N,N-Dimethyl-p-toluidine - ≥98%(GC) , CAS No.99-97-8

CAS: 99-97-8 Cat. No.: N158974 Molecular Weight: 135.21 Beilstein Registry Number: 774409 EC Number: 202-805-4

GRADE & PURITY ≥98%(GC)

Synonyms

dimethyl-(p-tolyl)-amine | NSC1785 | FT-0656134 | N,N,4-TRIMETHYLANILINE | 1-(Dimethylamino)-4-methylbenzene | N,4-Trimethylaniline | W-100002 | 4-Dimethylaminotoluene | E75885 | SMR001216586 | 4,N,N-Trimethylaniline, purum, >=98.0% (GC) | MLS001050174 |

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

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.

Purpose
N,N-Dimethyl-p-toluidine 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.

Specifications

Synonyms

dimethyl-(p-tolyl)-amine | NSC1785 | FT-0656134 | N, N, 4-TRIMETHYLANILINE | 1-(Dimethylamino)-4-methylbenzene | N, 4-Trimethylaniline | W-100002 | 4-Dimethylaminotoluene | E75885 | SMR001216586 | 4, N, N-Trimethylaniline, purum, >=98.0% (GC) | MLS001050174 |

Specifications & Purity

≥98%(GC)

Storage

Argon charged, Room temperature

Shipped In

Normal

Purity

≥98%(GC)

Names and Identifiers

• Pubchem Sid: 488180450
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488180450
• Canonical Smiles: CC1=CC=C(C=C1)N(C)C
• IUPAC Name: N,N,4-trimethylaniline
• InChIKey: GYVGXEWAOAAJEU-UHFFFAOYSA-N
• INCHI: 1S/C9H13N/c1-8-4-6-9(7-5-8)10(2)3/h4-7H,1-3H3
• Isomeric SMILES: CC1=CC=C(C=C1)N(C)C
• WGK Germany: 3
• RTECS: XU5803000
• UN Number: 2810
• Packing Group: I
• Molecular Weight: 135.21
• Beilstein: 774409
• Reaxy-Rn: 774409
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=774409&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Toluenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Toluenes
• Intermediate Tree Nodes: Not available
• Direct Parent: Aminotoluenes
• Alternative Parents: Dialkylarylamines Aniline and substituted anilines Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Aminotoluene - Aniline or substituted anilines - Dialkylarylamine - Tertiary aliphatic/aromatic amine - Tertiary amine - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organonitrogen compound - Amine - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as aminotoluenes. These are organic aromatic compounds containing a benzene that carries a single methyl group and one amino group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

TSHR Tclin Thyroid stimulating hormone receptor (29986 Activities)

Discover Target: TSHR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PPARG Tclin Peroxisome proliferator-activated receptor gamma (15191 Activities)

Discover Target: PPARG

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Miscible with alcohol, ether and chloroform. Immiscible with water.
• Sensitivity: Air Sensitive
• Refractive Index: 1.55
• Flash Point(°F): 168.8 °F
• Flash Point(°C): 76 °C
• Boil Point(°C): 90-92 °C/10 mmHg
• Molecular Weight: 135.210 g/mol
• XLogP3: 2.800
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 135.105 Da
• Monoisotopic Mass: 135.105 Da
• Topological Polar Surface Area: 3.200 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 90.900
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Jingyan Ming, Hongquan Fu, Guangxing Yang, Hongjuan Wang, Jiangnan Huang, Feng Peng, Yonghai Cao, Hao Yu.  (2022)  Quantification of electron transfer on carbon nanotubes: Effect of edge defects on electro-oxidation of glycerol catalyzed by platinum.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2022.140826]

2. Fan Yang, Hongbo Yu, Chunzheng Wu, Shiwei Wang, Tong Li, Hongfeng Yin.  (2022)  RhCu Bimetallic Nanoparticles in Hollow Carbon Spheres for Catalytic Halonitrobenzene Chemoselective Hydrogenation.  ACS Applied Nano Materials,      [PMID:] [10.1021/acsanm.2c02358]

3. Youlu Che, Shan Min, Mohong Wang, Minyu Rao, Changyun Quan.  (2019)  Biological activity of hydroxyapatite/poly(methylmethacrylate) bone cement with different surface morphologies and modifications for induced osteogenesis.  JOURNAL OF APPLIED POLYMER SCIENCE,  136  (47): (48188).  [PMID:] [10.1002/app.48188]

4. Binzhi Wang, Yuewen Huang, Bin Wang, Ruixiang Zhou, Feng Wang, Hui Liu.  (2025)  A silicone-modified UV-curable pressure-sensitive adhesive initiated by redox-induced bulk polymerization, exhibiting excellent water resistance and aging resistance.  POLYMER ENGINEERING AND SCIENCE,      [PMID:] [10.1002/pen.27199]

5. Xueqiang Shao, Changyu Fu, Yujing Zhang, Jinyi Chen, Jinbei Yang, Zhongliang Yao.  (2025)  Novel Self-Solidifying Polymeric Ionic Liquid via Phenolic Condensation as Efficient and Reusable Catalyst for Biodiesel Production.  Asia-Pacific Journal of Chemical Engineering,      [PMID:] [10.1002/apj.70007]