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

Base Information

• Chemical Name: 4-Chloro-1-(chloromethyl)-2-methylbenzene
• CAS No.: 16470-09-0
• Molecular Formula: C8H8Cl2
• Molecular Weight: 175.058
• DSSTox Substance ID: DTXSID90510709
• Wikidata: Q82369136
• Mol file: 16470-09-0.mol

Synonyms:16470-09-0;4-CHLORO-1-(CHLOROMETHYL)-2-METHYLBENZENE;Benzene, 4-chloro-1-(chloromethyl)-2-methyl-;2-methyl-4-chlorobenzyl chloride;4-chloro-2-methylbenzyl chloride;SCHEMBL998743;DTXSID90510709;QDXAXXIPBMVWOH-UHFFFAOYSA-N;FT-0706781;EN300-139079

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

Chemical Property:

• Boiling Point: 87 °C(Press: 0.1 Torr)
• PSA: 0.00000
• Density: 1.204±0.06 g/cm3(Predicted)
• LogP: 3.38720
• XLogP3: 3.8
• 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:

98.5% ^*data from raw suppliers

4-Chloro-1-(chloromethyl)-2-methyl-benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

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

There total 5 articles about 4-Chloro-1-(chloromethyl)-2-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:

2-methyl-4-chlorobenzyl alcohol (129716-11-6) → 2-methyl-4-chlorobenzyl chloride (16470-09-0)

Guidance literature:

With thionyl chloride; for 1h;

Reference yield:

4-chloro-1,2-dimethylbenzene (615-60-1) → 2-methyl-5-chlorobenzyl chloride (34060-72-5) + 2-methyl-4-chlorobenzyl chloride (16470-09-0)

Guidance literature:

With chlorine; In acetic acid; at 60 ℃; Title compound not separated from byproducts; Irradiation;

DOI:10.1016/S0040-4020(01)89841-0

Reference yield:

4-chloro-2-methylbenzoic acid (7499-07-2) → 2-methyl-4-chlorobenzyl chloride (16470-09-0)

Guidance literature:

Multi-step reaction with 3 steps

1: ethanol / sulfuric acid

2: lithium aluminium tetrahydride / tetrahydrofuran

3: pyridine; thionyl chloride / dichloromethane

With pyridine; lithium aluminium tetrahydride; thionyl chloride; ethanol; sulfuric acid; In tetrahydrofuran; dichloromethane;

upstream raw materials:

formaldehyd

1-chloro-3-methylbenzene

4-chloro-2-methyl-benzoic acid ethyl ester

4-chloro-1,2-dimethylbenzene

Downstream raw materials:

(4-Chloro-2-methylphenyl)acetonitrile

2-benzyl-4-chloro-1-methylbenzene

2-(4-chloro-2-methylphenyl)-3-hydroxypropanenitrile

Methyl 2-methyl-4-chlorophenylacetate

Refernces

• 1、 -. "Esters of 2-phenylalkanenitriles and antifungal compositions containing them". . . Retrieved 2008/12/06.
• 2、 Baciocchi, Enrico,Crescenzi, Manuela. "SELECTIVITY AND MECHANISM IN THE SIDE-CHAIN HALOGENATION OF METHYLBENZENES PROMOTED PHOTOCHEMICALLY AND BY METAL COMPLEXES IN THE PRESENCE OF HALIDE IONS". . p. 6525 - 6536. Retrieved 2007/10/02.