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Key Documents

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:
Molecular Weight:
121.18
Beilstein:
507140
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

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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)
A synthetic study on the preparation of triarylmethanes.
Muthyala, Ramaiah et al.
Dyes and Pigments, 25(4), 303-324 (1994)
Triarylmethane Dyes for Artificial Repellent Cotton Fibers.
Montagut, Ana Maria et al.
Chemistry?A European Journal , 23(16), 3810-3814 (2017)
Cai-Rong Zhang et al.
Journal of molecular graphics & modelling, 38, 419-429 (2012-11-03)
The photon to current conversion efficiency of dye-sensitized solar cells (DSCs) can be significantly affected by dye sensitizers. The design of novel dye sensitizers with good performance in DSCs depend on the dye's information about electronic structures and optical properties.
Haijun Li et al.
Organic letters, 11(18), 4176-4179 (2009-08-18)
Methylene-bridged bis-1,3-dicarbonyl derivatives were synthesized efficiently by iron-catalyzed oxidative reactions of 1,3-dicarbonyl compounds and N,N-dimethylaniline. Bipyrazoles and substituted 1,4-dihydropyridine were obtained by the reactions of bis-1,3-dicarbonyl compounds with hydrazines and ammonium acetate, respectively.

Protocols

HPLC Analysis of Aniline Homologs on Discovery® C18

Protocol for GC Analysis of Anilines on Equity®-5

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