66820-34-6

Basic information

• Product Name: (4-hydroxy-3-oxo-1,3-dihydro-2-benzofuran-1-yl)acetic acid
• CAS NO: 66820-34-6
• Molecular Formula: C₁₀H₈O₅
• Molecular Weight: 208.1675
• Mol File: 66820-34-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 507.2°C at 760 mmHg
• Flash Point: 210.7°C
• Density: 1.522g/cm³
• Vapor Pressure: 4.15E-11mmHg at 25°C
• Refractive Index: 1.624
• CAS DataBase Reference: (4-hydroxy-3-oxo-1,3-dihydro-2-benzofuran-1-yl)acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (4-hydroxy-3-oxo-1,3-dihydro-2-benzofuran-1-yl)acetic acid(66820-34-6)
• EPA Substance Registry System: (4-hydroxy-3-oxo-1,3-dihydro-2-benzofuran-1-yl)acetic acid(66820-34-6)

Safety Data

• Hazardous Substances Data: 66820-34-6(Hazardous Substances Data)

Upstream product

• 73274-92-7 2-Carboxy-3-hydroxy-(E)-cinnamic acid 
• 66820-49-3 (±)-7-methoxyphthalide-3-acetic acid 
• 109987-23-7 3-carboethoxymethyl-7-hydroxyphthalide 
• 3400-35-9 2-methoxy-N-methylbenzamide 
• 73274-87-0 3-hydroxy-7-methoxy-3H-isobenzofuran-1-one 
• 83465-31-0 ethyl 2-(4-methoxy-3-oxo-1,3-dihydroisobenzofuran-1-yl)acetate 
• 109987-21-5 3-hydroxy-7-methoxy-N-methylphthalimidine 
• 51674-10-3 N,N-diethyl-2-methoxybenzamide 
• 70946-17-7 N,N-diethyl-2-formyl-6-methoxybenzamide 
• 73274-89-2 Methyl 2-carboxy-3-methoxy-(E)-cinnamate 
• 54495-40-8 (4-methoxy-3-oxo-1,3-dihydro-isobenzofuran-1-yl)-acetic acid methyl ester 
• 1360789-53-2 methyl 2-hydroxy-6-iodobenzoate 
• 1383707-73-0 (Z)-benzyl 2-[4-(benzyloxy)isobenzofuran-1(3H)-ylidene]acetate 
• 1383707-90-1 N,N-diethyl-2-hydroxy-6-iodobenzamide 

Relevant articles and documents

Catalytic Dehydrative Lactonization of Allylic Alcohols

A convenient strategy for the synthesis of phthalides and ?-butyrolactones is reported. The method utilizes readily prepared allylic alcohols in formal Au(I)- and Pd(II)-catalyzed SN2′ reactions. Using these catalysts, exclusive formation of the desired five-membered lactones is observed, completely avoiding the competing direct lactonization pathway that forms the undesired seven-membered ring with protic acids and alternative metal salts. This mild and operationally simple method notably tolerates exomethylene groups and should find use in both phthalide and terpene syntheses.

Directed ortho metalation of n,n-diethyl benzamides. Methodology and regiospecific synthesis of useful contiguously tri- and tetra-substituted oxygenated aromatics, phthalides and phthalic anhydrides

Full experimental details for the directed ortho metalation approch to a variety of simple ortho-substituted N,N-diethyl benzamides (Table 1) and contiguously 1,2,3- and 1,2,3,4-substituted benzamides (Tables 2) are given. The efficient conversion of these benzamides (6, 10, 12, 13, 18, 19) into phthalides (9a-b, 16b-c, 17) and phthalic anhydrides (8,16a), compounds previously available by demanding, classical methods, is detailed. A short synthesis of iso-ochracinic acid (27) is described.

Regiocontrolled Synthesis of Hydroxyphthalides. Synthesis of (+/-)-Isoochracinic Acid and a Zealeranone Intermediate

Metalation of 3-methoxy- and 3,5-dimethoxybenzyl alcohol followed by quenching with CO2 provided the phthalides.Bromination and solvolysis generated 7-methoxy- and 5,7-dimethoxyphthalaldehydic acid in a fully regiocontrolled reaction.The former served as