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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.
cis (left) and (S,S)-trans (right) isomers
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Names | |
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Preferred IUPAC name
1,2-Dimethylcyclopropane | |
Identifiers | |
3D model (JSmol)
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ChemSpider | |
PubChem CID
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CompTox Dashboard (EPA)
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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 |
Refractive index (nD)
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cis: 1.3829 (20 °C) trans: 1.3713 (20 °C) |
Related compounds | |
Related compounds
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cyclopropane, cyclopentane |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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
editReferences
edit- ^ PubChem. "1,2-Dimethylcyclopropane". pubchem.ncbi.nlm.nih.gov. Retrieved 2022-11-15.