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Key Documents

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276170

Sigma-Aldrich

N,N-Dimethylbenzamide

99%

Sinónimos:

DMBZ

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About This Item

Fórmula lineal:
C6H5CON(CH3)2
Número de CAS:
611-74-5
Peso molecular:
149.19
EC Number:
210-279-2
MDL number:
MFCD00008320
UNSPSC Code:
12352100
PubChem Substance ID:
24856689
NACRES:
NA.22

assay

99%

form

solid

bp

132-133 °C/15 mmHg (lit.)

mp

43-45 °C (lit.)

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
GHS07

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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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)
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
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
Reactions of ethyl-and phenyllanthanide s complexes with n, n-dimethylbenzamide and benzaldehyde.
Yokoo K, et al.
Polyhedron, 2(10), 1101-1102 (1983)
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