35357-33-6

Basic information

• Product Name: 1,4,9,12-Tetraoxadispiro(4.2.4.2)tetradeca-6,13-diene
• Synonyms: 1,4,9,12-Tetraoxadispiro[4.2.4.2]tetradeca-6,13-diene
• CAS NO: 35357-33-6
• Molecular Formula: C₁₀H₁₂O₄
• Molecular Weight: 196.1999
• Mol File: 35357-33-6.mol
• Article Data: 2

Chemical Properties

• Melting Point: 232-235 °C
• Boiling Point: 317.8°C at 760 mmHg
• Flash Point: 147.3°C
• Density: 1.3g/cm³
• Vapor Pressure: 0.0007mmHg at 25°C
• Refractive Index: 1.565
• CAS DataBase Reference: 1,4,9,12-Tetraoxadispiro(4.2.4.2)tetradeca-6,13-diene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4,9,12-Tetraoxadispiro(4.2.4.2)tetradeca-6,13-diene(35357-33-6)
• EPA Substance Registry System: 1,4,9,12-Tetraoxadispiro(4.2.4.2)tetradeca-6,13-diene(35357-33-6)

Safety Data

• Hazardous Substances Data: 35357-33-6(Hazardous Substances Data)

Usage

Chemical structure

A spiro compound with two or more rings sharing a single atom.

Oxygen atoms

Contains four oxygen atoms in its structure.

Double bond

Has a double bond at positions 6 and 13 in the molecule.

Physical state

A colorless liquid at room temperature.

Synthesis

Synthesized through a series of chemical reactions.

Applications

Used in organic synthesis and medicinal chemistry due to its unique structural features and potential biological activities.

Research interest

An intriguing molecule for further study and development due to its complex structure and potential applications.

Upstream product

• 15791-03-4 1,1,4,4-tetramethoxycyclohexa-2,5-diene 
• 107-21-1 ethylene glycol 
• 15791-03-4 3,3,6,6-tetramethoxycyclohexa-1,4-dione 

Downstream Products

• 35357-34-7 1,4-dioxaspiro[4.5]deca-6,9-dien-8-one 
• 934425-01-1 6,7-epoxy-1,4,9,12-tetraoxadispiro[4.2.4.2]tetradec-13-ene 

Relevant articles and documents

A Mechanistic Study of the Thermal Disproportionation Reaction of Quinone Monoketals

Thermolysis of quinone monoketals 1a-d at 180 deg C leads to disproportionation to the p-alkoxyphenols 2a-d and the carbonyl compounds derived from the alcohol moiety of the ketal.The thermolysis of 4,4-dimethoxy-2,5-cyclohexadienone (1a) followed first-order kinetics, and the rate of reaction decreased by a factor of 3.6 when the methoxy groups were replaced with methoxy-d3 groups.The suggested mechanism for the reaction involves reversible dissociation of 1a into a p-methoxyphenoxy-methoxy radical pair, followed by rate-controlling hydrogen atom transfer to give p-methoxyphenol and formaldehyde.Although 1a has a half-life of about 4 h at 180 deg C, the monoethylene glycol ketal of benzoquinone was recovered in > 90percent yield after heating for 24 h at the same temperature.Finally, acid-catalysed exchange of 3,3,6,6-tetramethoxy-1,4-cyclohexadiene with alcohols furnished a convenient route to quinone bisketals not obtainable in good yield via anodic oxidation.