Chloropentamethylbenzene

Base Information

• Chemical Name: Chloropentamethylbenzene
• CAS No.: 5153-39-9
• Molecular Formula: C11H15Cl
• Molecular Weight: 182.693
• European Community (EC) Number: 620-595-6
• DSSTox Substance ID: DTXSID60199500
• Nikkaji Number: J404.074K
• Wikidata: Q83072419
• Mol file: 5153-39-9.mol

Synonyms:Chloropentamethylbenzene;5153-39-9;1-chloro-2,3,4,5,6-pentamethyl-benzene;SCHEMBL11501561;DTXSID60199500;AKOS017515628

Chemical Property of Chloropentamethylbenzene

Chemical Property:

• Vapor Pressure: 0.0117mmHg at 25°C
• Boiling Point: 269.9°Cat760mmHg
• Flash Point: 107.9°C
• PSA: 0.00000
• Density: 0.999g/cm³
• LogP: 3.88200
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 182.0862282
• Heavy Atom Count: 12
• Complexity: 139

Purity/Quality:

98.5% ^*data from raw suppliers

1-CHLORO-2,3,4,5,6-PENTAMETHYL-BENZENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C(=C(C(=C1C)C)Cl)C)C

Technology Process of Chloropentamethylbenzene

There total 21 articles about Chloropentamethylbenzene 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: 100.0%

pentamethylbenzene, (700-12-9) → 6-chloro-1,2,3,4,5-pentamethylbenzene (5153-39-9)

Guidance literature:

With 1-Cl+SbCl₆-; In dichloromethane; at 25 ℃; for 0.2h;

DOI:10.1021/ja00097a078

Reference yield: 100.0%

pentamethylaniline (2243-30-3,738542-25-1) → 6-chloro-1,2,3,4,5-pentamethylbenzene (5153-39-9)

Guidance literature:

With hydrogenchloride; potassium peroxymonosulfate sulfate; In dichloromethane; water;

DOI:10.1021/jacs.0c01753

Reference yield:

2',3',4',5',6'-pentamethylacetophenone (2040-01-9) → 6-chloro-1,2,3,4,5-pentamethylbenzene (5153-39-9) + 1-nitro-2,3,4,5,6-pentamethylbenzene (13171-59-0)

Guidance literature:

With aluminium trichloride; 1-cyano-1-methylethylnitrate; In nitrobenzene; at 7 ℃; for 3.5h;

DOI:10.1246/bcsj.67.757

upstream raw materials:

pentamethylbenzene,

6-chloro-1,2,3,5-tetramethylbenzene

1-chloro-2,3,4,5-tetramethyl-benzene

1-chloro-2,3,5,6-tetramethylbenzene

Downstream raw materials:

4-Chloro-2,3,5,6,6-pentamethyl-cyclohexa-2,4-dienone

chloropentakis(dichloromethyl)benzene

ethyl (pentamethylphenyl)-2-oxoacetate

Refernces

• 1、 Davlieva,Lindeman,Neretin,Kochi. "Isolation, X-ray structures, and electronic spectra of reactive intermediates in Friedel-Crafts acylations". . p. 4013 - 4021. Retrieved 2007/10/03.
• 2、 Matsuura, Kazunori,Kimura, Yasuo,Takahashi, Hisakazu,Morita, Toshio,Takahashi, Ichiro,et al.. "Positional Reactivity of Acylpolymethylbenzenes in Electrophilic Substitution". . p. 757 - 765. Retrieved 2007/10/02.