1-Chloro-2,3-dimethylbenzene

Base Information

• Chemical Name: 1-Chloro-2,3-dimethylbenzene
• CAS No.: 608-23-1
• Molecular Formula: C8H9Cl
• Molecular Weight: 140.612
• Hs Code.: 2903999090
• European Community (EC) Number: 480-880-4,612-040-1
• DSSTox Substance ID: DTXSID501031403
• Nikkaji Number: J31.764K
• Wikidata: Q83050464
• Mol file: 608-23-1.mol

Synonyms:1-chloro-2,3-dimethylbenzene;608-23-1;3-Chloro-o-xylene;2,3-Dimethylchlorobenzene;3-Chloro-1,2-dimethylbenzene;Benzene, chlorodimethyl-;25323-41-5;Benzene, 1-chloro-2,3-dimethyl-;xylyl chloride;3-CHLORO-ORTHO-XYLENE;chloro o-xylene;Mono-Chlorxylol;chloro-ortho-xylene;MFCD00060689;SCHEMBL251582;1,2-Dimethyl-3-chlorobenzene;NVLHGZIXTRYOKT-UHFFFAOYSA-;DTXSID501031403;3-Chloro-1,2-dimethylbenzene, 97%;AKOS005145660;AC-26073;PS-11933;FT-0607586;A20794;1-Chloro-o-xylene;3-Chloroxylene

Chemical Property of 1-Chloro-2,3-dimethylbenzene

Chemical Property:

• Appearance/Colour: Clear colourless to light yellow liquid
• Vapor Pressure: 0.931mmHg at 25°C
• Melting Point: -41.95°C (estimate)
• Refractive Index: n20/D 1.532(lit.)
• Boiling Point: 186 °C at 760 mmHg
• Flash Point: 63.6 °C
• PSA: 0.00000
• Density: 1.049 g/cm³
• LogP: 2.95680
• Storage Temp.: 2-8°C
• Water Solubility.: 20.1mg/L at 24℃
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 140.0392780
• Heavy Atom Count: 9
• Complexity: 90.6

Purity/Quality:

99% ^*data from raw suppliers

3-Chloro-o-xylene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)Cl)C
• Uses: 3-Chloro-o-xylene, is used as a reagent in the preparation of internal alkynes by palladacycle-catalyzed decarboxlative coupling of alkynyl carboxylic acids with aryl chlorides.

Technology Process of 1-Chloro-2,3-dimethylbenzene

There total 13 articles about 1-Chloro-2,3-dimethylbenzene 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: 61.2%

o-xylene (95-47-6) → 4-chloro-1,2-dimethylbenzene (615-60-1) + 3-chloro-o-xylene (608-23-1)

Guidance literature:

With chlorine; iron(III) chloride; 1,3,7,9-tetrachloro-2,8-dimethylphenoxathiin; at -5 - 20 ℃; for 2.5 - 5h; Product distribution / selectivity;

Reference yield: 60.0%

2,3-dimethylphenyl chloroformate (36018-19-6) → 3-chloro-o-xylene (608-23-1)

Guidance literature:

With aluminium trichloride; In various solvent(s); at 200 ℃; for 3.5h;

DOI:10.1021/jo9716486

Reference yield: 20.0%

cis-3,4-dimethylhexa-1,5-diyn-3-ene (78071-51-9) → 3-chloro-o-xylene (608-23-1) + 1,4-dichloro-2,3-dimethyl-benzene (52331-02-9)

Guidance literature:

With tetrachloromethane; at 190 ℃;

DOI:10.1021/ja00404a019

upstream raw materials:

o-xylene

2,3-Dimethylaniline

cis-3,4-dimethylhexa-1,5-diyn-3-ene

2,3-dimethylphenyl chloroformate

Downstream raw materials:

(2,3-dimethyl-phenyl)-trimethyl-silane

1-(2-chloro-4,5-dimethyl-phenyl)-ethanone

2-benzyltoluene

syn- and anti-cis-8-thiabicyclo<4.3.0>non-3-ene 8-oxide

Refernces

• 1、 Bucos, Madalina,Villalonga-Barber, Carolina,Micha-Screttas, Maria,Steele, Barry R.,Screttas, Constantinos G.,Heropoulos, Georgios A.. "Microwave assisted solid additive effects in simple dry chlorination reactions with n-chlorosuccinimide". experimental part. p. 2061 - 2065. Retrieved 2010/04/26.
• 2、 Ivanov,Tsentalovich,Kogan,Tomilova,Zefirov. "Chlorination of aromatic substrates catalyzed by the phthalocyanine complexes". experimental part. p. 1676 - 1679. Retrieved 2011/04/23.