815-06-5

Basic information

• Product Name: N-Methyl-2,2,2-trifluoroacetamide
• Synonyms: N-METHYL-2,2,2-TRIFLUOROACETAMIDE;TIMTEC-BB SBB008211;2,2,2-trifluoro-n-methyl-acetamid;N-Methyltrifluoroacetamide,98%;N-Methyl-2,2,2-trifluoroacetamide 98%;N-metnyl-2,2,2-trifluoroacetamide;N-Methyl-2,2,2-trifluoroacetamide, 98+%;N-Methyl-2,2,2-trifl
• CAS NO: 815-06-5
• Molecular Formula: C₃H₄F₃NO
• Molecular Weight: 127.07
• EINECS: 212-417-7
• Product Categories: Amides;Carbonyl Compounds;Organic Building Blocks;Building Blocks;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks;C2 to C7
• Mol File: 815-06-5.mol

Chemical Properties

• Melting Point: 49-51 °C(lit.)
• Boiling Point: 156-157 °C(lit.)
• Flash Point: 165 °F
• Appearance: white crystals or crystalline powder
• Density: 1.3215 (estimate)
• Vapor Pressure: 2.88mmHg at 25°C
• Refractive Index: 1.322
• Storage Temp.: Store below +30°C.
• PKA: 11.54±0.46(Predicted)
• Sensitive: Hygroscopic
• BRN: 1703392
• CAS DataBase Reference: N-Methyl-2,2,2-trifluoroacetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-Methyl-2,2,2-trifluoroacetamide(815-06-5)
• EPA Substance Registry System: N-Methyl-2,2,2-trifluoroacetamide(815-06-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39
• RIDADR: UN 1325 4.1/PG 2
• WGK Germany: 3
• F: 3-10-21
• TSCA: T
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 815-06-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
N-Methyl-2,2,2-trifluoroacetamide is used as an intermediate in the synthesis of various pharmaceutical compounds. Its unique structure and properties make it a valuable building block for the development of new drugs.
Used in Chemical Research:
N-Methyl-2,2,2-trifluoroacetamide is utilized in chemical research for studying the properties and reactions of trifluoroacetamide derivatives. Its high-resolution spectra provide valuable insights into the structure and behavior of this class of compounds.
Used in Material Science:
N-Methyl-2,2,2-trifluoroacetamide is employed in material science for the development of new materials with specific properties. Its unique structure and reactivity can contribute to the creation of advanced materials for various applications.

InChI:InChI=1/C3H4F3NO/c1-7-2(8)3(4,5)6/h1H3,(H,7,8)

Upstream product

• 383-63-1 ethyl trifluoroacetate, 
• 74-89-5 methylamine 
• 407-25-0 trifluoroacetic anhydride 
• 593-51-1 methylamine hydrochloride 
• 14468-90-7 N-trimethylsilyl-pyrrolidin-2-one 
• 14856-79-2 N-benzyl(trimethylsilyl)amine 
• 112-41-4 1-dodecene 
• 78162-73-9 N-chloro-N-methyltrifluoroacetamide 
• 24589-78-4 N-methyl-N-trimethylsilyl-2,2,2-trifluoroacetamide 
• 110-58-7 n-Pentylamine 
• 7449-74-3 N-methyl-N-trimethylsilylacetamide 
• 100-46-9 benzylamine 
• 109317-75-1 4-trifluoroacetyl-2,3-dihydrofuran 
• 354-38-1 2,2,2-trifluoroacetamide 

Downstream Products

• 2730-67-8 N-methyl-N-(2,2,2-trifluoroethyl)amine 
• 383-65-3 N-allyltrifluoroacetamide 
• 556-61-6 methyl thioisocyanate 
• 68464-36-8 N-benzyl-2,2,2,-trifluoro-N-methylacetamide 
• 685-27-8 2,2,2-trifluoro-N-methyl-N-(2,2,2-trifluoroacetyl)acetamide 
• 24589-78-4 N-methyl-N-trimethylsilyl-2,2,2-trifluoroacetamide 
• 75-89-8 2,2,2-trifluoroethanol 
• 1380182-93-3 (S)-3-[(S)-2-methylamino-1-(4-trifluoromethylphenoxy)ethyl]pyrrolidine-1-carboxylic acid t-butyl ester trifluoroacetate 
• 2730-52-1 N-methyl-N-(2,2,2-trifluoroethyl)amine hydrochloride 
• 1173908-58-1 bis(N-methyl-2,2,2-trifluoroacetamido)methylphenylsilane 
• 898560-75-3 N-(diphenylphosphino)-N-methyltrifluoroacetamide 
• 261718-55-2 N-[2-[4-[3,17β-bis[tetrahydro(2H)-2-pyranyloxy]estra-1,3,5(10)-trien-11β-yl]phenoxy]ethyl]-N-methyltrifluoroacetamide 
• 77377-52-7 N-methyl-N-tert-butyldimethylsilyl-1,1,1-trifluoroacetamide 

Relevant articles and documents

Method of Synthesizing of N-methyl-N-trimethylsilyl trifluoroacetamide, N-methyl-N-trimethylsilyl trifluoroacetamide synthesized thereby and an electrolyte for lithium secondary battery including the same

The present invention relates to a synthesis method of N-methyl-N-trimethylsilyl trifluoroacetamide (MSTFA), MSTFA synthesized thereby and an electrolyte for a lithium secondary battery including the same. The present invention comprises the steps of: preparing N-methyltrifluoroacetamide by using ethyltrifluoroacetate and methylamine; and obtaining MSTFA by separating and removing a precipitate from a reaction mixture obtained by introducing trimethylsilyl chloride to a mixture of N-methyltrifluoroacetamide and triethylamine. According to the present invention, since BSA (N,O-bis(trimethylsilyl)acetamide) is not used, it is relatively easy to remove a starting material and a side reaction material which are not reacted by fractional distillation. Therefore, it is possible to obtain a high-purity MSTFA of 99.0% or more and if the high-purity MSTFA of 99.0% or more is used as an additive of an electrolyte for a lithium secondary battery, it is possible to improve lifespan characteristics of a lithium secondary battery.COPYRIGHT KIPO 2015

Convenient one-pot synthesis of N-substituted 3-trifluoroacetyl pyrroles

A new one-pot strategy for the synthesis of a series of new N-substituted 3-trifluoroacetyl pyrroles is presented. These compounds were obtained by the reaction of 3-trifluoroacetyl-4,5-dihydrofuran with primary amines, which generated 1,1,1-trifluoro-3-(2-hydroxyethyl)-4-alkylaminobut-3-en-2-one intermediates. In most cases these intermediates were not stable enough to be isolated. Thus, in the same reaction vessel they were directly submitted to oxidation with PCC (Corey's reagent) to furnish 1,1,1-trifluoro-3-(2-ethanal)-4- alkylaminobut-3-en-2-ones, which under reflux underwent intramolecular cyclization to give the desired N-substituted 3-trifluoroacetyl pyrroles, in moderate yields. All of these pyrroles were tested against pan-susceptible Mycobacterium tuberculosis H37Rv and clinical isolates INH- and RMP-resistant strain and some of these compounds showed significant in vitro antimicrobial activity. Georg Thieme Verlag Stuttgart.

Novel compounds and methods for synthesis and therapy

Novel compounds are described. The compounds generally comprise an acidic group, a basic group, a substituted amino or N-acyl and a group having an optionally hydroxylated alkane moiety. Pharmaceutical compositions comprising the inhibitors of the invention are also described. Methods of inhibiting neuraminidase in samples suspected of containing neuraminidase are also described. Antigenic materials, polymers, antibodies, conjugates of the compounds of the invention with labels, and assay methods for detecting neuraminidase activity are also described.

MCH antagonists and their use in the treatment of obesity

The present invention discloses compounds which, are novel antagonists for melanin-concentrating hormone (MCH), as well as methods for preparing such compounds. In another embodiment, the invention discloses pharmaceutical compositions comprising such MCH antagonists as well as methods of using them to treat obesity, metabolic disorders, eating disorders such as hyperphagia, and diabetes.

N-Substituted trifluoroacetimidoyl halides: Synthesis and properties

N-Substituted trifluoroacetimidoyl halides in ionic-type transformations readily undergo nucleophilic substitution and dehydrofluorination rather than 1,3-dehydrohalogenation to give nitrile ylides.

Compounds and methods for synthesis and therapy

Novel compounds are described. The compounds generally comprise an acidic group, a basic group, a substituted amino or N-acyl and a group having an optionally hydroxylated alkane moiety. Pharmaceutical compositions comprising the inhibitors of the invention are also described. Methods of inhibiting neuraminidase in samples suspected of containing neuraminidase are also described. Antigenic materials, polymers, antibodies, conjugates of the compounds of the invention with labels, and assay methods for detecting neuraminidase activity are also described.

Synthesis and reactivity of trifluorodithioacetates derived from trifluorothioacetamides

A general synthesis of trifluorodithioacetates is described by thiolysis of trifluorothioamidium salts, derived from trifluorothioacetamides. The reactivity of these CF3 bearing C2 building blocks has been investigated towards nucleophiles and in cycloaddition reactions. Trifluorodithioacetates react with dienes to give thiopyrans and with diazo compounds to give trifluoromethyl vinyl sulphides via thiirane intermediates. With amines, trifluorodithioacetates give rise to trifluorothioacetamides while thiols add by thiophilic attack leading to new trifluoroethane dithioacetal disulphide. Two equivalents of phosphite furnish one equivalent of thiophosphate and one of phosphorylated trifluoroethane.

Clean nitrations: Novel syntheses of nitramines and nitrate esters by nitrodesilylation reactions using dinitrogen pentoxide (N2O5)

In this novel nitration method dinitrogen pentoxide (N2O5) in an inert solvent is used as the nitrating agent, thereby removing the need for strong acids as the reaction medium. The N2O5 cleaves heteroatom-silicon bonds, in silylamines and silyl ethers respectively, to yield the desired energetic groupings (nitramines or nitrate esters respectively) without liberation of acids which would occur with conventional substrates (amines or alcohols). These nitrodesilylation reactions proceed cleanly and in good yield, and the scope of the reaction is illustrated by 29 examples, some of which produce high energy compounds, notably plasticisers and an energetic polymer precursor. These reactions are therefore potentially clean nitrations for the manufacture of energetic compounds which will minimise the impact of this activity on the environment in the future.

Unsaturated nitrogen compounds containing fluorine. Part 19. Cycloaddition reactions of 2,5-dichloro-1,1,1,6,6,6-hexafluoro-3,4-diazahexa-2,4-diene with cycloalkenes and cyclodienes

Thermal reaction (20-70 deg C) of the dichloroazine CF3CCl=NN=CClCF3, 2, with cyclopentene (in CH2Cl2 solvent), cycloheptene, indene, acenaphthylene, 2,3-dihydrofuran, 3,4-dihydro-2H-pyran, norbornadiene and dicyclopentadiene afforded, as the major product in each case, the corresponding rearranged cycloadduct 3 containing a grouping.The direction of cycloaddition to the unsymmetrical carbocycles indene and cyclopentadiene was consistent with the reactions being LUMO (azine)-HOMO (dipolarophile) controlled.On attempted chromatographic purification on silica gel, the rearranged adducts 3 were hydrolysed to the corresponding amides 4 (-->).The cyclopentene reaction, unexpectedly, also gave the cyclopentadiene cycloadduct 3b, while from the norbornadiene reaction a hydrolysed 2:1 adduct 9 (4percent) was isolated by chromatography.Other products obtained by chromatographic separation from the 3,4-dihydro-2H-pyran reaction were the substituted azine (5) (29percent), equimolar amounts of the ketone (6) (18percent) and the chlorohydrazone (7) (18percent), possibly arising via the cycloadduct 15 of 5 and the pyran, and the hydrazone (8) (4percent), formed via 15 or by hydrolysis of the amide 4g.Treatment of amide 4d, derived from indene with ethanolic methylamine, gave the expected amino compound 21a (94percent) and CF3CONHMe (22) (91percent).In contrast, treatment of the exo-amide 4h, derived from norbornadiene with ethanolic methylamine, afforded the N-formyl compound 23 (87percent), while corresponding treatment of a mixture of the exo- and endo-amides (4h and 4i) gave the exo- and endo-amino compounds (21b and 21c) (88percent), together with compound 22 (ca. 10percent) and the azapropenylindazole 24 (ca. 5percent); compound 24 hydrolysed to 23 on storage.It is proposed that the amines 21b and 21c arose mainly via the sequence: --> (24)--> (23)-->. - Keywords: Unsaturated nitrogen compounds; Cycloaddition reactions; Dichlorohexafluorodiazahexadiene; NMR spectroscopy; IR spectroscopy; Mass spectrometry

CONTRIBUTIONS TO THE CHEMISTRY OF ORGANIC SILICON-NITROGEN-COMPOUNDS, I. SYNTHESIS OF N,N-BIS-(TRIMETHYLSILYL)AMINES

The preparation of N,N-bis-(trimethylsilyl)amines 1 has been investigated.Three convenient methods are reported: A, Transfer of (catalytically) activated Tms-groups to amines starting from N-silylated carbonamides, B, silylation of amines with trimethylsilylchloride 5/NEt3 in the presence of TiCl4, C, silylation of primary amines 4 or mono-(trimethylsilyl)amines 16 with CF3SO3 Tms/NEt3 or TmsI/NEt3.Methods A and B are limited to the silylation of (ar)alkylamines which have no branched α-position. Key words: N,N-bis-(trimethylsilyl)amines; N,N-bis-silylamines; N-silylcarbonamides.