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Merck
CN

D189006

4,N,N-Trimethylaniline

99%

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:
99%
Form:
liquid
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vapor density

>1 (vs air)

Quality Level

assay

99%

form

liquid

expl. lim.

7 %

refractive index

n20/D 1.546 (lit.)

bp

211 °C (lit.), 90-92 °C/10 mmHg (lit.)

density

0.937 g/mL at 25 °C (lit.)

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

Application

4,N,N-Trimethylaniline is a tertiary amine that can undergo iron-catalyzed oxidative C-C coupling with phenylacetylene and benzamide in the presence of tert-butylperoxide to form N,4-dimethyl-N-(3-phenylprop-2-ynyl)benzenamine and N-((methyl(p-tolyl)amino)methyl)benzamide, respectively.


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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



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Chemoselective C? H Bond Activation: Ligand and Solvent Free Iron-Catalyzed Oxidative C? C Cross-Coupling of Tertiary Amines with Terminal Alkynes. Reaction Scope and Mechanism.
Volla C M R, et al.
Organic Letters, 11(8), 1701-1704 (2009)
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
D189006-100ML04061833561027
D189006-1L04061833561034
D189006-500ML04061836830694