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Merck

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:
99-97-8
Molecular Weight:
135.21
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
57650079
EC Number:
202-805-4
Beilstein/REAXYS Number:
774409
MDL number:
MFCD00008316
Assay:
≥98.5% (GC)
Form:
liquid

Key Documents

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vapor density

>1 (vs air)

Quality Level

200

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).

Disclaimer

may discolor to yellowish-green on storage

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

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

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

target_organs

Respiratory Tract,Blood

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP1641
BCCP1640
BCCN7585
BCCN2481
BCCL1816

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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.
Richard Milner
Journal of biomedical materials research. Part B, Applied biomaterials, 68(2), 180-185 (2004-01-23)
Commercially available acrylic bone cements are two-component systems based on the polymerization of methyl methacrylate around poly(methyl methacrylate) particles. When benzoyl peroxide (BPO), which is the initiator, in the powder component meets accelerator (N,N-dimethyl-p-toluidine (DMpT)) in the liquid component, radicals
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.
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
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
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