o-Toluidine

Base Information

• Chemical Name: o-Toluidine
• CAS No.: 95-53-4
• Molecular Formula: C7H9N
• Molecular Weight: 107.155
• Hs Code.: 29214300
• European Community (EC) Number: 202-429-0
• ICSC Number: 0341
• NSC Number: 15348
• UN Number: 1708
• UNII: B635MZ0ZLU
• DSSTox Substance ID: DTXSID1026164
• Nikkaji Number: J3.953E
• Wikipedia: O-Toluidine
• Wikidata: Q311695
• NCI Thesaurus Code: C44429
• Metabolomics Workbench ID: 49665
• ChEMBL ID: CHEMBL1381
• Mol file: 95-53-4.mol

Synonyms:2-methylaniline;2-toluidine;2-toluidine hydrochloride;2-toluidine perchlorate;2-toluidine sulfate;2-toluidine, (ar)-isomer;2-toluidine, lithium salt;o-toluidine;ortho-toluidine

Chemical Property of o-Toluidine

Chemical Property:

• Appearance/Colour: Light beige purple liquid
• Vapor Pressure: 0.26 mm Hg ( 25 °C)
• Melting Point: -23 °C
• Refractive Index: n20/D 1.572(lit.)
• Boiling Point: 200.4 °C at 760 mmHg
• PKA: 4.44(at 25℃)
• Flash Point: 84 °C
• PSA: 26.02000
• Density: 0.992 g/cm³
• LogP: 2.15840
• Storage Temp.: 2-8°C
• Sensitive.: Air & Light Sensitive
• Solubility.: 1.5 g/100 mL (25°C)
• Water Solubility.: 1.5 g/100 mL (25 ºC)
• XLogP3: 1.3
• 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%min ^*data from raw suppliers

2-Toluidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T, N, F
• Hazard Codes: T,N,F
• Statements: 45-23/25-36-50-35-20/22-10-39/23/24/25-23/24/25-11
• Safety Statements: 53-45-61-36/37/39-26-36/37-16-7

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: CC1=CC=CC=C1N
• 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 severely irritating to the eyes. 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: This substance is carcinogenic to humans. May cause genetic damage in humans.
• Physical properties: Colorless to pale yellow liquid with an aromatic, aniline-like odor. Becomes reddish-brown on exposure to air and light. Odor threshold concentration is 250 ppb (quoted, Amoore and Hautala, 1983).
• Uses: o-Toluidine is used in the manufacture ofvarious dyes, in printing textiles blue-blackand as an intermediate in rubber chemicals,pesticides, and pharmaceuticals. It was used in determination of glucose in biological materials.It was used as precursor in the synthesis of poly(o-toluidine) and copper nanoparticle composite material. A carcinogenic and toxic aromatic amine contained in hair dye, henna and dyed hair samples. o-Toluidine, is a methemoglobin-inducing chemical and a human carcinogen. Commercial production of o-toluidine was first reported in the United States in 1922. o-Toluidine and its hydrochloride salt are used primarily as intermediates in the manufacture of dyes and pigments for printing textiles, in color photography, and as biologic stains. In addition, o-toluidine is used as an intermediate for rubber vulcanizing chemicals, pharmaceuticals, and pesticides. Other minor uses include intermediate for organic synthesis and clinical laboratory reagent for glucose analysis (IARC, 2000, 2010; Woo and Lai, 2012).

Technology Process of o-Toluidine

There total 374 articles about o-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: 56.0%

chloroform (67-66-3,8013-54-5) + N,N-dimethyl-o-toluidine (609-72-3) → quinoline (91-22-5) + 8-methylquinoline (611-32-5) + 3-chloroquinoline (612-59-9) + o-toluidine (95-53-4)

Guidance literature:

at 550 ℃; Further byproducts given;

Reference yield: 56.0%

chloroform (67-66-3,8013-54-5) + N,N-dimethyl-o-toluidine (609-72-3) → quinoline (91-22-5) + 8-methylquinoline (611-32-5) + 4-chloro-2-methylquinoline (10222-49-8) + o-toluidine (95-53-4)

Guidance literature:

at 550 ℃; Further byproducts given;

Reference yield: 56.0%

chloroform (67-66-3,8013-54-5) + N,N-dimethyl-o-toluidine (609-72-3) → quinoline (91-22-5) + 3-chloroquinoline (612-59-9) + o-toluidine (95-53-4) + N,2-dimethylaniline (611-21-2)

Guidance literature:

at 550 ℃; Further byproducts given;

upstream raw materials:

pyridine

N,N'-di(o-tolyl)thiourea

indole

2-methylchlorobenzene

Downstream raw materials:

2-(2-tolylamino)ethan-1-ol

N,N-bis-(2-hydroxy-ethyl)-o-toluidine

2-o-toluidino-ethanethiol

1-(2-methylphenyl)pyrrolidine

Refernces

• 1、 Atila, Alptug,Kadioglu, Yucel. "Determination of prilocaine HCl in pharmaceutical preparations by GC-MS method". . p. 6650 - 6654. Retrieved 2014.
• 2、 Dong, Zhenhua,Pan, Hongguo,Gao, Pengwei,Xiao, Yongmei,Fan, Lulu,Chen, Jing,Wang, Wentao. "Palladium Immobilized on a Polyimide Covalent Organic Framework: An Efficient and Recyclable Heterogeneous Catalyst for the Suzuki–Miyaura Coupling Reaction and Nitroarene Reduction in Water". . p. 299 - 306. Retrieved 2021/05/10.
• 3、 -. "Multi-functional aromatic amine compound as well as preparation method and application thereof". . . Retrieved 2021/08/14.