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Merck
CN

41690

4,N,N-Trimethylaniline

≥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:
Molecular Weight:
135.21
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
202-805-4
Beilstein/REAXYS Number:
774409
MDL number:
Assay:
≥98.5% (GC)
Form:
liquid
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vapor density

>1 (vs air)

Quality Level

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

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).

Disclaimer

may discolor to yellowish-green on storage


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pictograms

Skull and crossbonesHealth hazard

signalword

Danger

Storage Class

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

flash_point_f

168.8 °F - closed cup

flash_point_c

76 °C - closed cup

ppe

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

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Acute Tox. 4 Inhalation - Aquatic Chronic 3 - Carc. 1B - Repr. 2 - Skin Sens. 1 - STOT RE 2

target_organs

Respiratory Tract,Blood

Regulatory Information

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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
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
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



Global Trade Item Number

SKUGTIN
41690-500ML04061836826857
41690-100ML04061832089911