1,5-hexadiyne

Structural formula
General
Surname	1,5-hexadiyne
other names	Dipropargyl
Molecular formula	C 6 H 6
External identifiers / databases
EC number	211-029-5
ECHA InfoCard	100.010.027
PubChem	69402
ChemSpider	62610
Wikidata	Q27117280
properties
Molar mass	78.11 g mol −1
safety instructions
H and P phrases	H: 225-304-315-319-336-411
	EUH: 066
	P: 210-264-280-301 + 310-304 + 340-331-337 + 313
	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).

[Alfa-1] ta sheet 1,5-hexadiyne, 50% in pentane from AlfaAesar, accessed on October 13, 2019 ( PDF )(JavaScript required) .

[Sen_Kali_Das-2] 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-3] 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).