m-Toluidine

Base Information

• Chemical Name: m-Toluidine
• CAS No.: 108-44-1
• Molecular Formula: C7H9N
• Molecular Weight: 107.155
• Hs Code.: 29214300
• European Community (EC) Number: 203-583-1
• ICSC Number: 0342
• NSC Number: 15349
• UN Number: 1708
• UNII: 006FKQ96T3
• DSSTox Substance ID: DTXSID1026792
• Nikkaji Number: J3.249B
• Wikidata: Q1880736
• ChEMBL ID: CHEMBL3182179
• Mol file: 108-44-1.mol

Synonyms:3-aminotoluene;3-toluidine;3-toluidine hydrochloride;3-toluidine monolithium;3-toluidine perchlorate;3-toluidine sulfate (1:1);3-toluidine sulfate (2:1);3-toluidine tosylate;3-toluidine triphosphate (4:1);m-toluidine;meta-toluidine

Chemical Property of m-Toluidine

Chemical Property:

• Appearance/Colour: Colorless oily liquid
• Vapor Pressure: 0.278mmHg at 25°C
• Melting Point: -30 ºC
• Refractive Index: n20/D 1.567(lit.)
• Boiling Point: 203.4 ºC at 760 mmHg
• PKA: 4.73(at 25℃)
• Flash Point: 85.6 ºC
• PSA: 26.02000
• Density: 0.989 g/cm³
• LogP: 2.15840
• Storage Temp.: Refrigerator
• Solubility.: 0.2 g/100 mL (20°C)
• Water Solubility.: 0.2 g/100 mL (20 ºC)
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 107.073499291
• Heavy Atom Count: 8
• Complexity: 70.8
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

m-Toluidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N
• Hazard Codes: T,N
• Statements: 45-23/24/25-33-50
• Safety Statements: 53-28-36/37-45-61-28A

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: CC1=CC(=CC=C1)N
• Inhalation Risk: Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly on spraying.
• Effects of Short Term Exposure: The substance is irritating to the eyes. The substance is mildly irritating to the skin. The substance may cause effects on the blood. This may result in the formation of methaemoglobin. The effects may be delayed. Medical observation is indicated.
• Effects of Long Term Exposure: The substance may have effects on the blood. This may result in the formation of methaemoglobin.
• Uses: Dyes, manufacture of organic chemicals. m-Toluidine is an intermediate in the manu facture of dyes and other chemicals. m-Toluidine is used in the manufacture of organic chemicals. It is also used in manufacture of various dyes and pigments, photo chemicals, pharmaceutical intermediates.antioxidants, curing agent, accelerator for polymer and rubber industry.

Technology Process of m-Toluidine

There total 199 articles about m-Toluidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 48.0%

1-methyl-3-nitrobenzene (99-08-1) → 3'-methylbenzanilide (582-77-4) + N,N'-di(m-tolyl)urea (620-50-8) + 1-amino-3-methylbenzene (108-44-1)

Guidance literature:

With carbon monoxide; benzene; dodecacarbonyltetrarhodium⁽⁰⁾; at 220 ℃; for 6h;

DOI:10.1246/cl.1980.439

Reference yield: 48.0%

carbon monoxide (201230-82-2) + 1-methyl-3-nitrobenzene (99-08-1) → 3'-methylbenzanilide (582-77-4) + N,N'-di(m-tolyl)urea (620-50-8) + 1-amino-3-methylbenzene (108-44-1)

Guidance literature:

With benzene; dodecacarbonyltetrarhodium⁽⁰⁾; at 220 ℃; for 6h;

DOI:10.1246/cl.1980.439

Reference yield: 40.0%

1-methyl-3-nitrobenzene (99-08-1) → 1-amino-3-methylbenzene (108-44-1) + 3,3'-dimethylazobenzene (588-04-5)

Guidance literature:

With hydridotri-ironundecacarbonylate; In hexane; Ambient temperature;

DOI:10.1039/c39800000821

upstream raw materials:

3-methylcyclohex-2-enone oxime

acetic anhydride

acetyl chloride

4-methylanthranilic acid

Downstream raw materials:

3-oxo-N-m-tolylbutanamide

1-(m-tolyl)pyrrolidine-2,5-dione

N-m-tolylsuccinamic acid

N-(3-methylphenyl)thiophene-2-carboxamide

Refernces

• 1、 Hakki, Amer,Dillert, Ralf,Bahnemann, Detlef W.. "Arenesulfonic acid-functionalized mesoporous silica decorated with titania: A heterogeneous catalyst for the one-pot photocatalytic synthesis of quinolines from nitroaromatic compounds and alcohols". . p. 565 - 572. Retrieved 2013.
• 2、 Mousavi, Hossein,Zeynizadeh, Behzad,Younesi, Reza,Esmati, Mozhgan. "Simple and Practical Synthesis of Various New Nickel Boride-Based Nanocomposites and their Applications for the Green and Expeditious Reduction of Nitroarenes to Arylamines under Wet-Solvent-Free Mechanochemical Grinding". . p. 595 - 609. Retrieved 2018.
• 3、 Salzberg. "-". . p. 4307. Retrieved 1950.
• 4、 Kotha, Surya Srinivas,Sharma, Nidhi,Sekar, Govindasamy. "Stable and reusable platinum nanocatalyst: An efficient chemoselective reduction of nitroarenes in water". . p. 1410 - 1413. Retrieved 2016.
• 5、 Horta, Pedro,Ku, Nihal,Henriques, Marta Sofia C.,Paixo, Jos A.,Coelho, Lis,Nogueira, Ftima,O'Neill, Paul M.,Fausto, Rui,Cristiano, Maria Lurdes Santos. "Quinolone-Hydroxyquinoline Tautomerism in Quinolone 3-Esters. Preserving the 4-Oxoquinoline Structure To Retain Antimalarial Activity". . p. 12244 - 12257. Retrieved 2015.
• 6、 Kumar, Pookot Sunil,Lokanatha Rai, Kuriya M.. "Reduction of aromatic nitro compounds to amines using zinc and aqueous chelating ethers: Mild and efficient method for zinc activation". . p. 772 - 778. Retrieved 2012.
• 7、 Yuasa, Mana,Sumida, Ryuki,Tanaka, Yuya,Yoshizawa, Michito. "Selective Encapsulation and Unusual Stabilization of cis-Isomers by a Spherical Polyaromatic Cavity". supporting information. . Retrieved 2022/02/02.
• 8、 Azadi, Sedigheh,Esmaeilpour, Mohsen,Sardarian, Ali Reza. "Magnetically‐recoverable Schiff base complex of Pd(II) immobilized on Fe3O4@SiO2 nanoparticles: an efficient catalyst for the reduction of aromatic nitro compounds to aniline derivatives". . p. 809 - 821. Retrieved 2021/07/20.