111910

2-Chlorotoluene

99%

• Synonym(s): 1-chloro-2-methylbenzene
• Linear Formula: CH₃C₆H₄Cl
• CAS Number: 95-49-8
• Molecular Weight: 126.58
• Beilstein: 1904175
• EC Number: 202-424-3
• MDL number: MFCD00000562
• UNSPSC Code: 12352100
• eCl@ss: 39050205
• PubChem Substance ID: 24847049
• NACRES: NA.22

Properties

• vapor density: 4.38 (vs air)
• Quality Level: 100
• vapor pressure: 10 mmHg ( 43 °C)
• Assay: 99%
• form: liquid
• refractive index: n20/D 1.525 (lit.)
• bp: 157-159 °C (lit.)
• mp: −36 °C (lit.)
• solubility: H₂O: soluble
• density: 1.083 g/mL at 25 °C (lit.)
• functional group: chloro
• SMILES string: Cc1ccccc1Cl
• InChI: 1S/C7H7Cl/c1-6-4-2-3-5-7(6)8/h2-5H,1H3
• InChI key: IBSQPLPBRSHTTG-UHFFFAOYSA-N

Description

General 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.

Application

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.

Safety Information

• Pictograms: GHS02,GHS08,GHS07,GHS09
• Signal Word: Warning
• Hazard Statements: H226,H332,H361d,H410
• Precautionary Statements: P202 - P210 - P233 - P273 - P304 + P340 + P312 - P308 + P313
• Hazard Classifications: Acute Tox. 4 Inhalation - Aquatic Acute 1 - Aquatic Chronic 2 - Flam. Liq. 3 - Repr. 2
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 2
• Flash Point(F): 109.4 °F - closed cup
• Flash Point(C): 43 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves