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41700

Sigma-Aldrich

4,N,N-Trimethylaniline

purum, ≥98.0% (GC)

Synonym(s):

4-Dimethylaminotoluene, N,N-Dimethyl-p-toluidine

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About This Item

Linear Formula:
CH3C6H4N(CH3)2
CAS Number:
99-97-8
Molecular Weight:
135.21
Beilstein:
774409
EC Number:
202-805-4
MDL number:
MFCD00008316
UNSPSC Code:
12352100
PubChem Substance ID:
329756139
NACRES:
NA.22

vapor density

>1 (vs air)

Quality Level

100

grade

purum

Assay

≥98.0% (GC)

form

liquid

expl. lim.

7 %

refractive index

n20/D 1.546 (lit.)
n20/D 1.547

bp

211 °C (lit.)
90-92 °C/10 mmHg (lit.)

density

0.937 g/mL at 25 °C (lit.)

functional group

amine

SMILES string

CN(C)c1ccc(C)cc1

InChI

1S/C9H13N/c1-8-4-6-9(7-5-8)10(2)3/h4-7H,1-3H3

InChI key

GYVGXEWAOAAJEU-UHFFFAOYSA-N

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General description

4,N,N-Trimethylaniline is a N-methyl-N-alkylaniline. Its reaction with vinyl ether catalyzed by CuCl2 has been reported to afford tetrahydroquinolines. Its radical cation undergoes reaction with the anthracene radical anion and generation of electrogenerated chemiluminescence (ECL) has been observed.

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Aquatic Chronic 3 - Carc. 1B - Repr. 2 - Skin Sens. 1 - STOT RE 2 Oral

Target Organs

Reproductive organs

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

168.8 °F - closed cup

Flash Point(C)

76 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK5924
BCCM0762
BCCK9749
BCCH2130
BCCJ6527

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Jacob B Ketter et al.
Journal of the American Chemical Society, 126(32), 10183-10189 (2004-08-12)
Electrogenerated chemiluminescence (ECL) arising from the reaction of radical ions has previously be shown to arise from a variety of states including excited singlets, triplets, excimers, and exciplexes. In this work we describe two systems that form emissive states in
Xianghua Yang et al.
Molecules (Basel, Switzerland), 11(12), 978-987 (2007-11-17)
Tetrahydroquinoline skeletons can be formed by a CuCl2-catalyzed one-pot reaction of N-methyl-N-alkylanilines and vinyl ethers in the presence of t-butyl-hydroperoxide.
Zoe M Wright et al.
Advanced healthcare materials, 10(2), e2001189-e2001189 (2020-12-17)
Graphene oxide and functionalized graphenic materials (FGMs) have promise as platforms for imparting programmable bioactivity to poly(methyl methacrylate) (PMMA)-based bone cement. To date, however, graphenic fillers have only been feasible in PMMA cements at extremely low loadings, limiting the bioactive
Sachiko Kaihara et al.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, 68(1), 67-73 (2007-09-25)
While many synthetic, hydrolytically degradable hydrogels have been developed for biomedical applications, there are only a few examples whose polymer backbone does not form acidic products upon degradation. In order to address this concern, we proposed to develop a hydrogel
Kyle Winter et al.
Biomaterials, 26(26), 5321-5329 (2005-04-09)
Previous investigations have found that visible-light (VL)-irradiated camphorquinone (CQ), in the presence of a tertiary amine (e.g., N,N-dimethyl-p-toluidine, DMT), generates reactive oxygen species and causes oxidative DNA damage in vitro. In this study, oxidative DNA damage produced by VL-irradiated CQ/DMT
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