1,6-heptadiene

Structural formula
General
Surname	1,6-heptadiene
Molecular formula	C 7 H 12
Brief description	colorless liquid
External identifiers / databases
EC number	626-010-0
ECHA InfoCard	100.154.451
PubChem	16968
Wikidata	Q19833899
properties
Molar mass	96.17 g mol −1
Physical state	liquid
density	0.714 g cm −3 (25 ° C)
Melting point	−129.4 to −129 ° C
boiling point	89-90 ° C
solubility	practically insoluble in water (44 mg l −1 at 25 ° C)
Refractive index	1.414 (20 ° C)
safety instructions
H and P phrases	H: 225-304-315-319-335
	P: 210-261-301 + 310-305 + 351 + 338-331
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

1,6-heptadiene is an organic chemical compound from the group of unsaturated aliphatic hydrocarbons .

Extraction and presentation

1,6-heptadiene can be obtained by reacting 1,3-butadiene with allyl magnesium bromide and diethyl ether , subsequent hydrolysis with hydrochloric acid and neutralization with sodium hydrogen carbonate , a mixture of 1,6-heptadiene and 1,5-heptadiene being formed.

properties

1,6-heptadiene is a colorless clear liquid that is practically insoluble in water.

use

1,6-heptadiene can be used as a starting reagent in the asymmetric synthesis of all stereoisomers of 6-methylpipecolic acids as well as other chemical compounds.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j data sheet 1,6-heptadiene, 99% from Sigma-Aldrich , accessed on April 27, 2015 ( PDF ).
↑ Donald Mackay, Wan Ying Shiu, Kuo-Ching Ma: Illustrated Handbook of Physical-Chemical Properties and Environmental Fate for Organic Chemicals: . CRC Press, 1993, ISBN 978-0-87371-973-5 , pp. 238 ( limited preview in Google Book search).
↑ Daniel Bellus, Chao-Jun Li, Teck-Peng Loh, Istvan Marko, Keiji Maruoka, Norikazu Miyoshi, Kunio Mochida, Ryoji Noyori, Masataka Oishi, Takashi Ooi, Susumu Saito, Makoto Shimizu, Tamotsu Takahashi, Sadao Tsuboi, Masahiko Yamaguchi, Hisashi Yamamoto, Akira Yanagisawa, Hajime Yasuda: Science of Synthesis: Houben-Weyl Methods of Molecular Transformations Vol. 7: Compounds of Groups 13 and 2 (Al, Ga, In, Tl, Be ... Ba) . Georg Thieme Verlag, 2014, ISBN 3-13-171771-8 , p. 569 ( limited preview in Google Book search).

[Sigma-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j data sheet 1,6-heptadiene, 99% from Sigma-Aldrich , accessed on April 27, 2015 ( PDF ).

[Donald_Mackay,_Wan_Ying_Shiu,_Kuo-Ching_Ma-2] Donald Mackay, Wan Ying Shiu, Kuo-Ching Ma: Illustrated Handbook of Physical-Chemical Properties and Environmental Fate for Organic Chemicals: . CRC Press, 1993, ISBN 978-0-87371-973-5 , pp. 238 ( limited preview in Google Book search).

[Daniel_Bellus,_Chao-Jun_Li,_Teck-Peng_Loh,_Istvan_Marko,_Keiji_Maruoka,_Norikazu_Miyoshi,_Kunio_Mochida,_Ryoji_Noyori,_Masataka_Oishi,_Takashi_Ooi,_Susumu_Saito,_Makoto_Shimizu,_Tamotsu_Takahashi,_Sadao_Tsuboi,_Masahiko_Yamaguchi,_Hisashi_Yamamoto,_Akira_Yanagisawa,_Hajime_Yasuda-3] Daniel Bellus, Chao-Jun Li, Teck-Peng Loh, Istvan Marko, Keiji Maruoka, Norikazu Miyoshi, Kunio Mochida, Ryoji Noyori, Masataka Oishi, Takashi Ooi, Susumu Saito, Makoto Shimizu, Tamotsu Takahashi, Sadao Tsuboi, Masahiko Yamaguchi, Hisashi Yamamoto, Akira Yanagisawa, Hajime Yasuda: Science of Synthesis: Houben-Weyl Methods of Molecular Transformations Vol. 7: Compounds of Groups 13 and 2 (Al, Ga, In, Tl, Be ... Ba) . Georg Thieme Verlag, 2014, ISBN 3-13-171771-8 , p. 569 ( limited preview in Google Book search).