Skip to content
[2.2]paracyclophane

Structure via PubChem · Public domain (PubChem)

EntityQ72499536· pop 5· linked from 5 articles

[2.2]paracyclophane

Sign in to save

Also known as di-p-xylylene, tricyclo[8.2.2.24,7]hexadeca-4,6,10,12,13,15-hexaene, 2,2-paracyclophane

[2.2]Paracyclophane is a cyclophane that is applied in bio- and materials science. It was first synthesized by Brown and Farthing in 1949 by pyrolyzing para-xylene in the gas phase under low pressure.

Chemical data

Formula
C16H16
Molecular weight
208.3 g/mol
IUPAC name
tricyclo[8.2.2.24,7]hexadeca-1(13),4,6,10(14),11,15-hexaene
SMILES
C1CC2=CC=C(CCC3=CC=C1C=C3)C=C2
InChIKey
OOLUVSIJOMLOCB-UHFFFAOYSA-N
XLogP
3.7
Polar surface area
0 Ų
H-bond donors
0
H-bond acceptors
0
Formal charge
0

via PubChem

Wikidata facts

Mass
208.125200512
Show 4 more facts
chemical formula
C₁₆H₁₆
melting point
286.0
canonical SMILES
C1CC2=CC=C(CCC3=CC=C1C=C3)C=C2
Commons category
Paracyclophane
Sources (2)

via Wikidata · CC0

~1 min read

Encyclopedic overview

2 sections
Contents
  • Reactions
  • References

[2.2]Paracyclophane is a cyclophane that is applied in bio- and materials science. It was first synthesized by Brown and Farthing in 1949 by pyrolyzing para-xylene in the gas phase under low pressure.

==Reactions== [2.2]Paracyclophane is stable under normal conditions. Its formyl, acetyl, nitro- and bromo- derivatives can be obtained by electrophilic aromatic substitution in one step. 400px

Excerpted from Wikipedia’s “[2.2]paracyclophane” article, available under the CC BY-SA 4.0 licence.

Available in 4 languages

via Wikidata sitelinks · CC0