2-Chloro-1-(chloromethyl)-4-methylbenzene

Base Information

• Chemical Name: 2-Chloro-1-(chloromethyl)-4-methylbenzene
• CAS No.: 2719-39-3
• Molecular Formula: C8H8Cl2
• Molecular Weight: 175.058
• DSSTox Substance ID: DTXSID90335853
• Wikidata: Q82102518
• Mol file: 2719-39-3.mol

Synonyms:2-chloro-1-(chloromethyl)-4-methylbenzene;2719-39-3;Benzene, 2-chloro-1-(chloromethyl)-4-methyl-;2-chloro-4-methylbenzyl chloride;2-chloro-p-xylylchloride;SCHEMBL7039692;DTXSID90335853;CAA71939;EN300-181804;A902878

Chemical Property of 2-Chloro-1-(chloromethyl)-4-methylbenzene

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 174.0003056
• Heavy Atom Count: 10
• Complexity: 103

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)CCl)Cl

Technology Process of 2-Chloro-1-(chloromethyl)-4-methylbenzene

There total 6 articles about 2-Chloro-1-(chloromethyl)-4-methylbenzene 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: 87.0%

(2-chloro-4-methylphenyl)methanol (39652-31-8) → 2-chloro-1-(chloromethyl)-4-methylbenzene (2719-39-3)

Guidance literature:

With thionyl chloride; In dichloromethane; at 5 - 20 ℃;

Reference yield:

2-chloro-4-methyl-benzaldehyde (50817-80-6) → 2-chloro-1-(chloromethyl)-4-methylbenzene (2719-39-3)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate / tetrahydrofuran; methanol / 0 - 20 °C / Inert atmosphere; Schlenk technique; Glovebox

2: thionyl chloride / dichloromethane / 5 - 20 °C / Inert atmosphere; Schlenk technique; Glovebox

With sodium tetrahydroborate; thionyl chloride; In tetrahydrofuran; methanol; dichloromethane;

Reference yield:

1-bromo-2-chloro-4-methylbenzene (6627-51-6) → 2-chloro-1-(chloromethyl)-4-methylbenzene (2719-39-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 1.5 h / -88 °C / Inert atmosphere; Schlenk technique; Glovebox

1.2: 20 °C / Inert atmosphere; Schlenk technique; Glovebox

2.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 0 - 20 °C / Inert atmosphere; Schlenk technique; Glovebox

3.1: thionyl chloride / dichloromethane / 5 - 20 °C / Inert atmosphere; Schlenk technique; Glovebox

With sodium tetrahydroborate; n-butyllithium; thionyl chloride; In tetrahydrofuran; methanol; hexane; dichloromethane;

upstream raw materials:

formaldehyd

1-chloro-3-methylbenzene

2-chloro-4-methyl-benzaldehyde

1-bromo-2-chloro-4-methylbenzene

Downstream raw materials:

2-chloroterephthalic acid

3-(2-chloro-4-methylphenyl)-2-methylpropanoyl chloride

C₁₁H₁₃ClO₂