Quadricyclane

Quadricyclane
Names
Preferred IUPAC name
Tetracyclo[3.2.0.02,7.04,6]heptane
Other names
quadricyclo[2.2.1.02,6.03.5]heptane, tetracyclo[2.2.1.02,6.03.5]heptane
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.005.450 Edit this at Wikidata
EC Number
  • 205-994-1
UNII
  • InChI=1S/C7H8/c1-2-4-5(2)7-3(1)6(4)7/h2-7H,1H2/t2-,3+,4+,5-,6+,7- ☒N
    Key: DGZUEIPKRRSMGK-BEOVHNCFSA-N ☒N
  • InChI=1/C7H8/c1-2-4-5(2)7-3(1)6(4)7/h2-7H,1H2/t2-,3+,4+,5-,6+,7-
    Key: DGZUEIPKRRSMGK-BEOVHNCFBK
  • C1C2C3C2C4C1C34
Properties
C7H8
Molar mass 92.14 g/mol
Density 0.982 g/cm3
Melting point −44 °C (−47 °F; 229 K)
Boiling point 108 °C (226 °F; 381 K) at 987 hPa
Insoluble
Hazards
GHS labelling:
GHS02: FlammableGHS06: Toxic
Danger
H226, H330
P210, P260, P284, P310
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Quadricyclane is a strained, multi-cyclic hydrocarbon with the formula CH2(CH)6. A white volatile colorless liquid, it is highly strained molecule (78.7 kcal/mol). Isomerization of quadricyclane proceeds slowly at low temperatures.[1] Because of quadricyclane's strained structure and thermal stability, it has been studied extensively.

  1. ^ Petrov, V. A; Vasil’ev, N. V. “Synthetic Chemistry of Quadricyclane.” Current Organic Synthesis 3 (2006): 215–259

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