2-Chloro-6-methylaniline

Base Information

• Chemical Name: 2-Chloro-6-methylaniline
• CAS No.: 87-63-8
• Molecular Formula: C7H8ClN
• Molecular Weight: 141.6
• Hs Code.: 29214300
• European Community (EC) Number: 201-759-2
• NSC Number: 60121
• UNII: 76F11RQ7TB
• DSSTox Substance ID: DTXSID8058956
• Nikkaji Number: J3.539D
• Wikidata: Q27266484
• Mol file: 87-63-8.mol

Synonyms:2-Chloro-6-methylaniline;87-63-8;6-Chloro-o-toluidine;2-Amino-3-chlorotoluene;6-CHLORO-2-METHYLANILINE;Benzenamine, 2-chloro-6-methyl-;3-Chloro-2-aminotoluene;2-Methyl-6-chloroaniline;6-Chloro-2-toluidine;o-Toluidine, 6-chloro-;2-CHLORO-6-METHYL-ANILINE;6-Chloro-o-toluidine (NH2=1);2-Chloro-6-Methylaninile;EINECS 201-759-2;NSC 60121;6-chloro-2-methyl aniline;BRN 0774624;UNII-76F11RQ7TB;2-chloro-6-methylbenzenamine;76F11RQ7TB;Benzenamine, 6-chloro-2-methyl-;NSC-60121;4-12-00-01789 (Beilstein Handbook Reference);6-Chloro-o-toluidine [NH2=1];2-chloro-6-methylphenylamine;NSC60121;6-chlor-o-toluidin;6-Chlor-ortho-toluidin;2-chloro-6-methyl aniline;2-methyl-6-chloro aniline;WLN: ZR BG F1;SCHEMBL94065;6-chloro-2-methylbenzenamine;2-chloranyl-6-methyl-aniline;2-chloro-6-methyl-phenylamine;(2-Chloro-6-methylphenyl)amine;DTXSID8058956;2-Chloro-6-methylaniline, 98%;CS-D1492;GEO-00703;MFCD00007679;STL164360;AKOS005254415;AC-4800;GS-3024;BP-13318;LS-154332;AM20060325;FT-0611875;EN300-78799;A842321;W-200515;Q27266484;2CM

Chemical Property of 2-Chloro-6-methylaniline

Chemical Property:

• Appearance/Colour: clear yellow to red-brown liquid
• Vapor Pressure: 0.151mmHg at 25°C
• Melting Point: 2 °C
• Refractive Index: n20/D 1.576(lit.)
• Boiling Point: 215 °C at 760 mmHg
• PKA: 2.51±0.10(Predicted)
• Flash Point: 98.9 °C
• PSA: 26.02000
• Density: 1.18 g/cm³
• LogP: 2.81180
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• Water Solubility.: Immiscible
• XLogP3: 2.2
• 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

Purity/Quality:

98% min ^*data from raw suppliers

2-Chloro-6-methylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)Cl)N
• Uses: 2-Chloro-6-methylaniline is a substituted aniline used in the preparation of various pharmaceutical compounds. 2-Chloro-6-methylaniline showed inhibition of the polymerization of vinyl acetate.

Technology Process of 2-Chloro-6-methylaniline

There total 23 articles about 2-Chloro-6-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: 82.5%

3-chloro-5-methyl-4-nitroaniline → 2-chloro-6-methylaniline (87-63-8)

Guidance literature:

3-chloro-5-methyl-4-nitroaniline; With sulfuric acid; sodium nitrite; In water; at 0 ℃; for 0.5h;

With hypophosphorous acid; In water; at 0 ℃; for 3h;

With iron; In water; at 90 ℃; for 4h; Reagent/catalyst;

Reference yield: 82.0%

2-bromo-1-chloro-3-methylbenzene (69190-56-3) → 2-chloro-6-methylaniline (87-63-8)

Guidance literature:

With ammonium hydroxide; L-2-O-methyl-chiro-inositol; copper(II) acetate monohydrate; In 1-methyl-pyrrolidin-2-one; at 110 ℃; for 12h;

DOI:10.1055/s-0039-1690707

Reference yield: 65.0%

o-toluidine (95-53-4) → 2-chloro-6-methylaniline (87-63-8)

Guidance literature:

With N-chloro-succinimide; 1-(3,5-bis(trifluoromethyl)phenyl)-3-((1S,2S)-2-(mesitylselanyl)-2,3-dihydro-1H-inden-1-yl)thiourea; In chloroform-d1; at 0 ℃; for 12h; regioselective reaction;

DOI:10.1021/acs.joc.0c01917

upstream raw materials:

1-azido-2-methyl-benzene

6-amino-5-chloro-toluene-3-sulfonic acid

N-(o-tolyl)hydroxylamine

N-(2-chloro-6-methylphenyl)pivalamide

Downstream raw materials:

N-(6-chloro-2-methylphenyl)acetamide

N-(2-chloro-ethyl)-N'-(2-chloro-6-methyl-phenyl)-urea

2-chloro-6-methylphenyl isothiocyanate

2-chloro-6-methylphenyl isocyanide

Refernces

• 1、 -. "Preparation method of 2-chloro-6-methylaniline". Paragraph 0030-0040. . Retrieved 2021/02/13.
• 2、 Yue, Shengnan,Wang, Xueguang,Li, Shaoting,Sheng, Yao,Zou, Xiujing,Lu, Xionggang,Zhang, Chunlei. "Highly selective hydrogenation of halogenated nitroarenes over Ru/CN nanocomposites by: In situ pyrolysis". . p. 11861 - 11869. Retrieved 2020/07/28.