88755-39-9

Basic information

• Product Name: 2,4-bis(1,3-benzodioxol-5-yl)-4-oxobutanoic acid
• CAS NO: 88755-39-9
• Molecular Formula: C₁₈H₁₄O₇
• Molecular Weight: 342.2996
• Mol File: 88755-39-9.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 598.6°C at 760 mmHg
• Flash Point: 223.2°C
• Density: 1.472g/cm³
• Vapor Pressure: 3.52E-15mmHg at 25°C
• Refractive Index: 1.641
• CAS DataBase Reference: 2,4-bis(1,3-benzodioxol-5-yl)-4-oxobutanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-bis(1,3-benzodioxol-5-yl)-4-oxobutanoic acid(88755-39-9)
• EPA Substance Registry System: 2,4-bis(1,3-benzodioxol-5-yl)-4-oxobutanoic acid(88755-39-9)

Safety Data

• Hazardous Substances Data: 88755-39-9(Hazardous Substances Data)

Usage

General Description

2,4-bis(1,3-benzodioxol-5-yl)-4-oxobutanoic acid, also known as BDBOA, is a chemical compound with the molecular formula C18H14O8. It belongs to the class of organic compounds known as hydroxybenzoic acid derivatives. BDBOA is a white crystalline solid with a melting point of 210-212°C. It is used in the production of pharmaceuticals and as a reagent in organic synthesis. BDBOA has been studied for its potential anti-inflammatory and anti-cancer properties, and its structure and reactivity make it an important building block in the synthesis of various biologically active compounds.

Upstream product

• 88755-23-1 2,4-bis(3,4-methylenedioxyphenyl)-4-oxobutyronitrile 

Downstream Products

• 88775-69-3 6,7-methylenedioxy-2-(3,4-methylenedioxyphenyl)-3,4-dihydronaphthalen-1(2H)-one 

Relevant articles and documents

Studies on the chemical constituents of rutaceous plants. L. Development of a versatile method for the synthesis of antitumor-active benzo[c]phenanthridine alkaloids. (2). Preparation of 2-aryl-1-tetralone derivatives

The synthetic pathway from 2,4-bisaryl-4-oxobutyramide (3) to 2-aryl-1-tetralone (4), which is the key intermediate in the Robinson synthesis of antitumor-active benzo[c]phenanthridine alkaloids was improved. Treatment of the model keto-amide (3a) under the reported basic conditions gave γ-keto-α,β-unsaturated acid (9) and degradation products. Reduction of the 2,4-bisaryl-4-oxobutyramide (3) with sodium borohydride gave 2,4-bisaryl-4-hydroxybutyramide (16) which could easily be hydrogenolyzed to give 2,4-bisarylbutyramide (15). However, this transformation also tended to give a γ-lactam derivative (17), unfortunately. We succeeded in the direct hydrogenolysis of the 2,4-bisaryl-4-oxobutyramide (3) to the 2,4-bisarylbutyramide (15), which could be hydrolyzed to the corresponding acid (5) without difficulty. The direct hydrolysis of the 2,4-bisaryl-4-oxobutyronitrile (2) to the 2,4-bisaryl-4-oxobutyric acid (6) as reported by Cheng et al. was also examined. Ten 2-aryl-1-tetralones (4) required as starting materials for syntheses of various benzo[c]phenanthridine alkaloids were prepared.