63095-84-1

Basic information

• Product Name: N-methyl-2-(methylamino)propanamide
• Synonyms: N-methyl-2-(methylamino)propanamide;N~1~,N~2~-dimethylalaninamide(SALTDATA: FREE);N-methyl-2-methylamino-propionamide;N~1~,N~2~-dimethylalaninamide
• CAS NO: 63095-84-1
• Molecular Formula: C₅H₁₂N₂O
• Molecular Weight: 116.16158
• Mol File: 63095-84-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 237.6°C at 760 mmHg
• Flash Point: 112.1°C
• Appearance: /
• Density: 0.92g/cm³
• Vapor Pressure: 0.0445mmHg at 25°C
• Refractive Index: 1.426
• PKA: 15.76±0.46(Predicted)
• CAS DataBase Reference: N-methyl-2-(methylamino)propanamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-methyl-2-(methylamino)propanamide(63095-84-1)
• EPA Substance Registry System: N-methyl-2-(methylamino)propanamide(63095-84-1)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 63095-84-1(Hazardous Substances Data)

Usage

General Description

N-methyl-2-(methylamino)propanamide is a chemical compound with the molecular formula C5H12NO. It is a derivative of propanamide and is also known as N-methyl-N-methylaminoacetone. This chemical is used in the pharmaceutical industry as a building block for the synthesis of various drugs and active pharmaceutical ingredients. It is also used as a reagent in organic synthesis and as a precursor in the production of various industrial chemicals. N-methyl-2-(methylamino)propanamide is a clear, colorless liquid with a faint odor, and it is considered to be a stable compound under normal conditions. However, it should be handled with care due to its potential irritant properties.

InChI:InChI=1/C5H12N2O/c1-4(6-2)5(8)7-3/h4,6H,1-3H3,(H,7,8)

Upstream product

• 74-89-5 methylamine 
• 535-11-5 Ethyl 2-bromopropionate 
• 51784-00-0 3,4-dimethyl-oxazolidine-2,5-dione 
• 5445-17-0 Methyl 2-bromopropionate 
• 56428-90-1 ethyl-α-methylaminopropionate 

Downstream Products

• 63095-85-2 {1-[Methyl-(1-methylcarbamoyl-ethyl)-carbamoyl]-vinyl}-carbamic acid benzyl ester 

Relevant articles and documents

The gem-dimethyl effect on reactivities in cyclizations through tetrahedral intermediates. Cyclization of methyl-substituted methyl amides of 5-(p-nitrophenyl)hydantoic acids

The cyclization of the title hydantoinamides, UA, to 3-(4-nitrophenyl)hydantoins, Hyd, is general-base catalysed. Reversible hydrolysis of the product hydantoin from the 2,3-dimethylhydantoinamide, 2-UA, above pH = 7 is a complicating feature. The rate profiles for cyclization comprise one acid-catalysed, two neutral and two hydroxide-catalysed regions in the pH-region 0-10. Solvent kinetic isotope effects indicate rate-determining expulsion of the methylamino group in the acid-catalysed reaction. These also agree with general-base catalysis at low pH being concerted with nucleophillic attack of the ureido group. At high pH the tetrahedral intermediate is in equilibrium with the reactants and the rate is limited by proton transfers producing T±. The accelerations upon methyl substitution vary strongly with the various processes observed and may be explained in terms of a general gem-dimethyl effect increasing along the reaction coordinate from reagent through cyclic tetrahedral intermediate to final ring product. As the effects for the breakdown of the intermediate are opposite in the forward and reverse directions, this changes the partitioning ratio and in turn could change the rate-determining step.

ENANTIOMERIC QUANTIFICATIONS OF AMINO ACIDS THROUGH THEIR Nα-ACYL AMIDES BY GAS CHROMATOGRAPHY.

Apparent separation of 1.1 or higher on Chiralsil Val III can be obtained for Nα-acyl N-alkyl aminoacid amides allowing the use of short capillary gas chromatographic columns.A clean derivatization protocol without racemization is described, proceding through the NCA derivatives that are prepared from "in situ" silylated amino acids with trimethylsilyl cyanide.