2-(Chloromethyl)aniline hydrochloride

Base Information

• Chemical Name: 2-(Chloromethyl)aniline hydrochloride
• CAS No.: 88301-81-9
• Molecular Formula: C7H8ClN.ClH
• Molecular Weight: 178.061
• DSSTox Substance ID: DTXSID70495848
• Mol file: 88301-81-9.mol

Synonyms:2-(chloromethyl)aniline hydrochloride;88301-81-9;SCHEMBL2187146;DTXSID70495848;GNQNKEIEADCBFT-UHFFFAOYSA-N;2-aminobenzyl chloride hydrochloride;2-(chloromethyl) aniline hydrochloride;2-(Chloromethyl)aniline--hydrogen chloride (1/1)

Chemical Property of 2-(Chloromethyl)aniline hydrochloride

Chemical Property:

• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 177.0112047
• Heavy Atom Count: 10
• Complexity: 85

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)CCl)N.Cl

Technology Process of 2-(Chloromethyl)aniline hydrochloride

There total 4 articles about 2-(Chloromethyl)aniline hydrochloride 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: 92.3%

2-<(Methylsulfinyl)methyl>aniline (92643-47-5) → o-aminobenzyl chloride hydrochloride (88301-81-9)

Guidance literature:

With hydrogenchloride; In 1,2-dichloro-ethane; at 50 ℃; for 5h; Heating;

DOI:10.1021/jo00198a025

Reference yield:

2-Aminobenzyl alcohol (5344-90-1) → o-aminobenzyl chloride hydrochloride (88301-81-9)

Guidance literature:

With thionyl chloride; In chloroform; at 20 ℃; for 1h;

DOI:10.1016/j.tet.2007.09.079

Reference yield:

2-methylthiomethylaniline (34774-84-0) → o-aminobenzyl chloride hydrochloride (88301-81-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 79.3 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 0 °C

2: 92.3 percent / HCl gas / 1,2-dichloro-ethane / 5 h / 50 °C / Heating

With hydrogenchloride; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; 1,2-dichloro-ethane;

DOI:10.1021/jo00198a025

upstream raw materials:

2-<(Methylsulfinyl)methyl>aniline

2-methylthiomethylaniline

aniline

2-Aminobenzyl alcohol

Downstream raw materials:

2-<2-(2-hydroxyphenyl)vinyl>-4H-3,1-benzothiazine

1-(2-hydroxymethylphenyl)-2-thiopyrrolidine

2-(4-chlorophenyl)-4H-3,1-benzothiazine

bis-(2-phenyl-indol-3-yl)-disulfide