based ionic liquids that are suitable for electropolymerisation

We report the synthesis of new protic ionic liquids (PILs) based on aniline derivatives and the use of high-throughput (HT) techniques to screen possible candidates. In this work, a simple HT method was applied to rapidly screen different aniline derivatives against different acids in order to identify possible combinations that produce PILs. This was followed by repeating the HT process with a Chemspeed robotic synthesis platform for more accurate results. One of the successful combinations were then chosen to be synthesised on a larger scale for further analysis. The new PILs are of interest to the fields of ionic liquids, energy storage and especially, conducting polymers as they serve as solvents, electrolytes and monomers at the same time for possible electropolymerisation (i.e. a self-contained polymer precursor).

Phosphomonoesters and phosphodiesters derived from the photohydrolysis of 2-methoxy-5-nitrophenyl substituted phosphotriesters

Phosphotriesters composed of one or two 2-methoxy-5-nitrophenyl group(s) can be quantatively photohydrolyzed in aqueous acetonitrile to yield the desired phosphodiester or phosphomonoester, respectively. Photohydrolysis occurs by attack of hydroxide at both the phosphoryl phosphorus and at the ipso-carbon in the triplet exited state of the 2-methoxy-5-nitrophenyl substituted phosphoesters. The photophysical studies described within imply that this type of reaction may be synthetically useful.