1,2-Dimethylcyclopropane

1,2-Dimethylcyclopropane is a cycloalkane consisting of a cyclopropane ring substituted with two methyl groups attached to adjacent carbon atoms.[1] It has three stereoisomers, one cis-isomer and a pair of trans-enantiomers, which differ depending on the orientation of the two methyl groups. As with other cyclopropanes, ring tension results in a relatively unstable compound.

1,2-Dimethylcyclopropane

cis (left) and (S,S)-trans (right) isomers
Names
Preferred IUPAC name
1,2-Dimethylcyclopropane
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C5H10/c1-4-3-5(4)2/h4-5H,3H2,1-2H3 checkY
    Key: VKJLDXGFBJBTRQ-UHFFFAOYSA-N checkY
  • InChI=1/C5H10/c1-4-3-5(4)2/h4-5H,3H2,1-2H3
    Key: VKJLDXGFBJBTRQ-UHFFFAOYAK
  • CC1CC1C
Properties
C5H10
Molar mass 70.135 g·mol−1
Density cis: 0.6889 g/cm3
trans: 0.6648 g/cm3
Melting point cis: -140 °C
trans: -149.6 °C
Boiling point cis: 37 °C
trans: 28.2 °C
cis: 1.3829 (20 °C)
trans: 1.3713 (20 °C)
Related compounds
Related compounds
cyclopropane, cyclopentane
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

1,2-Dimethylcyclopropane is 1 of 10 structural isomers (cycloalkanes and aliphatic alkenes) which share the general formula of C5H10, the others being cyclopentane, methylcyclobutane, 1,1-dimethylcyclopropane, ethylcyclopropane, 1-pentene, 2-pentene, 2-methyl-1-butene, 3-methyl-1-butene, and 2-methyl-2-butene.

See also

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References

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  1. ^ PubChem. "1,2-Dimethylcyclopropane". pubchem.ncbi.nlm.nih.gov. Retrieved 2022-11-15.