4767-55-9

Usage

Uses

Used in Fragrance and Flavor Industries:
1(3H)-Isobenzofuranone, 3-(phenylmethylene)-, (E)is used as a flavoring agent and fragrance ingredient in the fragrance and flavor industries due to its sweet, floral, and fruity aroma.
Used in Traditional Chinese Medicine:
In traditional Chinese medicine, 1(3H)-Isobenzofuranone, 3-(phenylmethylene)-, (E)is utilized for its potential health benefits, which include anti-diabetic and anti-inflammatory properties.
Used in Health and Wellness Applications:
1(3H)-Isobenzofuranone, 3-(phenylmethylene)-, (E)is studied for its potential health benefits, which may contribute to the development of treatments and products for various health and wellness applications, particularly in the areas of diabetes and inflammation management.

Upstream product

• 622-29-7 N-Benzylidenemethylamine 
• 708-14-5 phthalide-3-carboxylic acid 
• 60901-21-5 o-styrylbenzoic acid 
• 591-50-4 iodobenzene 
• 83-12-5 phenindione 
• 103-82-2 phenylacetic acid 
• 85-44-9 phthalic anhydride 

Downstream Products

• 94801-30-6 3',4'-diphenylspiro-3-one 
• 83-12-5 phenindione 
• 39142-89-7 3-benzyl-3-methoxyisobenzofuran-1(3H)-one 
• 127633-00-5 (E)-3'-phenylspiro-3-one 
• 4767-56-0 (Z)-3-benzylidenephthalide 
• 94801-37-3 methyl 2-(3,4-diphenyl-5-isoxazolyl)benzoate 

Relevant academic research and scientific papers

Regioselective synthesis of (E)-5-(tributylstannylmethylidene)-5H-furan-2- ones and (E)-3-(tributylstannylmethylidene)-3H-isobenzofuran-1-ones: Easy access to γ-alkylidenebutenolide and phthalide skeletons

Regio- and stereoselective synthesis of γ-alkylidene-butenolides and γ-alkylidenephthalides has been achieved through the palladium-catalysed tandem cross-coupling/cyclisation reactions of tributylstannyl-3-iodopropenoate or the 2-iodo benzoate derivatives with tributyltinacetylene. Iododestannylation occurred with inversion of the configuration of the exocyclic double bond in the case of butenolides, but with retention of configuration for the phthalide. The selectivity observed in the Stille reaction was found to be dependent on the nature of the vinyl or the aryl halide. Georg Thieme Verlag Stuttgart.

Synthesis of naturally occurring (Z)-3-benzylidenephthalide and (+/-) 3-benzylphthalides

A convenient method, involving generation of phthalide anion, is described for the synthesis of naturally occurring (Z) 3-benzylidenephthalide (5) and (+/-) 3-benzyl phthalides (6c, 10a-c), starting from phthalides (7a-b).

The Chemistry of Phthalide-3-carboxylic Acid. V The Reaction of the Acid with Imines

Phthalide-3-carboxylic acids decarboxylate readily in the presence of imines, the product depending on the solvent used.In dimethyl sulfoxide, or in the absence of solvent, at 130 deg, the product is the 3-alkyl 3-hydroxyisoindolone or its dehydration product, but in acetic anhydride at 130 deg the product is a mixture of diastereoisomeric 3-acetylaminoalkylphthalides.The reactions can be applied to the synthesis of natural products such as the isoindoloisoquinoline and phthalideisiquinoline alkaloids.

PHOTOCHEMICAL ISOMERIZATIONS OF 2-PHENYL-1,3-INDANEDIONE TO E- AND Z-BENZALPHTHALIDE AND OF E-BENZALPHTHALIDE TO Z-BENZALPHTHALIDE

The photochemical isomerizations have been studied of 2-phenyl-1,3-indanedione to mixture of E- and Z-benzalphthalide and of E-benzalphthalide to Z-benzalphthalide depending on the solvent used, concentration, and the light wavelength.The attempts at the reverse photochemical isomerization of E-benzalphthalide to 2-phenyl-1,3-indanedione have failed.Quantum yields of the isomerization of 2-phenyl-1,3-indanedione decrease in the following solvent series : cyclohexane > acetonitrile ca. benzene > tetrachloromethane >> methanol.The isomerization quantum yield of2-phenyl-1,3-indanedione is inversely proportional to concentration of the starting substance, but the dependence of 1/Φ on the concentration is not linear.