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345415

Sigma-Aldrich

N-Methoxy-N-methylbenzamide

98%

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About This Item

Linear Formula:
C6H5CON(OCH3)CH3
CAS Number:
6919-61-5
Molecular Weight:
165.19
MDL number:
MFCD00075320
UNSPSC Code:
12352100
PubChem Substance ID:
24861315
NACRES:
NA.22

Quality Level

100

Assay

98%

form

liquid

refractive index

n20/D 1.533 (lit.)

bp

70 °C/0.1 mmHg (lit.)

density

1.085 g/mL at 25 °C (lit.)

functional group

amine
phenyl

SMILES string

CON(C)C(=O)c1ccccc1

InChI

1S/C9H11NO2/c1-10(12-2)9(11)8-6-4-3-5-7-8/h3-7H,1-2H3

InChI key

UKERDACREYXSIV-UHFFFAOYSA-N

General description

N-Methoxy-N-methylbenzamide is an N,N-disubstituted benzamide. also referred as Weinreb amide., Hydrogen bonding interactions between thioacetamide and N-methoxy-N-methylbenzamide has been investigated using near-infrared absorption spectroscopy. Preparation of N-methoxy-N-methylbenzamide has been reported.

Application

N-Methoxy-N-methylbenzamide may be used in the preparation of β-trifluoromethyl enaminones.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
MKBN4695
MKBD9743
MKBC2310
MKBB0665
54796TJ

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An efficient conversion of carboxylic acids into Weinreb amides.
Katritzky AR, et al.
ARKIVOC (Gainesville, FL, United States), 11, 39-44 (2002)
Near-infrared spectroscopic studies of the hydrogen bonding between thioacetamide and< i> N</i>,< i> N</i>-disubstituted benzamide derivatives in CCl< sub> 4</sub>.
Choi YS, et al.
Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy, 52(13), 1779-1783 (1996)
A novel approach to ?-trifluoromethyl enaminones.
Jeong IH, et al.
Tetrahedron Letters, 43(40), 7171-7174 (2002)
Kazuhito Hioki et al.
Chemical & pharmaceutical bulletin, 52(4), 470-472 (2004-04-02)
Weinreb amides were successfully prepared from the corresponding carboxylic acids using 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride (DMT-MM) in the solvents, methanol, isopropyl alcohol, and acetonitrile, which can solubilize DMT-MM. A variety of carboxylic acids were converted to the corresponding Weinreb amides in excellent

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