3-Chloro-4-methylaniline

Base Information

• Chemical Name: 3-Chloro-4-methylaniline
• CAS No.: 95-74-9
• Molecular Formula: C7H8ClN
• Molecular Weight: 141.6
• Hs Code.: Oral rat LD50: 1500 mg/kg
• European Community (EC) Number: 202-446-3
• NSC Number: 96620
• UN Number: 2239
• UNII: 32Y306W7BQ
• DSSTox Substance ID: DTXSID0020286
• Nikkaji Number: J3.569F
• Wikipedia: Starlicide
• Wikidata: Q7602061
• Metabolomics Workbench ID: 55694
• ChEMBL ID: CHEMBL1374337
• Mol file: 95-74-9.mol

Synonyms:3-chloro-4-methylbenzenamine hydrochloride;3-chloro-p-toluidine;3-chloro-p-toluidine hydrochloride;CPTH;DRC-1339;starlicide;starlicide hydrochloride;starlicide monoacetate;starlicide sulfate (2:1)

Chemical Property of 3-Chloro-4-methylaniline

Chemical Property:

• Appearance/Colour: yellow to brown liquid
• Vapor Pressure: 4.973-8.666Pa at 25℃
• Melting Point: 25 °C
• Refractive Index: n20/D 1.584(lit.)
• Boiling Point: 243.1 °C at 760 mmHg
• PKA: pK1: 4.05(+1) (25°C)
• Flash Point: 100.8 °C
• PSA: 26.02000
• Density: 1.18 g/cm³
• LogP: 2.81180
• Storage Temp.: 2-8°C
• Water Solubility.: 1 g/L (20 ºC)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 141.0345270
• Heavy Atom Count: 9
• Complexity: 94.9
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

3-?Chloro-?4-?methylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N,Xn
• Hazard Codes: T,N,Xn
• Statements: 24/25-36/38-43-50/53-36/37/38-22
• Safety Statements: 36/37/39-45-61-60-36/37-26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: CC1=C(C=C(C=C1)N)Cl
• Uses: 2-Chloro-4-aminotoluene has been used in the preparation of 2-chloro-4-cyanotoluene by Sandmeyer reaction with cuprous cyanide.

Technology Process of 3-Chloro-4-methylaniline

There total 25 articles about 3-Chloro-4-methylaniline 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: 99.0%

2-chloro-4-nitrotoluene (121-86-8) → 3-chloro-p-toluidine (95-74-9,827571-80-2)

Guidance literature:

With LaCu_0.67Si_1.33; hydrogen; In isopropyl alcohol; at 120 ℃; for 84h; under 22502.3 Torr; Autoclave;

DOI:10.1021/jacs.7b08252

Reference yield: 91.0%

3-chloro-N-methylaniline (7006-52-2) → 3-chloro-p-toluidine (95-74-9,827571-80-2)

Guidance literature:

With aluminum oxide; aluminium trichloride; for 0.0833333h; microwave irradiation;

Reference yield: 79.0%

4-methyl-3-chlorophenyl azide → 3-chloro-p-toluidine (95-74-9,827571-80-2)

Guidance literature:

With ammonium formate; copper; In water; for 8h; chemoselective reaction; Reflux;

DOI:10.1021/jo200915h

upstream raw materials:

2-chloro-4-nitrotoluene

1-(bromomethyl)-2-chloro-4-nitrobenzene

hydrogenchloride

sulfuric acid

Downstream raw materials:

3-chloro-N,N-bis-(2-hydroxy-ethyl)-4-methyl-aniline

N-(3-chloro-4-methylphenyl)acetamide

N-(3-chloro-4-methylphenyl)formamide

N-(3-chloro-4-methyl-phenyl)-phthalimide

Refernces

• 1、 -. "AMINATION AND HYDROXYLATION OF ARYLMETAL COMPOUNDS". Paragraph 0098; 0134; 0135; 0181. . Retrieved 2018/03/25.
• 2、 Chen, Xu-Ling,Ai, Bai-Ru,Dong, Yu,Zhang, Xiao-Mei,Wang, Ji-Yu. "Hexafluoro-2-propanol-assisted quick and chemoselective nitro reduction using iron powder as catalyst under mild conditions". supporting information. p. 3646 - 3649. Retrieved 2017/08/23.