Δ-dekalakton

δ-Dekalakton
	Strukturní vzorec
Obecné
Systematický název	6-pentyltetrahydro-2H-pyran-2-on
Ostatní názvy	delta-dekalakton, δ-pentyl-δ-valerolakton
Sumární vzorec	C10H18O2
Vzhled	bezbarvá až nažloutlá kapalina[1]
Identifikace
Registrační číslo CAS	705-86-2
EC-no (EINECS/ELINCS/NLP)	211-889-1
PubChem	12810
SMILES	CCCCCC1CCCC(=O)O1
InChI	1S/C10H18O2/c1-2-3-4-6-9-7-5-8-10(11)12-9/h9H,2-8H2,1H3
Vlastnosti
Molární hmotnost	170,25 g/mol
Hustota	0,964 až 0,971 g/cm3[1]
Index lomu	1,456 až 1,459[1]
Rozpustnost ve vodě	nerozpustný
Rozpustnost v polárních ; rozpouštědlech	rozpustný v ethanolu a propylenglykolu[1]
Není-li uvedeno jinak, jsou použity; jednotky SI a STP (25 °C, 100 kPa).
	Některá data mohou pocházet z datové položky.

δ-Dekalakton je organická sloučenina patřící mezi laktony. Vyskytuje se přirozeně v ovoci[2] a mléčných výrobcích.[3] Lze jej získat chemicky i biologicky.[4][5] Chemicky se připravuje Baeyerovou–Villigerovou oxidací delfonu.[4]

Biologicky se získává z biomasy hydrogenací 6-amyl-α-pyronu.[6] DDL se používá v potravinářství,[7] při výrobě polymerů[8] a v zemědělském průmyslu.[9]

Odkazy

Související články

Γ-dekalakton

Reference

V tomto článku byl použit překlad textu z článku δ-Decalactone na anglické Wikipedii.

https://pubchem.ncbi.nlm.nih.gov/compound/12810
Hirotoshi Tamura; Markus Appel; Elke Richling; Peter Schreier. Authenticity Assessment of γ- and δ-Decalactone fromPrunus Fruits by Gas Chromatography Combustion/Pyrolysis Isotope Ratio Mass Spectrometry (GC-C/P-IRMS). Journal of Agricultural and Food Chemistry. 2005, s. 5397–5401. DOI 10.1021/jf0503964. PMID 15969525.
Yonca Karagül-Yüceer; Maryanne Drake; Keith R. Cadwallader. Aroma-Active Components of Nonfat Dry Milk. Journal of Agricultural and Food Chemistry. 2001, s. 2948–2953. DOI 10.1021/jf0009854. PMID 11409991.
Avelino Corma; Sara Iborra; María Mifsud; Michael Renz; Manuel Susarte. A New Environmentally Benign Catalytic Process for the Asymmetric Synthesis of Lactones: Synthesis of the Flavouring δ-Decalactone Molecule. Advanced Synthesis & Catalysis. 2004, s. 257–262. DOI 10.1002/adsc.200303234.
Md. Imteyaz Alam; Tuhin S. Khan; M. Ali Haider. Alternate Biobased Route to Produce δ-Decalactone: Elucidating the Role of Solvent and Hydrogen Evolution in Catalytic Transfer Hydrogenation. ACS Sustainable Chemistry & Engineering. 2019, s. 2894–2898. DOI 10.1021/acssuschemeng.8b05014.
Md. Imteyaz Alam; Tuhin S. Khan; M. Ali Haider. Alternate Biobased Route to Produce δ-Decalactone: Elucidating the Role of Solvent and Hydrogen Evolution in Catalytic Transfer Hydrogenation. ACS Sustainable Chemistry & Engineering. 2019, s. 2894–2898. DOI 0.1021/acssuschemeng.8b05014.
The forty-ninth meeting of the Joint FAO/WHO Expert Committee on Food Additives; WHO food additive series 40; WHO: Geneva, 1998
Mark T. Martello; Adam Burns; Marc Hillmyer. Bulk Ring-Opening Transesterification Polymerization of the Renewable δ-Decalactone Using an Organocatalyst. ACS Macro Letters. 2012, s. 131–135. DOI 10.1021/mz200006s.
D. J. Menger; J. J. A. Van Loon; W. Takken. Assessing the efficacy of candidate mosquito repellents against the background of an attractive source that mimics a human host. Medical and Veterinary Entomology. 2014, s. 407–413. DOI 10.1111/mve.12061.

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[PubChem-1] ttps://pubchem.ncbi.nlm.nih.gov/compound/12810

[2] Hirotoshi Tamura; Markus Appel; Elke Richling; Peter Schreier. Authenticity Assessment of γ- and δ-Decalactone fromPrunus Fruits by Gas Chromatography Combustion/Pyrolysis Isotope Ratio Mass Spectrometry (GC-C/P-IRMS). Journal of Agricultural and Food Chemistry. 2005, s. 5397–5401. DOI 10.1021/jf0503964. PMID 15969525.

[3] Yonca Karagül-Yüceer; Maryanne Drake; Keith R. Cadwallader. Aroma-Active Components of Nonfat Dry Milk. Journal of Agricultural and Food Chemistry. 2001, s. 2948–2953. DOI 10.1021/jf0009854. PMID 11409991.

[#1-4] Avelino Corma; Sara Iborra; María Mifsud; Michael Renz; Manuel Susarte. A New Environmentally Benign Catalytic Process for the Asymmetric Synthesis of Lactones: Synthesis of the Flavouring δ-Decalactone Molecule. Advanced Synthesis & Catalysis. 2004, s. 257–262. DOI 10.1002/adsc.200303234.

[5] Md. Imteyaz Alam; Tuhin S. Khan; M. Ali Haider. Alternate Biobased Route to Produce δ-Decalactone: Elucidating the Role of Solvent and Hydrogen Evolution in Catalytic Transfer Hydrogenation. ACS Sustainable Chemistry & Engineering. 2019, s. 2894–2898. DOI 10.1021/acssuschemeng.8b05014.

[6] Md. Imteyaz Alam; Tuhin S. Khan; M. Ali Haider. Alternate Biobased Route to Produce δ-Decalactone: Elucidating the Role of Solvent and Hydrogen Evolution in Catalytic Transfer Hydrogenation. ACS Sustainable Chemistry & Engineering. 2019, s. 2894–2898. DOI 0.1021/acssuschemeng.8b05014.

[7] The forty-ninth meeting of the Joint FAO/WHO Expert Committee on Food Additives; WHO food additive series 40; WHO: Geneva, 1998

[8] Mark T. Martello; Adam Burns; Marc Hillmyer. Bulk Ring-Opening Transesterification Polymerization of the Renewable δ-Decalactone Using an Organocatalyst. ACS Macro Letters. 2012, s. 131–135. DOI 10.1021/mz200006s.

[9] D. J. Menger; J. J. A. Van Loon; W. Takken. Assessing the efficacy of candidate mosquito repellents against the background of an attractive source that mimics a human host. Medical and Veterinary Entomology. 2014, s. 407–413. DOI 10.1111/mve.12061.