2-Chlorotoluene

Base Information

• Chemical Name: 2-Chlorotoluene
• CAS No.: 95-49-8
• Molecular Formula: C7H7Cl
• Molecular Weight: 126.586
• Hs Code.: 29036990
• European Community (EC) Number: 202-424-3
• ICSC Number: 1458
• NSC Number: 8766
• UN Number: 2238
• UNII: 2G7D0YDV9H
• DSSTox Substance ID: DTXSID8023977
• Nikkaji Number: J3.564E
• Wikidata: Q17276347
• ChEMBL ID: CHEMBL1797265
• Mol file: 95-49-8.mol

Synonyms:2-chlorotoluene;2-chlorotoluene, ion(+1);o-chlorotoluene;ortho-chlorotoluene

Chemical Property of 2-Chlorotoluene

Chemical Property:

• Appearance/Colour: clear liquid
• Vapor Pressure: 10 mm Hg ( 43 °C)
• Melting Point: -36 °C
• Refractive Index: 1.524 - 1.526
• Boiling Point: 156.189 °C at 760 mmHg
• Flash Point: 45.67 °C
• PSA: 0.00000
• Density: 1.076 g/cm³
• LogP: 2.64840
• Storage Temp.: 0-6°C
• Solubility.: H2O: slightly soluble0.047g/L at 20°C
• Water Solubility.: slightly soluble
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 126.0236279
• Heavy Atom Count: 8
• Complexity: 70.8
• Transport DOT Label: Flammable Liquid

Purity/Quality:

≥99% ^*data from raw suppliers

OCT ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, F, Xi, T, N
• Hazard Codes: Xn,N,F,Xi,T
• Statements: 20-51/53-39/23/24/25-23/24/25-11
• Safety Statements: 24/25-61-45-36/37-16-7

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Solvents -> Chlorinated Aromatics
• Canonical SMILES: CC1=CC=CC=C1Cl
• Inhalation Risk: A harmful contamination of the air will be reached rather slowly on evaporation of this substance at 20 °C; on spraying or dispersing, however, much faster.
• Effects of Short Term Exposure: The substance is irritating to the eyes, skin and respiratory tract.
• Effects of Long Term Exposure: The substance defats the skin, which may cause dryness or cracking.
• Description: 2-Chlorotoluene can be mineralized completely by Rhodococcus, strain OCT 10 DSM 45596(T). It is used in the preparation of 3-chloro-4-methylcatechol and 4-chloro-3-methylcatechol. The oxidation of 2-chlorotoluene is very well catalyzed by the enzymes: toluene dioxygenase of P. putida F1 and chlorobenzene dioxygenase from Burkholderia, strain PS12.
• Uses: 2-Chlorotoluene can be used as a precursor to synthesize aryl coupling products via palladium-catalyzed Negishi cross-coupling. It can also be used in the Buchwald-Hartwig amination to synthesize arylamines. Solvent and intermediate for organic chemicals and dyes.2-Chlorotoluene is used for permanganate oxidation to give o-chlorobenzoic acid. It is used in the preparation of 3-chloro-4-methylcatechol and 4-chloro-3-methylcatechol.2-Chlorotoluene can be used as a precursor to synthesize aryl coupling products via palladium-catalyzed Negishi cross-coupling. It can also be used in the Buchwald-Hartwig amination to synthesize arylamines. Solvent; synthesis of dyes, pharmaceuticals, and synthetic rubber compounds

Technology Process of 2-Chlorotoluene

There total 130 articles about 2-Chlorotoluene 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: 14.0%

toluene (108-88-3,15644-74-3,16713-13-6) → para-chlorotoluene (106-43-4) + 2-methylchlorobenzene (95-49-8) + benzyl chloride (100-44-7)

Guidance literature:

With iron(III)porphyrinate; boron trifluoride diethyl etherate; In dichloromethane;

DOI:10.1002/hlca.19980810554

Reference yield:

chlorine (7782-50-5) + phosphorus trichloride (7719-12-2,52843-90-0) + Toluene-2-sulfonyl chloride (133-59-5) → 2-methylchlorobenzene (95-49-8) + 1-chloro-2-(chloromethyl)benzene (611-19-8)

Guidance literature:

at 110 - 130 ℃;

DOI:10.1039/jr9320002042

Reference yield:

sulfuryl dichloride (7791-25-5) + 2-methylphenyl bromide (95-46-5) + dibenzoyl peroxide (94-36-0) → 2-methylchlorobenzene (95-49-8) + 1-chloro-2-(chloromethyl)benzene (611-19-8) + 2-bromobenzylchloride (578-51-8) + 1-Bromo-2-bromomethyl-benzene (3433-80-5)

Guidance literature:

at 110 ℃;

DOI:10.1021/ja01150a509

upstream raw materials:

o-toluenesulfonic acid

3-chloro-4-methylbenzenesulfonyl chloride

dichloro-tris-o-tolyloxy-phosphorane

o-toluene-diazonium chloride

Downstream raw materials:

(3,5-dimethyl-1H-pyrazol-1-yl) (o-tolyl)methanone

4-(4-chloro-3-methylphenyl)-4-oxobutanoic acid

dibenzofuran-2-yl-o-tolyl-methanone

4-chloro-2-(4-chloro-3-methyl-benzoyl)-benzoic acid

Refernces

• 1、 Bhakthavatsalam, Vishnupriya,Chandra, Sudeshna,Choudhury, Rudra Prosad,Lande, Sharad V.,Pradhan, Jeevan,Sakhalkar, Mangesh. "Deep compositional understanding of TBA: AlCl3 ionic liquid for its applications". . . Retrieved 2020/07/31.
• 2、 -. "Method for producing parachlorotoluene through continuous chlorination of methylbenzene". Paragraph 0016; 0018; 0020. . Retrieved 2018/09/28.