2,4-Bis(chloromethyl)toluene

Base Information

• Chemical Name: 2,4-Bis(chloromethyl)toluene
• CAS No.: 2735-05-9
• Molecular Formula: C9H10 Cl2
• Molecular Weight: 189.084
• Hs Code.: 2903999090
• European Community (EC) Number: 220-356-2
• DSSTox Substance ID: DTXSID2062614
• Nikkaji Number: J299.203E
• Wikidata: Q81990145
• Mol file: 2735-05-9.mol

Synonyms:2735-05-9;2,4-Bis(chloromethyl)-1-methylbenzene;2,4-Bis(chloromethyl)toluene;Benzene, 2,4-bis(chloromethyl)-1-methyl-;di(Chloromethyl)toluene;1-methyl-2,4-bis(chloromethyl)benzene;Di(chloromethyl) toluene;2,4-Di[chloromethyl]toluene;2,4- Bis(chlormethyl)toluol;SCHEMBL5598364;DTXSID2062614;EINECS 220-356-2;2,4-Bis(chloromethyl)-1-methylbenzene #;Benzene, 1,3-bis-(chloromethyl)-4-methyl

Chemical Property of 2,4-Bis(chloromethyl)toluene

Chemical Property:

• Vapor Pressure: 0.00959mmHg at 25°C
• Boiling Point: 273.4°Cat760mmHg
• Flash Point: 130.7°C
• PSA: 0.00000
• Density: 1.173g/cm³
• LogP: 3.47260
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 188.0159557
• Heavy Atom Count: 11
• Complexity: 114

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,4-Bis(chloromethyl)toluene

There total 5 articles about 2,4-Bis(chloromethyl)toluene 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: 62.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + toluene (108-88-3,15644-74-3,16713-13-6) → 1-methyl-2,4-bis(chloromethyl)benzene (2735-05-9) + 1-chloromethyl-2-methylbenzene (552-45-4) + 4-Methylbenzyl chloride (104-82-5)

Guidance literature:

With hydrogenchloride; 1-ethyl-3-methylimidazolium hexafluorophosphate; at 70 ℃; for 5h; Ionic liquid;

DOI:10.4067/S0717-97072013000400063

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + toluene (108-88-3,15644-74-3,16713-13-6) → 4,4'-dimethyldiphenylmethane (4957-14-6) + 1-methyl-2,4-bis(chloromethyl)benzene (2735-05-9) + 1,2-bischloromethyl-4-methylbenzene (2735-06-0) + 4-Methylbenzyl chloride (104-82-5)

Guidance literature:

With hydrogenchloride; for 2h; Further byproducts. Title compound not separated from byproducts.; Heating;

DOI:10.1134/S1070363207040196

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + toluene (108-88-3,15644-74-3,16713-13-6) → 1-methyl-2,4-bis(chloromethyl)benzene (2735-05-9)

Guidance literature:

Multistep reaction; (i) HCl, ZnCl₂, CCl₄, (ii) SOCl₂, HCl;

upstream raw materials:

chloromethyl methyl ether

toluene

formaldehyd

Downstream raw materials:

Toluol-2,4-bis-

1,2,3,5-Tetrakis-<2,5-dimethylbenzyl>benzol

1,2,3,5-Tetrabenzoyl-benzol

1,2,3,5-Tetrabenzyl-benzol

Refernces

• 1、 Zenkevich,Makarov. "Identification of alkylarene chloromethylation products using gas-chromatographic retention indices". . p. 611 - 619. Retrieved 2008/03/18.