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515124

Sigma-Aldrich

N,N-Dimethylaniline

ReagentPlus®, 99%

Synonym(s):

N,N-Dimethylaniline, N,N-Dimethylphenylamine, DMA, Dimethylaniline, Dimethylphenylamine

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About This Item

Linear Formula:
C6H5N(CH3)2
CAS Number:
121-69-7
Molecular Weight:
121.18
Beilstein:
507140
EC Number:
204-493-5
MDL number:
MFCD00008304
UNSPSC Code:
12352100
PubChem Substance ID:
57651326
NACRES:
NA.22

Quality Level

200

product line

ReagentPlus®

Assay

99%

form

liquid

refractive index

n20/D 1.557 (lit.)

pH

7.4 (20 °C, 1.2 g/L)

bp

193-194 °C (lit.)

mp

1.5-2.5 °C (lit.)

density

0.956 g/mL at 25 °C (lit.)

application(s)

microbiology

SMILES string

CN(C)c1ccccc1

InChI

1S/C8H11N/c1-9(2)8-6-4-3-5-7-8/h3-7H,1-2H3

InChI key

JLTDJTHDQAWBAV-UHFFFAOYSA-N

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Application

N,N-Dimethylaniline is a tertiary amine used in the synthesis of several triarylmethane dyes like malachite green. It is also used in the synthesis of a magnetic gram stain for the detection of bacteria.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Chronic 2 - Carc. 2

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

167.0 °F - closed cup

Flash Point(C)

75 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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A magnetic Gram stain for bacterial detection.
Budin, Ghyslain et al.
Angewandte Chemie (International Edition in English), 124(31), 7872-7875 (2012)
Triarylmethane Dyes for Artificial Repellent Cotton Fibers.
Montagut, Ana Maria et al.
Chemistry?A European Journal , 23(16), 3810-3814 (2017)
A synthetic study on the preparation of triarylmethanes.
Muthyala, Ramaiah et al.
Dyes and Pigments, 25(4), 303-324 (1994)
Marius Koch et al.
Journal of the American Chemical Society, 134(8), 3729-3736 (2012-01-31)
The fluorescence quenching of 3-cyanoperylene upon electron transfer from N,N-dimethylaniline in three room-temperature ionic liquids (RTILs) and in binary solvent mixtures of identical viscosity has been investigated using steady-state and time-resolved fluorescence spectroscopy. This study was stimulated by previous reports
Yong Wang et al.
The journal of physical chemistry. B, 114(8), 2964-2970 (2010-02-12)
This paper addresses the experimentally observed mechanistic differences between the cytochrome P450-catalyzed N-demethylation of substituted N,N-dimethylanilines (DMA) and of N,N-dimethylbenzamides (DMBA). The two reactions of these substrates are initiated by C-H activation of the methyl groups on the nitrogen. Thus
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