394963

N,N-Dimethylformamide dimethyl acetal

for GC derivatization, LiChropur^™

• Synonym(s): 1,1-Dimethoxy-N,N-dimethylmethylamine, 1,1-Dimethoxytrimethylamine
• Linear Formula: (CH₃)₂NCH(OCH₃)₂
• CAS Number: 4637-24-5
• Molecular Weight: 119.16
• Beilstein/REAXYS Number: 506020
• EC Number: 225-063-3
• MDL number: MFCD00008482
• UNSPSC Code: 12000000
• PubChem Substance ID: 24864631
• NACRES: NA.22

Properties

• grade: for GC derivatization
• assay: >95%
• form: liquid
• quality: LiChropur^™
• reaction suitability: reagent type: derivatization reagent; reaction type: Acylations; reagent type: derivatization reagent; reaction type: Esterifications
• technique(s): gas chromatography (GC): suitable
• refractive index: n20/D 1.396 (lit.)
• bp: 102-103 °C/720 mmHg (lit.)
• density: 0.897 g/mL at 25 °C (lit.)
• SMILES string: COC(OC)N(C)C
• InChI: 1S/C5H13NO2/c1-6(2)5(7-3)8-4/h5H,1-4H3
• InChI key: ZSXGLVDWWRXATF-UHFFFAOYSA-N

Description

General description

Esterate M (N,N-Dimethylformamide dimethyl acetal, DMFDMA) is an methylating reagent. It has been used in methyl esterification of carboxylic acid and also in one-step derivatization of amino acids into N,N-Dimethylaminomethylene methyl esters.

Application

It may be used in methylation of heterocyclic compounds which contains SH, NH, OH groups such as benzimidazole, naphth[2,3-c]imidazole, imidazo[4,5-c]-pyridine, purine, pyridine, pyrimidine, pyridazine and s-triazolo[4,3-b]pyridazine. It was used as derivatizing agent in a study to determine cocaine and benzoyl ecgonine in urine using GC with on-column alkylation.

Suitable for the derivatization of primary sulfonamides and trifluoroacetic acid.

Used in the preparation of formamidine derivatives, which are synthetic intermediates.

Used to catalyze the coupling of epoxides with carbon dioxide under solvent free conditions leading to cyclic carbonates.

Other Notes

Reagent for n-dimethylaminomethylene and methyl esters.

Legal Information

LiChropur is a trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• pictograms: GHS02,GHS05,GHS07
• signalword: Danger
• hcodes: H225,H317,H318,H332
• pcodes: P210 - P233 - P280 - P303 + P361 + P353 - P304 + P340 + P312 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Inhalation - Eye Dam. 1 - Flam. Liq. 2 - Skin Sens. 1
• Storage Class: 3 - Flammable liquids
• wgk_germany: WGK 1
• flash_point_f: 42.8 °F
• flash_point_c: 6 °C
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter