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Merck
CN

394963

N,N-Dimethylformamide dimethyl acetal

derivatization grade (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:
4637-24-5
Molecular Weight:
119.16
UNSPSC Code:
23151817
NACRES:
NA.22
PubChem Substance ID:
24864631
EC Number:
225-063-3
Beilstein/REAXYS Number:
506020
MDL number:
MFCD00008482
Assay:
>95%
Form:
liquid

Key Documents

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InChI key

ZSXGLVDWWRXATF-UHFFFAOYSA-N

InChI

1S/C5H13NO2/c1-6(2)5(7-3)8-4/h5H,1-4H3

SMILES string

COC(OC)N(C)C

grade

derivatization grade (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

Quality Level

100

bp

102-103 °C/720 mmHg (lit.)

density

0.897 g/mL at 25 °C (lit.)

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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

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Danger

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk

WGK 1

flash_point_f

42.8 °F

flash_point_c

6 °C

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
MKCX9512
MKCX6432
MKCM6840
MKCL9138
MKCJ6304

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