485318-53-4

Basic information

• Product Name: 1',4'-dibromo-dispiro(1,3-dioxolane-2,5'-tricyclo[5.2.1.0~2,6~]deca[3,8]diene-10',2''-[1,3]dioxolane)
• Synonyms: 1',4'-dibromo-dispiro(1,3-dioxolane-2,5'-tricyclo[5.2.1.0~2,6~]deca[3,8]diene-10',2''-[1,3]dioxolane)
• CAS NO: 485318-53-4
• Molecular Formula: C14H14Br2O4
• Molecular Weight: 406.06656
• Mol File: 485318-53-4.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1',4'-dibromo-dispiro(1,3-dioxolane-2,5'-tricyclo[5.2.1.0~2,6~]deca[3,8]diene-10',2''-[1,3]dioxolane)(CAS DataBase Reference)
• NIST Chemistry Reference: 1',4'-dibromo-dispiro(1,3-dioxolane-2,5'-tricyclo[5.2.1.0~2,6~]deca[3,8]diene-10',2''-[1,3]dioxolane)(485318-53-4)
• EPA Substance Registry System: 1',4'-dibromo-dispiro(1,3-dioxolane-2,5'-tricyclo[5.2.1.0~2,6~]deca[3,8]diene-10',2''-[1,3]dioxolane)(485318-53-4)

Safety Data

• Hazardous Substances Data: 485318-53-4(Hazardous Substances Data)

Usage

Chemical structure

A complex chemical compound with a unique structure that contains two dioxolane rings and two bromine atoms.

Category

Belongs to the category of spiro compounds, characterized by the presence of two or more rings that share a single atom.

Bromine atoms

The presence of bromine atoms gives it potential use in organic synthesis and medicinal chemistry.

Complex structure

Its complex structure and bromine substitution make it an interesting target for further study.

Potential applications

Possible applications in various fields such as pharmaceuticals, materials science, and catalysis.

Upstream product

• 120-92-3 cyclopentanone 
• 25834-49-5 2,2,5-tribromocyclopentanone ethylene acetal 
• 176-32-9 1,4-dioxaspiro[4.4]nonane 
• 123-91-1 1,4-dioxane 

Relevant articles and documents

Base-Promoted Rearrangement of 1,5-Dibromopentacyclo2,5.03,9.04,8>decane-6,10-dione: Easy Entry of a Novel Cage System, 10-Oxa-9-oxopentacyclo2,4.03,6.05,8>decane

The Diels-Alder dimerization of 2-bromo-2,4-cyclopentadienone ethylene acetal (2) gave endo-2,7-dibromodicyclopentadiene-1,8-dione 1,8-bis(ethylene acetal) (3) as a minor product in a 4.5percent yield. Ultraviolet irradiation of 5 led to dimerization product 7. Deacetalization was accomplished by treating with concentrated sulfuric acid to give 1,5-dibromopentacyclo2,5.03,9.04,8>decane-6,10-dione (9). Compound 9 was converted into a new cage system, 10-oxa-9-oxopentacyclo2,4.03,6.05,8>decane, in a high yield by treating with 5percent aqueous potassium hydroxide at 80 deg C.

Cubane Arrives on the Cucurbituril Scene

Cubane, an intriguing chemical curiosity first studied in the early 1960s, has become a valuable structural motif and has recently been involved in the structures of a great number of prospective compounds. The first dicationic supramolecular guest 5 is prepared and derived from a 1,4-disubstituted cubane moiety, and its binding behavior toward cucurbit[n]urils (CBn) and cyclodextrins (CD) is studied. The bisimidazolium salt 5 forms 1:1 inclusion complexes with CB7, CB8, and β-CD with the respective association constants (6.7 ± 0.5) × 1011 M-1, (1.5 ± 0.2) × 109 M-1, and 2 M-1 in water. The solid-state structures of the 5@CB7 and 5@CB8 complexes are also reported.

Pilot-Scale Production of Dimethyl 1,4-Cubanedicarboxylate

A scalable process for the preparation of high purity dimethyl 1,4-cubanedicarboxylate (3) is reported. The work described herein builds on previous synthetic work from this and other laboratories, to provide a reliable process that can be used to prepare multigram quantities of 3 in a partially telescoped, 8 step process, with minimal purification of intermediates.