6533b82bfe1ef96bd128d4b6

RESEARCH PRODUCT

Chlorination of p-cymene by chlorine in carbon tetrachloride: Model compounds for environmental analyses

Tauno KuokkanenPekka Autio

subject

Environmental Engineeringp-CymeneHealth Toxicology and MutagenesisPublic Health Environmental and Occupational Healthchemistry.chemical_elementGeneral MedicineGeneral ChemistryNuclear magnetic resonance spectroscopyPollutionlaw.inventionchemistry.chemical_compoundchemistrylawMass spectrumChlorineCarbon tetrachlorideEnvironmental ChemistryOrganic chemistryGas chromatographyBenzeneDistillation

description

p-Cymene was chlorinated by chlorine in CCl4. The products of the chlorination were separated by distillation and purified by preparative gas chromatography. The structures of chlorocompounds were confirmed by means of their NMR and mass spectra. The distillation gave as the main compounds: (2) 2-chloro-, (4) 2,3-dichloro-, (5) 2,5-dichloro-, (6) 2,3,6-trichloro-, (7) 2,3,5,6-tetrachloro-p-cymenes and as by-products: (8) 2,5,7-trichloro-p-cymene, (9) 2,6-dichloro-1-methyl-4-(1-methylethenyl)benzene (cymenene), and (10) 2,3,6-trichloro-1-methyl-4-(1-methylethenyl)benzene (cymenene).

https://doi.org/10.1016/0045-6535(89)90475-x