77483-80-8

Basic information

• Product Name: hexahydropentalene-1,4-dione
• CAS NO: 77483-80-8
• Molecular Formula: C₈H₁₀O₂
• Molecular Weight: 138.1638
• Mol File: 77483-80-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 268.3°C at 760 mmHg
• Flash Point: 99.4°C
• Density: 1.191g/cm³
• Vapor Pressure: 0.00776mmHg at 25°C
• Refractive Index: 1.519
• CAS DataBase Reference: hexahydropentalene-1,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: hexahydropentalene-1,4-dione(77483-80-8)
• EPA Substance Registry System: hexahydropentalene-1,4-dione(77483-80-8)

Safety Data

• Hazardous Substances Data: 77483-80-8(Hazardous Substances Data)

Usage

General Description

Hexahydropentalene-1,4-dione is a chemical compound with the molecular formula C5H8O2. It is a cyclic diester, also known as cyclopentane-1,2,3-tricarboxylic acid, and is produced through the oxidation of cyclopentadiene. hexahydropentalene-1,4-dione is mainly used as a raw material for the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. It has a unique structure that makes it a versatile intermediate in organic synthesis, allowing for the creation of diverse functionalized products. Hexahydropentalene-1,4-dione is an important building block in organic chemistry and is used in the production of various compounds with diverse applications.

Upstream product

• 5259-72-3 cyclo-octa-1,5-diene 
• 200725-73-1 octahydropentalene-1,4-diyl diacetate 
• 1552-12-1 1,5-cis,cis-cyclooctadiene 
• 136749-31-0 1,6-di-tert-butyl 3,4-dimethyl 1,3,4,6-hexanetetracarboxylate 
• 136749-32-1 3,6-Dihydroxy-1,3a,4,6a-tetrahydro-pentalene-2,5-dicarboxylic acid di-tert-butyl ester 

Downstream Products

• 115821-38-0 (2S,3aR,4R,6aS)-4-Methyl-2-(3-oxo-butyl)-hexahydro-pentalen-1-one 
• 77275-08-2 (r-1H,c-5H)-2,6-Diphenylbicyclo<3.3.0>octa-2,6-dien 
• 139040-24-7 (r-1H,c-5H)-c-2,c-6-Diphenylbicyclo<3.3.0>octan-2,6-diol 

Relevant articles and documents

Polycyclic derivatives and preparation thereof

The invention discloses compounds shown as a formula (I) and a formula (II) and stereoisomers, pharmaceutically acceptable salts, solvates, hydrates, N-oxides and prodrugs thereof, pharmaceutical compositions and preparation methods of the compounds and t

An Improved Synthesis of Bicyclooctane-2,6-dione

The Michael addition of dimethyl malonate (12) to tert-butyl acrylate (11), carried out without solvent, affords the triester 13a in 88percent yield on a kg scale.Selective partial hydrolysis of 13a produces the monoacid 13b almost quantitatively.The Kolbe electrolysis of 13b furnishes the tetraester 7c as a crystalline 1:1 mixture of diastereomers in 62-74percent yield.The Dieckmann condensation of 7c is induced by sodium hydride/tert-butyl alcohol in tetrahydrofuran and yield the enolized β-oxo ester 8c which, on acidic hydrolysis followed by decarboxylation, produces the title diketone 2 in 90percent yield, based on 7c.Thus, the useful diketone 2 is obtained in 46-55percent overall yield on a 100-g scale.Key Words: Malonate, dimethyl- / Acrylate, tert-butyl- / Bicyclooctane, derivatives of / Pentalene, perhydro-, derivatives of / Michael addition / Kolbe electrolysis / Dieckmann condensation