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394963

Supelco

N,N-Dimethylformamide dimethyl acetal

for GC derivatization, LiChropur

Synonym(s):

1,1-Dimethoxy-N,N-dimethylmethylamine, 1,1-Dimethoxytrimethylamine

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About This Item

Linear Formula:
(CH3)2NCH(OCH3)2
CAS Number:
Molecular Weight:
119.16
Beilstein:
506020
EC Number:
MDL number:
UNSPSC Code:
12000000
PubChem Substance ID:
NACRES:
NA.22

grade

for GC derivatization

Quality Level

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

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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

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Inhalation - Eye Dam. 1 - Flam. Liq. 2 - Skin Sens. 1

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

42.8 °F

Flash Point(C)

6 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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D. Karashima et al.
Biomedical Mass Spectrometry null
Leo M.L. Nollet
Chromatographic Analysis of the Environment, 315-315 (2005)
Tetrahedron, 50, 2255-2255 (1994)
Synthetic Communications, 24, 1617-1617 (1994)
Synthetic Communications, 36, 3141-3141 (2006)

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