1,1-Dimethoxy-N,N-dimethylmethanamine, CAS No. 4637-24-5

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4637-24-5

Catalog No. EBD1100

CAS 4637-24-5

Name 1,1-Dimethoxy-N,N-dimethylmethanamine

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Basic Information

Synonyms: 1,1-Dimethoxy-N,N-dimethylmethanamine N,N-dimethylformamidedimethylacctel 1,1-Dimethoxytrimethylamine DMF-DMA PyridiniumbromidePerbromide N-Dimethoxymethyl-N,N-dimethylamine N,N-dimethylformamidedimethylacetal dimethoxy-N,N-dimethylmethanaminium N,N-DimethylforamideDimethylAcetal 1,1-dimethoxy-n,n-dimethyl-methanamin Dimethoxy(dimethylamino)methane dimeth

Molecular Formula: C5H13NO2

Molecular Weight: 119.16

MDL Number: MFCD00008482

Categories: Synthetic Chemistry > Basic Synthetic Reagents > C-C Bond Formation Reagents

Product Description:

1,1-Dimethoxy-N,N-dimethylmethanamine, commonly known as N,N-Dimethylformamide dimethyl acetal (DMF-DMA), is a versatile reagent with the molecular formula C5H13NO2. Structurally, it is an aminal acetal derived from dimethylformamide, featuring two methoxy groups and a dimethylamino group attached to a central carbon atom. This compound is a colorless to pale yellow liquid with a characteristic amine-like odor. Its primary application is as a powerful methylating and formylating agent in organic synthesis. DMF-DMA is extensively used to convert active methylene compounds (e.g., in malonates, ketones, and nitriles) into enamines or ж┬-dimethylamino enones, which are key intermediates for heterocycle construction, particularly in the synthesis of pyrimidines, pyrazoles, and quinolones. It also serves as a dehydrating agent for amides and a reagent for the protection of carboxylic acids as methyl esters. In medicinal chemistry, it is a standard tool for introducing the N,N-dimethylaminomethylene group. Due to its broad utility in carbon-carbon and carbon-heteroatom bond-forming reactions, it is a staple in both research laboratories and industrial process chemistry.

Physical Properties

Melting Point: -85°C

Boiling Point: 102-103 °C/720 mmHg(lit.)

Flash Point: 5 °C

Density: 0.897 g/mL at 25 °C(lit.)

Solubility: hydrolysis

Refractivity: n20/D 1.396(lit.)

Storage: Flammables area

Safety Information

Packing Level: II

Hazard Category: 3

Transport Codes: 3271

Analytical Data

Appearance: clear colourless liquid