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Cyclobutane—Physical Properties and Theoretical Studies

Cyclobutanes (2005)

  1. Kenneth B. Wiberg

Published Online: 15 DEC 2009

DOI: 10.1002/9780470682531.pat0315

Patai's Chemistry of Functional Groups

Patai's Chemistry of Functional Groups

How to Cite

Wiberg, K. B. 2009. Cyclobutane—Physical Properties and Theoretical Studies. Patai's Chemistry of Functional Groups. .

Author Information

  1. Yale University, Department of Chemistry, New Haven, CT, USA

Publication History

  1. Published Online: 15 DEC 2009

Chemistry Terms

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Abstract

  • 1
    Introduction
  • 2
    Cycloalkane Structures and Bonding
  • 3
    Bond Strengths
  • 4
    Energies of Cycloalkanes
  • 5
    NMR Spectra of Cycloalkanes
  • 6
    Cyclopropyl and Cyclobutyl Cations
  • 7
    Interaction of Cyclopropane and Cyclobutane Rings with Electron-Deficient Centers
  • 8
    Protonated Cyclopropanes and Cyclobutanes
  • 9
    Thermal Formation of Cyclobutanes by Cycloaddition and Thermal Cleavage
  • 10
    Antiaromaticity in Cyclobutadiene
  • 11
    Summary

Keywords:

  • cycloalkane structures and bonding;
  • cyclobutane - very reactive and ‘normal’ cycloalkanes;
  • cycloalkane energies;
  • NMR spectra of cycloalkanes;
  • cyclopropyl and cyclobutyl cations;
  • cyclopropane and cyclobutane rings with electron-deficient centers;
  • protonated cyclopropanes and cyclobutanes;
  • antiaromaticity in cyclobutadiene

Featured Compounds

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  1. 1 - 16
Compound 1
Molecular Weight:68.117
Molecular Formula:C5H8
InChIKey:MKCBRYIXFFGIKN-UHFFFAOYSA-N
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Compound 3
Molecular Weight:96.1702
Molecular Formula:C7H12
InChIKey:UMRZSTCPUPJPOJ-UHFFFAOYSA-N
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Compound 5
Molecular Weight:153.2839
Molecular Formula:C11H21
InChIKey:DUPHODLXDPCQHS-UHFFFAOYSA-N
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Compound 2
Molecular Weight:82.1436
Molecular Formula:C6H10
InChIKey:JSMRMEYFZHIPJV-UHFFFAOYSA-N
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Compound 4
Molecular Weight:324.478
Molecular Formula:C18H28O3S
InChIKey:UIBPPFZSEPNELW-UHFFFAOYSA-N
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Compound 6
Molecular Weight:102.562
Molecular Formula:C5H7Cl
InChIKey:VLYRDKSOYVWGMO-UHFFFAOYSA-N
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Compound 7
Molecular Weight:252.329
Molecular Formula:C13H16O3S
InChIKey:PPSKZXUUTXKNNQ-UHFFFAOYSA-N
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Compound 8
Molecular Weight:252.329
Molecular Formula:C13H16O3S
InChIKey:PPSKZXUUTXKNNQ-UHFFFAOYSA-N
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Compound 9
Molecular Weight:268.372
Molecular Formula:C14H20O3S
InChIKey:KABOOCDQHGTBOA-UHFFFAOYSA-N
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Compound 10
Molecular Weight:136.234
Molecular Formula:C10H16
InChIKey:XSKCCLQDCJVUIU-UHFFFAOYSA-N
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Compound 11
Molecular Weight:80.1277
Molecular Formula:C6H8
InChIKey:XIEBQIWVIRKPGE-UHFFFAOYSA-N
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Compound 13
Molecular Weight:160.2554
Molecular Formula:C12H16
InChIKey:UCSQNOWNGFFZMA-HWAYABPNSA-N
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Compound 14
Molecular Weight:108.1809
Molecular Formula:C8H12
InChIKey:FYWVNXHGOQXBTP-UHFFFAOYSA-N
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Compound 15
Molecular Weight:179.2588
Molecular Formula:C11H17NO
InChIKey:RAGXNYCBDMLSKE-UHFFFAOYSA-N
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Compound 17
Molecular Weight:96.0841
Molecular Formula:C5H4O2
InChIKey:ZPSJGADGUYYRKE-UHFFFAOYSA-N
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Compound 18
Molecular Weight:104.1491
Molecular Formula:C8H8
InChIKey:DUZZYQHCABHRAJ-UHFFFAOYSA-N
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