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276170

Sigma-Aldrich

N,N-Dimethylbenzamide

99%

Synonym(s):

DMBZ

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About This Item

Linear Formula:
C6H5CON(CH3)2
CAS Number:
611-74-5
Molecular Weight:
149.19
EC Number:
210-279-2
MDL number:
MFCD00008320
UNSPSC Code:
12352100
PubChem Substance ID:
24856689
NACRES:
NA.22
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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[1]. It reacts with PhLnI complexes (Ln-Eu, Sm, Yb) to yield benzophenone in good yields[2]. 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[3].

Application

Reagent for deoxygenation of secondary alcohols.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
02124BI
03804AV
03807HU
14810LR
13923AS

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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
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
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)
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
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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Questions

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    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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