3,7-dimethylocta-2,6-diene nitrile
Structural formula | |||||||||||||||||||
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Structural formula of the ( E ) isomer | |||||||||||||||||||
General | |||||||||||||||||||
Surname | 3,7-dimethylocta-2,6-diene nitrile | ||||||||||||||||||
other names |
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Molecular formula | C 10 H 15 N | ||||||||||||||||||
Brief description |
colorless to yellow liquid |
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properties | |||||||||||||||||||
Molar mass | 149.24 g mol −1 | ||||||||||||||||||
Physical state |
liquid |
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density |
0.853 g cm −3 |
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Melting point |
<−50 ° C |
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boiling point |
260 ° C |
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Vapor pressure |
3.7 Pa (20 ° C) |
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Refractive index |
1.475 (20 ° C) |
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safety instructions | |||||||||||||||||||
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Toxicological data | |||||||||||||||||||
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 |
3,7-Dimethylocta-2,6-diene nitrile is a chemical compound from the group of nitriles .
Extraction and presentation
3,7-Dimethylocta-2,6-diene nitrile can be obtained from citral ( 1 ) by reacting with hydroxylamine to citraloxime ( 2 ) and dehydrating it.
Furthermore, 3,7-dimethylocta-2,6-dienonitrile can be produced from 6-methyl-5-hepten-2-one ( 3 ) by Doebner's reaction with cyanoacetic acid ( 4 ) with dehydration and subsequent decarboxylation of intermediate 5 .
properties
3,7-Dimethylocta-2,6-diene nitrile is a colorless to yellow liquid.
use
3,7-Dimethylocta-2,6-diene nitrile has been used as an odorous substance since the 1940s .
Individual evidence
- ↑ a b c d e f g h i Entry on 3,7-Dimethylocta-2,6-diennitrile in the GESTIS substance database of the IFA , accessed on February 5, 2019(JavaScript required) .
- ↑ a b c d e D. LJ Opdyke: Monographs on Fragrance Raw Materials A Collection of Monographs Originally Appearing in Food and Cosmetics Toxicology . Elsevier, 2013, ISBN 978-1-4831-4797-0 , pp. 407 ( limited preview in Google Book search).
- ↑ Data sheet 3,7-dimethyl-2,6-octadiene nitrile, mixture of isomers, ≥97% from Sigma-Aldrich , accessed on February 5, 2019 ( PDF ).
- ↑ Entry on 3,7-dimethylocta-2,6-Dienitrile in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 6, 2019. Manufacturers or distributors can expand the harmonized classification and labeling .
- ^ Charles Sell: The Chemistry of Fragrances From Perfumer to Consumer . Royal Society of Chemistry, 2006, ISBN 978-0-85404-824-3 , pp. 67 ( limited preview in Google Book search).
- ↑ a b Kirk-Othmer: Kirk-Othmer Chemical Technology of Cosmetics . John Wiley & Sons, 2012, ISBN 1-118-51890-X ( limited preview in Google Book Search).