(2.2)Paracyclophane

From Wikipedia, the free encyclopedia
Jump to navigation Jump to search
(2.2)Paracyclophane
Error creating thumbnail:
Names
Preferred IUPAC name
1,4(1,4)-Dibenzenacyclohexaphane[1]
Other names
[2.2](1,4)Cyclophane
1,4-Carbophane
Cyclobis(benzene-1,4-dimethylene)
Parylene dimer
Di-p-xylylene
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value). Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).
EC Number
  • 216-644-2
E number Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).
  • {{#property:P3117}}Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).
  • InChI=1S/C16H16/c1-2-14-4-3-13(1)9-10-15-5-7-16(8-6-15)12-11-14/h1-8H,9-12H2
    Key: OOLUVSIJOMLOCB-UHFFFAOYSA-N
  • C=1C=C2C=CC1CCC3=CC=C(C=C3)CC2
Properties
C16H16
Molar mass 208.304 g·mol−1
Appearance White solid[2]
Density 1.242 g/cm3 (260 K)[3]
Melting point 285 °C (545 °F; 558 K)[4]
Hazards
GHS labelling:[5]
GHS07: Exclamation markGHS08: Health hazard
Warning
H317, H373
P260, P261, P272, P280, P302+P352, P319, P321, P333+P317, P362+P364, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

[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.[4]

Reactions

[edit | edit source]

[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.[6]

File:Monofunctionalization of (2.2)paracyclophane.svg

References

[edit | edit source]
  1. ^ Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).
  2. ^ Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).
  3. ^ Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).
  4. ^ a b Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).
  5. ^ Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).
  6. ^ Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).
Retrieved from "http://70.231.62.181/index.php?title=(2.2)Paracyclophane&oldid=20094072"