3817-96-7

Usage

Uses

Used in Pharmaceutical Industry:
2-Chloro-2-phenylindane-1,3-dione is used as a building block for the synthesis of various drugs. Its structural features make it a valuable component in the development of new pharmaceutical agents, contributing to the creation of diverse medicinal compounds.
Used in Organic Synthesis:
In the field of organic synthesis, 2-chloro-2-phenylindane-1,3-dione serves as a reagent for the preparation of complex molecules. Its ability to participate in various chemical reactions facilitates the synthesis of intricate organic structures, which can be further utilized in different applications.
It is crucial to handle 2-chloro-2-phenylindane-1,3-dione with care, as it may present health and safety risks if mismanaged. Proper safety measures should be taken to mitigate any potential hazards associated with 2-CHLORO-2-PHENYLINDANE-1,3-DIONE.

InChI:InChI=1/C15H9ClO2/c16-15(10-6-2-1-3-7-10)13(17)11-8-4-5-9-12(11)14(15)18/h1-9H

Upstream product

• 83-12-5 phenindione 

Downstream Products

• 77574-45-9 2-anilino-2-phenyl-indan-1,3-dione 
• 77733-31-4 2-(2-Chloro-2-phenyl-acetyl)-N-propyl-benzamide 
• 77733-32-5 2-(2-Chloro-2-phenyl-acetyl)-benzoic acid ethyl ester 
• 77733-33-6 2-ethylsulfanyl-2-phenylindane-1,3-dione 
• 3818-16-4 2-azido-2-phenyl-1H-indene-1,3(2H)-dione 

Relevant academic research and scientific papers

Photoinduced α-Cleavage of 2-Azido-2-phenyl-1,3-indandione at Cryogenic Temperatures

To expand the utility of α-cleavage at cryogenic temperatures, we investigated the photoreactivity of 2-azido-2-phenyl-1,3-indandione (1). EPR spectroscopy revealed that irradiating 1 in 2-methyltetrahydrofuran (mTHF) matrices forms alkylnitrene 32, which has zero-field splitting parameters (D/hc = 1.5837 cm-1 E/hc = 0.0039 cm-1) typical of an alkylnitrene. IR spectroscopy demonstrated that irradiating 1 in argon matrices results in the concurrent formation of 32, imine 3, benzocyclobutenedione 4, and benzonitrile 5.

Model Studies for a Molecular Mechanism of Action of Oral Anticoagulants

Warfarin , a potent oral anticoagulant agent, is known to inhibit the enzyme vitamin K epoxide reductase.The molecular mechanism of inhibition, however, is not known.It is proposed that the two major classes of oral anticoagulants, the 3-substituted-4-hydroxycoumarins and the 2-substituted-1,3-indandiones, are mechanism-based inactivators of this enzyme.The proposed mechanism of inactivation involves enzyme-catalyzed activation of the oral anticoagulants by tautomerization to the hypothetically reactive diketo forms which then undergo attack by active-site nucleophiles.In order to test the chemistry of this proposal, it is shown that the two classes of oral anticoagulants are unreactive toward bases and nucleophiles (except for deprotonation), until they are electrophilically substituted at the 3-position of the coumarins or at the 2 position of the indandiones.These model compounds for the proposed enzyme-generated reactive intermediates, then, are shown to be highly reactive toward a variety of nucleophiles and support the hypothesis that the oral anticoagulants are converted by vitamin K epoxide reductase into reactive compounds which can acylate an active-site nucleophile and thereby inactivate the enzyme.