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41690

Sigma-Aldrich

4,N,N-Trimethylaniline

catalyst grade (for peroxide polymerization), ≥98.5% (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/REAXYS Number:
774409
EC Number:
202-805-4
MDL number:
MFCD00008316
UNSPSC Code:
12352100
PubChem Substance ID:
57650079
NACRES:
NA.22

grade

catalyst grade (for peroxide polymerization)

Quality Level

200

vapor density

>1 (vs air)

assay

≥98.5% (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

0.936 g/mL at 20 °C
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.

Application

  • Charge-transfer complexes for redox polymerization: 4,N,N-Trimethylaniline used for on-demand amine/peroxide redox polymerization. This research offers a new perspective on the use of 4,N,N-Trimethylaniline in creating controlled polymer structures, which is crucial for various industrial and pharmaceutical applications (Garra et al., 2018).

Caution

may discolor to yellowish-green on storage

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

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

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

wgk_germany

WGK 3

flash_point_f

168.8 °F - closed cup

flash_point_c

76 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL1816
BCCL8773
BCCL8772
BCCK8697
BCCM1302

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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
Anuradha Prakki et al.
Dental materials : official publication of the Academy of Dental Materials, 25(1), 26-32 (2008-09-02)
The purpose of this study was to evaluate the effect of two additives, propionaldehyde/aldehyde or 2,3-butanedione/diketone, on mechanical properties of Bis-GMA-based composites containing TEGDMA, propoxylated Bis-GMA (CH(3)Bis-GMA) or propoxylated fluorinated Bis-GMA (CF(3)Bis-GMA). Three control composites, Bis-GMA/diluent monomer (25/75 mol%), and
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
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
Chiemi Hirabayashi et al.
Dental materials journal, 21(4), 314-321 (2003-03-01)
Polymerization characteristics of poly (methyl methacrylate)(PMMA)/(methyl methacrylate) (MMA) resin initiated by tributylborane (TBB) were compared with those by benzoyl peroxide (BPO)/N,N-dimethyl-p-toluidine and camphorquinone (CQ)/N,N-dimethylaminoethyl methacrylate from the aspects of temporal changes of residual MMA and molecular weight up to 4
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