623-08-5

Basic information

• Product Name: N-METHYL-P-TOLUIDINE
• Synonyms: N-METHYL-P-TOLUIDINE;N,4-DIMETHYLANILINE;n,4-dimethyl-benzenamin;N,4-Dimethylbenzenamine;N,p-Dimethylaniline;N-Methyl-4-methylaniline;p,N-Dimethylaniline;p-Toluidine, N-methyl-
• CAS NO: 623-08-5
• Molecular Formula: C₈H₁₁N
• Molecular Weight: 121.18
• EINECS: 210-769-6
• Product Categories: Amines;C8;Nitrogen Compounds
• Mol File: 623-08-5.mol
• Article Data: 174

Chemical Properties

• Melting Point: -10.08°C (estimate)
• Boiling Point: 212 °C(lit.)
• Flash Point: 183 °F
• Appearance: clear yellow to brown liquid
• Density: 0.958 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.197mmHg at 25°C
• Refractive Index: n20/D 1.557(lit.)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 5.26±0.12(Predicted)
• CAS DataBase Reference: N-METHYL-P-TOLUIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-METHYL-P-TOLUIDINE(623-08-5)
• EPA Substance Registry System: N-METHYL-P-TOLUIDINE(623-08-5)

Safety Data

• Hazard Codes: T
• Statements: 23/24/25-33-52/53
• Safety Statements: 28-36/37-45-61-28A
• RIDADR: UN 2810 6.1/PG 2
• WGK Germany: 3
• HazardClass: 6.1(a)
• PackingGroup: II
• Hazardous Substances Data: 623-08-5(Hazardous Substances Data)

Usage

Chemical Properties

CLEAR YELLOW TO BROWN LIQUID

General Description

N-Methyl-p-toluidine is an aromatic secondary amine. It forms social isomers when encapsulated with a molecule of chloroform or benzene in a cylindrical capsule. 2-amino-4,6-dichloropyrimidine-5-carbaldehyde undergoes mono-amination with N-methyl-p-toluidine to form a precursor for the preparation of pyrazolo[3,4-d]pyrimidines. It annelates with dimethyl acetylenedicarboxylate via formation of toluidine radical cation intermediate.

InChI:InChI=1/C8H11N/c1-7-3-5-8(9-2)6-4-7/h3-6,9H,1-2H3

Upstream product

• 186581-53-3 diazomethane 
• 106-49-0 p-toluidine 
• 917-64-6 methyl magnesium iodide 
• 60-29-7 diethyl ether 
• 99-99-0 1-methyl-4-nitrobenzene 
• 64-17-5 ethanol 
• 17450-22-5 bis(4-methylphenylamino)methane 
• 540-23-8 p-toluidine hydrochloride 
• 6380-10-5 N-methyl-N-(4-methylphenyl)-p-toluenesulfonamide 
• 32111-89-0 methyl-p-tolyl-carbamonitrile 
• 67-56-1 methanol 
• 74-87-3 methylene chloride 
• 4727-41-7 dimethylsulfonioacetate 
• 80-48-8 methyl p-toluene sulfonate 

Downstream Products

• 16062-76-3 1,5-bis-(N-methyl-p-toluidino)-pentamethinium ; bromide 
• 53761-42-5 1,4,6-trimethylquinolin-2(1H)-one 
• 13020-97-8 N-methyl-N-(4-methylphenyl)carbamoyl chloride 
• 101092-33-5 N-methyl-N-(p-tolyl)benzo[d]thiazol-2-amine 
• 19732-23-1 4,N-dimethyl-6-(N-methyl-p-toluidinomethyl)aniline 
• 64672-68-0 2-[methyl(p-tolyl)amino]acetonitrile 
• 107521-44-8 bis-(N-methyl-p-toluidinomethyl)-peroxide 
• 7137-82-8 N,N'-dimethyl-N,N'-di-p-tolylmethanediamine 
• 101281-22-5 methyl-(6-methyl-benzothiazol-2-yl)-p-tolyl-amine 
• 115818-32-1 3-methyl-1-phenyl-3-p-tolyl-triazene 
• 55246-78-1 methyl(p-tolyl)carbamothioic chloride 
• 62166-71-6 (N-methyl-p-toluidino)-ethenetricarbonitrile 
• 114492-95-4 O⁴,O⁶-((R)-benzylidene)-1-(N-methyl-p-toluidino)-1-deoxy-D-fructose 

Relevant articles and documents

SYNTHESIS OF CYCLOPROPYLAMINOOXOSULFONIUM SALTS BY THE REACTION OF DIAMINOOXOSULFONIUM YLIDES WITH ALDEHYDES

The title compounds have been synthesized by the reaction of diaminooxosulfonium methylides with aldehydes as isomeric mixtures in good yields.These ylides reacted with aldehydes to give betaines, which formed unusual four-membered cyclic alkoxyoxosulfonium salts.Another methylide further attacked α-carbon of these salts to afford cyclopropyldiaminooxosulfonium salts.

Reusable Co-nanoparticles for general and selectiveN-alkylation of amines and ammonia with alcohols

A general cobalt-catalyzedN-alkylation of amines with alcohols by borrowing hydrogen methodology to prepare different kinds of amines is reported. The optimal catalyst for this transformation is prepared by pyrolysis of a specific templated material, which is generatedin situby mixing cobalt salts, nitrogen ligands and colloidal silica, and subsequent removal of silica. Applying this novel Co-nanoparticle-based material, >100 primary, secondary, and tertiary amines includingN-methylamines and selected drug molecules were conveniently prepared starting from inexpensive and easily accessible alcohols and amines or ammonia.

Nanosized CdS as a Reusable Photocatalyst: The Study of Different Reaction Pathways between Tertiary Amines and Aryl Sulfonyl Chlorides through Visible-Light-Induced N-Dealkylation and C-H Activation Processes

It has been found that the final products of the reaction of sulfonyl chlorides and tertiary amines in the presence of cadmium sulfide nanoparticles under visible light irradiation are highly dependent on the applied reaction conditions. Interestingly, with the change of a reaction condition, different pathways were conducted (visible-light-induced N-dealkylation or sp3 and sp2 C-H activation) that lead to different products such as secondary amines and various sulfonyl compounds. Remarkably, all of these reactions were performed under visible light irradiation and an air atmosphere without any additive or oxidant in benign solvents or under solvent-free conditions. During this study, the CdS nanoparticles as affordable, heterogeneous, and recyclable photocatalysts were designed, successfully synthesized, and fully characterized and applied for these protocols. During these studies, intermediates resulting from the oxidation of tertiary amines are trapped during the photoinduced electron transfer (PET) process. The reaction was carried out efficiently with a variety of substrates to give the corresponding products at relatively short times in good to excellent yields in parallel with the use of the visible light irradiation as a renewable energy source. Most of these processes are novel or are superior in terms of cost-effectiveness, safety, and simplicity to published reports.