6-amyl-alpha-pyrone
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Notes :
Blends well with cis-3-hexen-1-yl benzoate and salicylate, fruity, and jasmin lactones notes.
 
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IUPAC Name - 6-pentylpyran-2-one
InChI - InChI=1/C10H14O2/c1-2-3-4-6-9-7-5-8-10(11)12-9/h5,7-8H,2-4,6H2,1H3
InChIKey - MAUFTTLGOUBZNA-UHFFFAOYAY
SMILES - CCCCCC1=CC=CC(=O)O1
CAS Number : 27593-23-3
(EINECS) Number :248-552-3
FEMA Number :3696
COE Number :10967
Molar Refractivity :47.22 ± 0.3 cm3 (est)
Parachor :397.9 ± 6.0 cm3 (est)
Index of Refraction :1.481 ± 0.02 (est)
Surface Tension :33.2 ± 3.0 dyne/cm (est)
Density :1.003 ± 0.06 g/cm3 (est)
Polarizability :18.72 ± 0.5 10-24cm3 (est)
XlogP : 2.60 (est)
XlogP3-AA : 3.00 (est)
Molecular Weight : 166.2169600 (IUPAC) (PT) (112)
Formula :C10 H14 O2
NMR Predictor :Predict
 
 
Category :flavor and fragrance agents

EU / EUROPA / FDA / JECFA Information :
JECFA Food Flavoring :5-Hydroxy-2,4-decadienoic acid delta-lactone.
Fl@vouring Number : 10.031
FDA Mainterm : 5-HYDROXY-2,4-DECADIENOIC ACID DELTA-LACTONE.

Suppliers :
Fontarome :6-AMYL ALPHA PYRONE
Odor:  Cocoa fruity, mushroom, blue cheese, dairy
Penta :6-amyl-alpha-pyrone
SAFC Global® :6-Amyl-alpha-pyrone
≥96%, FG, Kosher
Odor:  almond; coconut; mushroom; sweet
TCI AMERICA :6-Amyl-2-pyrone
>98.0%(GC)

Organoleptics :
Odor Type :tonka
Odor Strength :medium ,
recommend smelling in a 1.00 % solution or less
Odor Description:
at 1.00 % in dipropylene glycol.  
tonka lactonic coconut creamy fatty waxy
Odor Description:
Coconut creamy, sweet, brown with a fatty waxy nuance
Mosciano, Gerard P&F 16, No. 6, 43, (1991)
Taste Description:
at 30.00 ppm.  
Sweet creamy, coconut, mushroom and nutty
Mosciano, Gerard P&F 16, No. 6, 43, (1991)

Properties :
Appearence :colorless to orange clear liquid
Assay : 96.00 to 100.00 %   
Food Chemicals Codex Listed :No
Specific Gravity :1.00400 @ 25.00 °C.
Refractive Index :1.50500 @ 20.00 °C.
Boiling Point : 285.00 to 286.00 °C. @ 760.00 mm Hg
Flash Ppoint :> 230.00  °F.  TCC  ( > 110.00 °C. )
logP (o/w) : 2.51

Safety :
Most important hazard(s) :Xi - Irritant
  R 36/37/38 - Irritating to eyes, respiratory system, and skin.
S 02 - Keep out of the reach of children.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36/39 - Wear suitable clothing and eye/face protection.
Oral Toxicity(LD50) : 
  Gavage-Rat   [sex: M,F]  5000.00  mg/kg
(Piccirillo & Hartman, 1980a

Dermal Toxicity(LD50) : 
  Not determined
Inhalation Toxicity(LC50) : 
  Not determined
 

Safety in Use :
Category :flavor and fragrance agents
Maximised Survey-derived Daily Intakes (MSDI-EU) :0.28 (μg/capita/day)
 
Recommendation for 6-amyl-alpha-pyrone fragrance usage levels up to :
  3.0000 % in the fragrance concentrate.
Recommendation for 6-amyl-alpha-pyrone flavor usage levels up to :
  30.0000 ppm in the flavor.

Safety References :
European Food Safety Athority(efsa) :Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...
EPI System :view
Canada Domestic Sub. List :Yes
EPA Chem. Sub. Inventory : Yes
 
WGK Germany :3
 
 
 
 
6-pentylpyran-2-one
BioActivity Analysis :536053
(EINECS) Number :248-552-3
Chemidplus :027593233
EPA Substance Registry Services :27593-23-3
dtp/nci :721361

References :
 
6-pentylpyran-2-one
NIST Chemistry WebBook :1617962126
Pubchem :175761

Other :
Export Tariff Code :2932.29.6000
VCF-Online: VCF Volatile Compounds in Food
FDA Everything Added to Food in the United States (EAFUS)View
Synonyms :
5-hydroxy-2,4-decadienoic acid delta-lactone
6-pentyl-2-pyrone
6-pentyl-2H-pyran-2-one
6-pentyl-alpha-pyrone
6-pentylpyran-2-one

Similar Products:    note
 benzo-alpha-pyrone
4,6-dimethyl-alpha-pyrone

Soluble in :
 alcohol

Insoluble in :
 water

Potential Blenders :    note
 acetoinFL/FR
 acetoin acetateFL/FR
 acetyl butyrylFL/FR
 acetyl isobutyrylFL/FR
 acetyl isovalerylFL
 acetyl nonyrylFL/FR
 acetyl propionylFL/FR
 allyl methyl trisulfideFL
 allyl nonanoateFL/FR
 amyl heptanoateFL/FR
isoamyl octanoateFL/FR
para-anisyl acetateFL/FR
 benzylidene acetoneFL
isobutyl benzyl carbinolFL/FR
 butyl butyryl lactateFL/FR
 butyl lactateFL/FR
 butyl laevo-lactateFL/FR
 butyric acidFL
2-oxobutyric acidFL
gamma-butyrolactoneFL/FR
 coconut decanoneFR
 coconut naphthalenoneFL/FR
 costus valerolactoneFR
 coumaneFL/FR
 coumarinFR
 creamy lactoneFL/FR
 dairy lactoneFL/FR
alpha-decalactoneFR
delta-decalactoneFL/FR
gamma-decalactoneFL/FR
6-decenoic acidFL
 deertongue absoluteFR
 deertongue concrete 
 deertongue oleoresinFR
 dehydromenthofurolactoneFL
 diacetylFL
5,5-dibutyl dihydrofuran-2(3H)-oneFL
 dihydrocoumarinFL
 dihydrojasmone lactoneFL/FR
 dimethyl benzofuranoneFL
ortho-dimethyl hydroquinoneFL/FR
delta-dodecalactoneFL/FR
 dodecanolFL/FR
delta-2-dodecenolactoneFL/FR
 ethyl palmitateFL/FR
 ethyl undecanoateFL/FR
 ethyl undecylenateFL/FR
 ethyl vanillinFL/FR
 ethyl vanillin isobutyrateFL/FR
 ethyl vanillin propylene glycol acetalFL/FR
 farnesyl acetoneFL/FR
 flouve absoluteFR
 glyceryl 5-hydroxydecanoateFL/FR
 glyceryl 5-hydroxydodecanoateFL/FR
 hay absoluteFR
 heliotropinFL/FR
delta-heptalactoneFL/FR
gamma-heptalactoneFL/FR
 heptanal 2,3-butane diol acetalFL
2-heptanoneFL/FR
(Z)-4-hepten-1-alFL/FR
(Z)-4-hepten-1-al diethyl acetalFL/FR
(Z)-4-hepten-1-olFL/FR
3-heptyl dihydro-5-methyl-2(3H)-furanoneFL/FR
gamma-hexalactoneFL/FR
 hexen-1-yl cyclopentanoneFR
4-hydroxybenzyl alcoholFL/FR
 immortelle absoluteFL/FR
 jasmin lactoneFL/FR
 lauric acidFR
 levulinic acidFL
 lovage oleoresinFL
 massoia bark oilFL
(R)-massoia lactoneFL
 methionalFL
 methyl (Z)-5-octenoateFL
 methyl 2-thiofuroateFL
6-methyl coumarinFL
7-methyl coumarinCS
 methyl heptadienoneFL/FR
 methyl laurateFL/FR
4-methyl octanoic acidFL
6-methyl quinolineFL/FR
 mint lactoneFL/FR
 myristyl alcoholFL/FR
 myrtenalFL/FR
delta-nonalactoneFL/FR
gamma-nonalactone (aldehyde C-18)FL/FR
2-nonanolFL/FR
1-nonen-3-olFL/FR
2,4-octadien-1-olFL
 octahydrocoumarinFL/FR
delta-octalactoneFL/FR
gamma-octalactoneFL/FR
3-octen-2-olFL/FR
 octyl 2-furoateFL
 octyl isobutyrateFL/FR
2-pentyl cyclopentanoneFR
 phthalideFL/FR
 pine needle absoluteFL/FR
 propyl octanoateFL/FR
isopropyl octanoateFL/FR
 strawberry furanone acetateFL/FR
 syringaldehydeFL/FR
delta-tetradecalactoneFL/FR
 tetrahydrojasmoneFR
 tonka bean absoluteFR
 tonka bean oleoresinFR
 tonka bean resinoidFR
 tonka furanoneFL/FR
 tonka ketoneFR
 tonka undecanoneFR
 tonkavertFR
2-tridecanoneFL/FR
delta-undecalactoneFL/FR
gamma-undecalactone (aldehyde C-14)FL/FR
 undecanoic acidFL/FR
 vanilla oleoresin baliFL/FR
 vanillic acidFL/FR
 vanillinFL/FR
 vanillyl acetateFL/FR
 vanillyl alcoholFL/FR
 vanillyl isobutyrateFL/FR
 vanillylidene acetoneFL/FR
 whiskey lactoneFL/FR
 wine lactoneFL/FR

Potential Uses :
 beautiful 
 coconutFR
 creamFR
 dairyFL
 jasminFR
 milkFL
 nutFL
 yogurtFL

Natural Occurrence in :    note
 beef cooked beef  
 mushroom  
 nectarine  
 osmanthus S
 peach  
 plum  



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