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oxanorbornadiene

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EntityQ7115109· pop 6· linked from 2 articles

oxanorbornadiene

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Also known as 7-oxabicyclo[2.2.1]hepta-2,5-diene, 1,4-epoxy-2,5-cyclohexadiene, 7-oxanorbornadiene

Oxanorbornadiene (OND) is a bicyclic organic compound with an oxygen atom bridging the two opposing saturated carbons of 1,4-cyclohexadiene. OND is related to all-carbon bicycle norbornadiene.

Chemical data

Formula
C6H6O
Molecular weight
94.11 g/mol
IUPAC name
7-oxabicyclo[2.2.1]hepta-2,5-diene
SMILES
C1=CC2C=CC1O2
InChIKey
YKCNBNDWSATCJL-UHFFFAOYSA-N
XLogP
0.9
Polar surface area
9.2 Ų
H-bond donors
0
H-bond acceptors
1
Formal charge
0

via PubChem

Wikidata facts

Mass
94.041865
Show 2 more facts
canonical SMILES
C1=CC2C=CC1O2
chemical formula
C₆H₆O
Sources (2)

via Wikidata · CC0

~2 min read

Encyclopedic overview

4 sections
Contents
  • Synthesis
  • Properties
  • Reactions with azides
  • References

Oxanorbornadiene (OND) is a bicyclic organic compound with an oxygen atom bridging the two opposing saturated carbons of 1,4-cyclohexadiene. OND is related to all-carbon bicycle norbornadiene.

==Synthesis== OND can be prepared by cycloaddition of furan to cis-1,2-bis(phenylsulfonyl)ethylene followed by removal of the phenylsulfonyl groups.

Excerpted from Wikipedia’s “oxanorbornadiene” article, available under the CC BY-SA 4.0 licence.

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