1,5-hexadiyne
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Surname | 1,5-hexadiyne | ||||||||||||||||||
other names |
Dipropargyl |
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Molecular formula | C 6 H 6 | ||||||||||||||||||
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properties | |||||||||||||||||||
Molar mass | 78.11 g mol −1 | ||||||||||||||||||
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As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . |
1,5-Hexadiyne is a chemical compound from the group of unsaturated hydrocarbons and a member of the group of diynes , more precisely the alkadiynes . The two triple bonds are not conjugated .
Extraction and presentation
1,5-Hexadiyne can be obtained by ring opening from fulvene .
It can also be made from the tetrabromide of diallyl with alcoholic potassium hydroxide at 110 ° C.
use
1,5-Hexadiyne is used in the manufacture of bisdehydro [12] annulene and biphenylene. It is also used as an important starting material in the production of (5Z, 9Z) -5,9-hexadecadienoic acid. It is also involved in the production of linear organotin polymers by reacting with organotin dihydrides.
literature
- DA Ben-Efraim, F. Sondheimer: The rearrangement of 1,5-hexadiyne and 1,6-heptadiyne . In: Tetrahedron . tape 25 , no. 14 , 1969, p. 2837-2843 , doi : 10.1016 / 0040-4020 (69) 80027-X .
Individual evidence
- ↑ a b c data sheet 1,5-hexadiyne, 50% in pentane from AlfaAesar, accessed on October 13, 2019 ( PDF )(JavaScript required) .
- ↑ Sen Kali Das: Reviews Of Modern Quantum Chemistry: A Celebration Of The Contributions Of Robert G Parr (In 2 Vols) . World Scientific, 2002, ISBN 981-4489-18-2 , pp. 352 ( limited preview in Google Book search).
- ^ Frank C. Whitmore: Organic Chemistry, Volume One Part I: Aliphatic Compounds Part II: Alicyclic Compounds . Courier Corporation, 2012, ISBN 978-0-486-60700-9 , pp. 72 ( limited preview in Google Book search).