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Sigma-Aldrich

4,N,N-Trimethylaniline

catalyst grade (for peroxide polymerization), ≥98.5% (GC)

Synonyme(s) :

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

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About This Item

Formule linéaire :
CH3C6H4N(CH3)2
Numéro CAS:
99-97-8
Poids moléculaire :
135.21
Numéro Beilstein :
774409
Numéro CE :
202-805-4
Numéro MDL:
MFCD00008316
Code UNSPSC :
12352100
ID de substance PubChem :
57650079
Nomenclature NACRES :
NA.22

Qualité

catalyst grade (for peroxide polymerization)

Niveau de qualité

200

Densité de vapeur

>1 (vs air)

Pureté

≥98.5% (GC)

Forme

liquid

Limite d'explosivité

7 %

Indice de réfraction

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

Point d'ébullition

211 °C (lit.)
90-92 °C/10 mmHg (lit.)

Densité

0.936 g/mL at 20 °C
0.937 g/mL at 25 °C (lit.)

Chaîne SMILES 

CN(C)c1ccc(C)cc1

InChI

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

Clé InChI

GYVGXEWAOAAJEU-UHFFFAOYSA-N

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Catégories apparentées

Description générale

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).

Attention

may discolor to yellowish-green on storage

Pictogrammes

Skull and crossbonesHealth hazard
GHS06,GHS08

Mention d'avertissement

Danger

Classification des risques

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

Organes cibles

Reproductive organs

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

168.8 °F - closed cup

Point d'éclair (°C)

76 °C - closed cup

Équipement de protection individuelle

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

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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.
Y Nomura et al.
Journal of materials science. Materials in medicine, 17(1), 29-32 (2006-01-04)
The polymerization initiators for resins cured using visible light usually consist of a photosensitizer, primarily camphorquinone (CQ), and a reducing agent, which is often a tertiary amine (DMPT, DMAEMA), while the initiator used for self-curing resins consists of benzoyl peroxide
M Noda et al.
Journal of biomedical materials research. Part A, 83(1), 123-129 (2007-03-27)
Resin composites are widely used in dentistry, and are polymerized in situ using a blue-light activated, free-radical polymerization mechanism. Blue light (400-500nm) is used to activate camphoroquinone (CQ), which decomposes to form free radicals that are stabilized by dimethyl-p-toludine (DMPT).
Yi-Ching Li et al.
Journal of biomedical materials research. Part B, Applied biomaterials, 84(1), 58-63 (2007-04-25)
9-Fluorenone (9F), the aromatic photosensitizer, is widely used as an initiator in visible-light (VL) cured resin systems. There is growing concern that 9F may produce genetic damage by inducing mutation. In this study, 9F in the presence or absence of
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