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Merck

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:
99-97-8
Molecular Weight:
135.21
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24893566
EC Number:
202-805-4
Beilstein/REAXYS Number:
774409
MDL number:
MFCD00008316
Assay:
99%
Form:
liquid

Key Documents

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InChI key

GYVGXEWAOAAJEU-UHFFFAOYSA-N

InChI

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

SMILES string

CN(C)c1ccc(C)cc1

vapor density

>1 (vs air)

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.)

Quality Level

200

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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.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

target_organs

Respiratory Tract,Blood

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKDB0466
MKCZ8048
MKCZ1599
MKCX3268
MKCX2827

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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)
S G Pereira et al.
Journal of materials science. Materials in medicine, 19(9), 3135-3144 (2008-04-17)
Electron paramagnetic resonance (EPR) was used to study the kinetics of methacrylate radical formation in the monomer mixture 2,2-bis [4-(2-hydroxy-3-methacryloxyprop-1-oxy) phenyl] propane (Bis-GMA)/triethylene glycol dimethacrylate (TEGDMA), in the presence of a photo-initiator system (camphorquinone, CQ/N,N-dimethyl-p-toluidine, DET). Curing-time dependences on the
Seungbum Lee et al.
Journal of biomedical materials research. Part B, Applied biomaterials, 83(2), 391-399 (2007-04-20)
The objective of this investigation was to analyze whether various combinations of the ROS scavengers glutathione (GSH), N-acetyl-cysteine (NAC), and vitamins C and E decrease DNA damage due to visible-light-irradiated (VL-irradiated) camphorquinone/N,N-dimethyl-p-toluidine (CQ/DMT) compared with individual vitamin C or E.
Julie M Hasenwinkel et al.
Journal of biomedical materials research, 59(3), 411-421 (2002-01-05)
Porous-free, two-solution bone cements have been developed in our laboratory as an alternative to commercial powder/liquid formulations. Each pair of solutions consist of poly(methyl methacrylate) (PMMA) powder dissolved in methyl methacrylate (MMA) monomer, with benzoyl peroxide (BPO) added to one
Kouhei Masuki et al.
Dental materials journal, 26(6), 861-869 (2008-01-22)
The aim of this study was to examine the apoptotic and necrotic influence of four dental resin polymerization initiators--namely benzoyl peroxide (BPO), camphorquinone (CQ), dimethylaminoethyl methacrylate (DMAEMA), and dimethyl-para-toluidine (DMPT)--on human gingival fibroblast (HGF) cells. To this end, the growth
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