279-35-6

Basic information

• Product Name: 2,3-dioxabicyclo[2.2.1]heptane
• Synonyms: 2,3-Dioxabicyclo[2.2.1]heptane
• CAS NO: 279-35-6
• Molecular Formula: C₅H₈O₂
• Molecular Weight: 100.1158
• Mol File: 279-35-6.mol
• Article Data: 10

Chemical Properties

• Melting Point: 42.0-43.5 °C
• Boiling Point: 87.2°C at 760 mmHg
• Flash Point: 43.5°C
• Density: 1.146g/cm³
• Vapor Pressure: 72.3mmHg at 25°C
• Refractive Index: 1.469
• CAS DataBase Reference: 2,3-dioxabicyclo[2.2.1]heptane(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-dioxabicyclo[2.2.1]heptane(279-35-6)
• EPA Substance Registry System: 2,3-dioxabicyclo[2.2.1]heptane(279-35-6)

Safety Data

• Hazardous Substances Data: 279-35-6(Hazardous Substances Data)

Upstream product

• 2721-32-6 2,3-diazabicyclo[2.2.1]hept-2-ene 
• 112371-50-3 trans-1-t-butylperoxy-3-iodo-cyclopentane 
• 112371-52-5 cis 1-bromomercurio-3-t-butylperoxycyclopentane 
• 112371-50-3 cis-1-t-butylperoxy-3-iodo-cyclopentane 
• 6573-26-8 cyclopentadiene endoperoxide 
• 542-92-7 cyclopenta-1,3-diene 
• 136773-18-7 1-bromo-3-t-butylperoxycyclopentane 
• 56564-28-4 1,3-cyclopentadiyl biradical 
• 2721-32-6 2,3-diazabicyclo<2.2.1>hept-2-ene 
• 6573-26-8 2,3-dioxabicyclo[2.2.1]hept-5-ene 

Downstream Products

• 81898-36-4 3-Methoxy-3,3-diphenyl-2,4-dioxa-3λ⁵-phospha-bicyclo[3.2.1]octane 
• 542-78-9 Malondialdehyde 
• 65842-25-3 4,5-epoxypentanal 
• 74-85-1 ethene 
• 16326-97-9 cis-cyclopentane-1,3-diol 
• 26831-63-0 rac-3-hydroxycyclopentanone 
• 3859-41-4 1,3-cyclopentadione 
• 930-30-3 cyclopent-2-enone 
• 626-96-0 4-oxopentanal 
• 86088-70-2 C₁₈H₂₇O₂P 
• 78870-51-6 3,3,3-Triphenyl-2,4-dioxa-3λ⁵-phospha-bicyclo[3.2.1]octane 
• 16326-98-0 (+/-)-trans-1,3-cyclopentanediol 
• 791-28-6 Triphenylphosphine oxide 

Relevant articles and documents

Triphenylphosphine reduction of saturated endoperoxides

(Figure Presented) Triphenylphosphine reduction of saturated endoperoxides derived from 6,6-dimethylfulvene and spiro[2.4]hepta-4,6-diene in the presence of nucleophiles results in the formation of products that mainly stem from deoxygenation followed by carbocation formation. Nucleophilic attack by solvent proceeds by an SN1 like mechanism; allyl shifts and cyclopropylcarbinyl-cyclobutyl rearrangements also occur. With the systems lacking carbocation-stabilizing groups, the deoxygenation step is preceded by attack of H2O at the phosphorus.

Time-resolved infrared studies of triplet 1,3-cyclopentanediyl

Triplet-sensitized photolysis of 2,3-diazabicyclo[2.2.1]hept-2-ene (1) in argon- or oxygen- saturated acetonitrile-d3 solutions results in the formation of bicyclo[2.1.0]pentane (3), a ring closure product arising from an intermediate 1,3-cyclopentanediyl triplet biradical (2). Time-resolved infrared (TRIR) spectroscopy was used to monitor the kinetics of bicyclopentane 3 production. This analysis provides a measurement of the triplet biradical lifetime and an estimate of the bimolecular reaction rate between biradical 2 and oxygen, both in good agreement with previous investigations. Our studies also indicate that certain IR bands due to 3 in the C-H stretching region overlap with corresponding bands in biradical 2. This interpretation is supported by computational investigations. Copyright

CONVERSION OF BICYCLOPENTANE INTO 2,3-DIOXABICYCLOHEPTANE VIA t-BUTYL PEROXYMERCURIATION

Bicyclopentane has been converted in 45 percent yield into 2,3-dioxabicycloheptane by the sequence t-butyl peroxymercuriation, iodomercuriation, epimerisation of the resultant 1-t-butylperoxy-3-iodocyclopentane, and reaction of the trans isomer with silver trifluoroacetate.