6830-83-7

Basic information

• Product Name: N-METHYLTRIMETHYLACETAMIDE
• Synonyms: RARECHEM AQ A3 0035;TIMTEC-BB SBB007942;N,2,2-TRIMETHYLPROPIONAMIDE;N-METHYLTRIMETHYLACETAMIDE;N-METHYLPIVALAMIDE;N,2,2-Trimethylpropanamide;N-Methyltrimethylacetamide,96%;N,2,2-Trimethylpropionamide, N-Methylpivalamide
• CAS NO: 6830-83-7
• Molecular Formula: C₆H₁₃NO
• Molecular Weight: 115.17
• Mol File: 6830-83-7.mol
• Article Data: 12

Chemical Properties

• Melting Point: 86-91 °C(lit.)
• Boiling Point: 105-110°C 15mm
• Flash Point: 105-110°C/15mm
• Appearance: /
• Density: 0.9837 (rough estimate)
• Vapor Pressure: 0.345mmHg at 25°C
• Refractive Index: 1.4690 (estimate)
• PKA: 16.61±0.46(Predicted)
• BRN: 1744142
• CAS DataBase Reference: N-METHYLTRIMETHYLACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-METHYLTRIMETHYLACETAMIDE(6830-83-7)
• EPA Substance Registry System: N-METHYLTRIMETHYLACETAMIDE(6830-83-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-26
• WGK Germany: 3
• Hazardous Substances Data: 6830-83-7(Hazardous Substances Data)

Usage

General Description

N-Methyltrimethylacetamide, also known as Pivaloylmethanamine according to its IUPAC name, is an organic chemical compound with the molecular formula C6H13NO. N-METHYLTRIMETHYLACETAMIDE is a derivative of acetamide, and is characterized by a pungent odor. Key features include a molecular weight of 115.18 g/mol and boiling point of 118.2-119.8℃. It is known to be stable under normal temperatures and pressures, yet is susceptible to polymerization. N-Methyltrimethylacetamide is not considered to be readily biodegradable, therefore, it may pose a risk to the environment. It is often used in organic synthesis and can be used as a solvent and reagent in various chemical reactions.

InChI:InChI=1/C6H13NO/c1-6(2,3)5(8)7-4/h1-4H3,(H,7,8)

Upstream product

• 3282-30-2 pivaloyl chloride 
• 74-89-5 methylamine 
• 57152-28-0 N-Methylthiomethylpivalamid 
• 624-90-8 methyl azide 
• 78114-26-8 (2,2-dimethyl-1-(trimethylsiloxy)propylidene)-trimethylsilylphosphine 
• 75-66-1 2-methylpropan-2-thiol 
• 279671-05-5 2-[(2,2-dimethyl-propionyl)-methyl-aminooxy]-propionic acid 2-thioxo-2H-pyridin-1-yl ester 
• 279671-13-5 cyclopropyl-[(2,2-dimethyl-propionyl)-methyl-aminooxy]-acetic acid 2-thioxo-2H-pyridin-1-yl ester 
• 96-31-1 N,N'-Dimethylurea 
• 75-98-9 Trimethylacetic acid 
• 64214-60-4 N-methoxy-N-methylpivalamide 
• 754-10-9 2,2-dimethylpropionamide 
• 29740-66-7 N-methylpivaloylhydroxamic acid 
• 197958-51-3 2,2,N-Trimethyl-N-(1-phenyl-ethyl)-propionamide 

Downstream Products

• 5014-43-7 C₆H₁₂ClNO 
• 898269-36-8 2,2,N-Trimethyl-N-[(R)-3-((1R,3aR,4S,7aR)-7a-methyl-4-triethylsilanyloxy-octahydro-inden-1-yl)-butyl]-propionamide 
• 131676-40-9 N-methyl-N'-(2-piperidinophenyl)pivalamidine 
• 31820-19-6 N,2,2-trimethylpropan-1-amine hydrochloride 
• 26029-56-1 N-(2,2-dimethylpropylidene)methanamine 
• 1384953-88-1 C₁₀H₂₅NSi 
• 127998-77-0 pentacarbonyl{(2Z)-1-ethoxy-4,4-dimethyl-4-(methylammino)-2-pentenylidene}chromium 
• 144187-19-9 N-methyl-N'-(2-morpholinomethylphenyl)pivalamidine monofumarate 
• 26153-85-5 N-ethyl-N-methylneopentylamine 
• 898269-98-2 N-((R)-3-{(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-butyl)-2,2,N-trimethyl-propionamide 
• 909542-95-6 N-[(R)-3-((1R,3aR,4S,7aR)-4-Hydroxy-7a-methyl-octahydro-inden-1-yl)-butyl]-2,2,N-trimethyl-propionamide 
• 898269-38-0 2,2,N-Trimethyl-N-[(R)-3-((1R,3aR,7aR)-7a-methyl-4-oxo-octahydro-inden-1-yl)-butyl]-propionamide 

Relevant articles and documents

CARBANION-MEDIATED OXIDATIVE DEPROTECTION OF NON-ENOLIZABLE BENZYLATED AMINES

Treatment of non-enolizable N-benzyl or N-para-methoxybenzyl amides with butyllithium generates the corresponding benzylic carbanions that can be oxidized with either molecular oxygen or MoOPH; the resulting hemi-aminals suffer loss of the corresponding aldehyde generating te products of amide dealkylation.

Utilizing Carbonyl Coordination of Native Amides for Palladium-Catalyzed C(sp3)?H Olefination

PdII-catalyzed C(sp3)?H olefination of weakly coordinating native amides is reported. Three major drawbacks of previous C(sp3)?H olefination protocols, 1) in situ cyclization of products, 2) incompatibility with α-H-containing substrates, and 3) installation of exogenous directing groups, are addressed by harnessing the carbonyl coordination ability of amides to direct C(sp3)?H activation. The method enables direct C(sp3)?H functionalization of a wide range of native amide substrates, including secondary, tertiary, and cyclic amides, for the first time. The utility of this process is demonstrated by diverse transformations of the olefination products.

Lawesson's reagent for direct thionation of hydroxamic acids: Substituent effects on LR reactivity

To explore the generality and scope of direct thionation of hydroxamic acids (HAs), the reaction of various structurally diverse HAs with Lawesson's reagent was investigated. The yield of thiohydroxamic acid (THAs) is poor when HAs possess bulky acyl and/or N-substituents, acidic α-hydrogen atoms, or an N-phenyl ring. THAs yields were correlated with Brown sigma parameter. The relative rates of two subsequent processes kT2 and kR2 were also measured. Correlation was also found for methine proton chemical shifts of N-isopropyl benzothiohydroxamic acids.