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Merck

276170

Sigma-Aldrich

N,N-Dimethylbenzamide

99%

Sinónimos:

DMBZ

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About This Item

Fórmula lineal:
C6H5CON(CH3)2
Número de CAS:
Peso molecular:
149.19
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

form

solid

bp

132-133 °C/15 mmHg (lit.)

mp

43-45 °C (lit.)

functional group

amide
phenyl

SMILES string

CN(C)C(=O)c1ccccc1

InChI

1S/C9H11NO/c1-10(2)9(11)8-6-4-3-5-7-8/h3-7H,1-2H3

InChI key

IMNDHOCGZLYMRO-UHFFFAOYSA-N

General description

N,N-Dimethylbenzamide is a hydrotropic agent and its ability to solubilize drugs with low aqueous solubility has been investigated. It reacts with PhLnI complexes (Ln-Eu, Sm, Yb) to yield benzophenone in good yields. Deuterium exchange labelling experimets on N,N-dimethylbenzamide using [IrH2(Me2CO)2(PPh3)2]BF4 as catalyst and deuterium gas as the source of isotope has been conducted.

Application

Reagent for deoxygenation of secondary alcohols.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves


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L R Hall et al.
The Journal of biological chemistry, 265(21), 12349-12355 (1990-07-25)
Liver microsomal cytochrome P-450 readily N-dealkylates N,N-dimethylamides. N-Methyl-N-hydroxymethyl amides were isolated as intermediates and characterized by gas chromatography-mass spectrometry as their trimethylsilyl ethers. Intramolecular kinetic deuterium isotope effects measured for the enzymic N-demethylation of a series of 12 aromatic and
Ji Young Kim et al.
Journal of controlled release : official journal of the Controlled Release Society, 152(1), 13-20 (2011-03-01)
Polymer micelles have been used widely for delivery of poorly water-soluble drugs. Such drug delivery, however, has been based primarily on hydrophobic interactions. For better drug loading and improved stability, hydrotropic polymer micelles were used. To develop a versatile polymer
Deuterium exchange labelling of substituted aromatics using [IrH2 (Me2CO) 2 (PPh3)2] BF4.
Heys JR, et al.
Journal of Labelled Compounds & Radiopharmaceuticals, 33(5), 431-438 (1993)
Reactions of ethyl-and phenyllanthanide s complexes with n, n-dimethylbenzamide and benzaldehyde.
Yokoo K, et al.
Polyhedron, 2(10), 1101-1102 (1983)
Ji Young Kim et al.
Journal of pharmaceutical sciences, 99(9), 3953-3965 (2010-07-08)
The solubilizing ability of two aromatic hydrotropes, N,N-diethylnicotinamide (DENA) and N,N-dimethylbenzamide (DMBA), was investigated using a set of 13 poorly soluble, structurally diverse drugs. The number of aromatic rings in the solute molecule has a very strong effect on the

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