118520-87-9

Basic information

• Product Name: 4-chloro-3-(p-tolyl)-1H-isochromen-1-one
• Synonyms: 4-chloro-3-(p-tolyl)-1H-isochromen-1-one
• CAS NO: 118520-87-9
• Molecular Weight: 270.715
• Mol File: 118520-87-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 4-chloro-3-(p-tolyl)-1H-isochromen-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-chloro-3-(p-tolyl)-1H-isochromen-1-one(118520-87-9)
• EPA Substance Registry System: 4-chloro-3-(p-tolyl)-1H-isochromen-1-one(118520-87-9)

Safety Data

• Hazardous Substances Data: 118520-87-9(Hazardous Substances Data)

Upstream product

• 88-67-5 2-Iodobenzoic acid 
• 118520-72-2 methyl 2-[(4-methylphenyl)ethynyl]benzoate 

Relevant articles and documents

Metal-Free Synthesis of 4-Chloroisocoumarins by TMSCl-Catalyzed NCS-Induced Chlorinative Annulation of 2-Alkynylaryloate Esters

4-Chloroisocoumarins can be conveniently prepared from 2-alkynylaryloate esters via the activation of alkynes by electrophilic chlorine, generated in situ from N-chlorosuccinimide (NCS) in the presence of 10 mol % trimethylsilyl chloride (TMSCl), which leads to 6-endo-dig-selective chlorinative annulation to give the desired products in moderate to quantitative yields. The procedure employs readily available reagents and can be conveniently carried out on a wide scope of substrates under mild conditions (0 °C to rt). Furthermore, the reaction is scalable for gram-scale preparation of 4-chloroisocoumarins. Additionally, 4-bromo- and 4-iodoisocoumarins can be prepared in moderate to good yields by replacing NCS with N-bromosuccinimide (NBS) and N-iodosuccinimide (NIS), respectively.

Organomercury Mediated Synthesis of Isocoumarins

A facile and convenient synthesis of isocoumarins via an organomercurial route is reported.The synthesis involves reaction of methyl 2-alkynbenzoates with mercuric acetate to give the corresponding isocoumarin mercurials which serve as intermediates to afford the appropriate isocoumarins having substituents as Cl,I,Br,COCH3 etc.