(E)-linalool oxide (pyranoid)

flavor and fragrance agents

2D:
3D:
CAS Number:	39028-58-5
FDA UNII:	7VCV9E83EL
Category:	flavor and fragrance agents
IUPAC Name:	(E)-linalool oxide (pyranoid)
InChI :	InChI=1/C10H18O2/c1-5-10(4)8(11)6-7-9(2,3)12-10/h5,8,11H,1,6-7H2,2-4H3/t8-,10+/m0/s1
Std.InChI:	InChI=1S/C10H18O2/c1-5-10(4)8(11)6-7-9(2,3)12-10/h5,8,11H,1,6-7H2,2-4H3/t8-,10+/m0/s1
InChIKey :	JRSMRFHLUZKHCR-WCBMZHEXBT
Std.InChIKey:	JRSMRFHLUZKHCR-WCBMZHEXSA-N
SMILES :	C[C@]1([C@H](CCC(O1)(C)C)O)C=C
Molar Refractivity :	50.96 ± 0.3 cm3 (est)
Parachor :	413.0 ± 4.0 cm3 (est)
Index of Refraction :	1.503 ± 0.02 (est)
Surface Tension :	33.1 ± 3.0 dyne/cm (est)
Density :	0.988 ± 0.06 g/cm3 (est)
Polarizability :	20.20 ± 0.5 10-24cm3 (est)

US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:

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Google Scholar: with word "volatile"	Search
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US Patents:	Search
EU Patents:	Search
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NCBI:	Search

Physical Properties:

Appearance:	colorless clear liquid (est)
Assay:	90.00 to 100.00
Food Chemicals Codex Listed:	No
Boiling Point:	201.00 to 202.00 °C. @ 760.00 mm Hg (est)
Vapor Pressure:	0.074000 mmHg @ 25.00 °C. (est)
Flash Point:	141.00 °F. TCC ( 60.80 °C. ) (est)
logP (o/w):	1.461 (est)
Soluble in:
	alcohol
	water, 3992 mg/L @ 25 °C (est)
Insoluble in:
	water

Organoleptic Properties:

woody fresh cooling

Cosmetic Information:

None found

Suppliers:

BOC Sciences

For experimental / research use only.

Linalool oxide pyranoid 95%

Nippon Terpene Chemicals

Linalool oxide pyranoid 90% up

Safety Information:


Hazards identification

Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements

Pictogram

Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in Use Information:

Category:
flavor and fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice

Safety References:

EPI System: View

AIDS Citations:Search

Cancer Citations:Search

Toxicology Citations:Search

EPA ACToR:Toxicology Data

EPA Substance Registry Services (SRS):Registry

Laboratory Chemical Safety Summary :6431476

National Institute of Allergy and Infectious Diseases:Data

(2R,3S)-2-ethenyl-2,6,6-trimethyloxan-3-ol

Chemidplus:0039028585

References:

Leffingwell:	Chirality or Article
	(2R,3S)-2-ethenyl-2,6,6-trimethyloxan-3-ol
NIST Chemistry WebBook:	Search Inchi
Pubchem (cid):	6431476
Pubchem (sid):	11078018

Other Information:

(IUPAC):	Atomic Weights of the Elements 2011 (pdf)
Videos:	The Periodic Table of Videos
tgsc:	Atomic Weights use for this web site
(IUPAC):	Periodic Table of the Elements
HMDB (The Human Metabolome Database):	HMDB31440
FooDB:	FDB004530
Typical G.C.
VCF-Online:	VCF Volatile Compounds in Food
ChemSpider:	View

Potential Blenders and core components :

For Odor

No odor group found for these

satinaldehyde
FL/FR

dehydrolinalool
FL/FR

aldehydic

citrus carbaldehyde
FR

decanal (aldehyde C-10)
FL/FR

decenal
FL/FR

dodecanal (aldehyde C-12 lauric)
FL/FR

fresh carbaldehyde
FR

green hexanal
FL/FR

mandarine undecenal
FL/FR

methyl undecanal (aldehyde C-12 mna)
FL/FR

muguet undecadienal
FR

nonanal (aldehyde C-9)
FL/FR

nonanal diethyl acetal
FL/FR

pinoacetaldehyde
FR

10-

undecenal (aldehyde C-11 undecylenic)
FL/FR

amber

ambrette seed oil
FL/FR

alpha-

ambrinol
FL/FR

ambroxan
FL/FR

angelica root oil
FL/FR

cistus ladaniferus resinoid
FL/FR

animal

animal carbolactone
FR

costus valerolactone
FR

para-

cresyl isobutyrate
FL/FR

1-oxa

spiro-4,7-dodecane
FR

anisic

para-

anisaldehyde
FL/FR

dihydroanethol
FL/FR

ocimum basilicum herb oil
FL/FR

aromatic

damascone carboxylate
FR

balsamic

amyris wood oil
FL/FR

siam

benzoin resinoid
FL/FR

benzophenone
FR

benzyl salicylate
FL/FR

dextro-

borneol
FL/FR

iso

bornyl acetate
FL/FR

laevo-

bornyl acetate
FL/FR

iso

butyl cinnamate
FL/FR

cinnamyl alcohol
FL/FR

cinnamyl formate
FL/FR

clover nitrile
FR

conifer acetate
FR

ethyl cinnamate
FL/FR

fenchyl acetate
FL/FR

fir balsam absolute
FR

fir needle oil siberia
FL/FR

geranyl benzoate
FL/FR

guaiyl acetate
FL/FR

hexyl benzoate
FL/FR

hexyl cinnamate
FR

linalyl cinnamate
FL/FR

methyl cinnamate
FL/FR

alpha-

methyl cinnamyl alcohol
FR

phenoxyethyl formate
FR

phenyl propyl alcohol
FL/FR

iso

propyl cinnamate
FL/FR

sclareol
FL/FR

tetrahydrofurfuryl cinnamate
FL/FR

berry

raspberry ketone methyl ether
FL/FR

camphoreous

beta-homo

cyclocitral
FL/FR

fenchol
FL/FR

laevo-

fenchone
FL/FR

herbal ethanone
FR

hinoki leaf oil
FR

caramellic

ethyl maltol
FL/FR

citrus

bergamot oil
FL/FR

citrus ocimenol
FR

(Z)-7-

decenal
FR

dihydromyrcenyl acetate
FR

dimethyl octenone
FR

(E+Z)-4,8-

dimethyl-3,7-nonadien-2-yl acetate
FL/FR

dodecane nitrile
FR

grapefruit pentanol
FR

heptanol
FL/FR

marine nitrile
FR

methyl heptenone
FL/FR

myrcenyl acetate
FL/FR

myrmac aldehyde
FR

neroli ketone
FR

nonanal dimethyl acetal
FL/FR

ocimene quintoxide
FL/FR

orange nitrile
FR

blood

orange oil italy
FL/FR

alpha-

terpinyl methyl ether
FL/FR

tetrahydrocitral
FL/FR

tetrahydromyrcenol
FR

tetrahydromyrcenyl acetate
FR

valencene
FL/FR

coconut

delta-

heptalactone
FL/FR

creamy

creamy lactone
FL/FR

earthy

bean pyrazine
FL/FR

ethyl fenchol
FL/FR

ethyl hexyl acetate
FL/FR

geosmin
FL/FR

heptanal glyceryl acetal
FL/FR

methyl undecylenate
FL/FR

muscogene
FR

nonen-3-ol
FL/FR

octen-3-one
FL/FR

patchouli cyclohexanol
FR

ethereal

iso

amyl acetoacetate
FL/FR

fatty

(E)-2-

decenal
FL/FR

hexyl pivalate
FR

methyl-5-hexen-2-one
FL/FR

neryl acetone
FL/FR

(E)-2-

nonenal
FL/FR

(E)-2-

octenal
FL/FR

floral

alpha-

amyl cinnamaldehyde
FL/FR

iso

amyl salicylate
FL/FR

autumn carboxylate
FR

benzyl acetate
FL/FR

bois de rose oil brazil
FL/FR

bois de rose oil terpeneless
FL/FR

alpha-

butyl cinnamaldehyde
FL/FR

iso

butyl salicylate
FL/FR

cananga oil
FL/FR

cassis buteneone
FR

cassis oxime 10%
FR

citronellol
FL/FR

citronellyl acetate
FL/FR

citronellyl ethoxalate
FR

citrus propanol
FR

coriander seed oil
FL/FR

cyclamen aldehyde
FL/FR

cyclamen homoaldehyde
FR

cyclohexyl ethyl alcohol
FL/FR

alpha-

damascone
FL/FR

delta-

damascone
FL/FR

dihydro-alpha-ionone
FL/FR

dihydrojasmone
FL/FR

dihydrolinalool
FL/FR

dihydrorose oxide
FR

dimethyl anthranilate
FL/FR

dimethyl benzyl carbinyl acetate
FL/FR

dimethyl benzyl carbinyl butyrate
FL/FR

dimethyl benzyl carbinyl propionate
FR

3,6-

dimethyl-3-octanol
FL/FR

ethyl linalool
FR

ethyl linalyl acetal
FR

ethyl phenyl acetate
FL/FR

floral pyranol
FR

geraniol
FL/FR

(E)-

geranyl acetone
FL/FR

(E)-

geranyl linalool
FL/FR

geranyl tiglate
FL/FR

heliotropyl acetone
FL/FR

hexahydrofarnesyl acetone
FL/FR

(Z)-3-

hexen-1-yl salicylate
FL/FR

alpha-

hexyl cinnamaldehyde
FL/FR

ho leaf oil
FR

ho wood oil
FR

hyacinth ether
FR

hydroxycitronellal
FL/FR

jasmin pyranol
FR

leerall
FR

linalool
FL/FR

laevo-

linalool
FL/FR

linalyl anthranilate
FL/FR

linalyl propionate
FL/FR

magnolia cyclohexanol
FR

magnolia decadienal
FR

methyl dihydrojasmonate
FL/FR

methyl ionyl acetate
FL/FR

methyl-4-phenyl butanal
FL/FR

muguet butanal
FR

muguet butanol
FR

muguet carbaldehyde
FR

muguet carbinol
FL/FR

muguet carboxaldehyde
FR

muguet ethanol
FR

muguet propanol
FR

nerol
FL/FR

nerolidol
FL/FR

nerolidyl acetate
FL/FR

neryl acetate
FL/FR

neryl formate
FL/FR

nonyl octanoate
FL/FR

ocean propanal
FL/FR

octyl acetate
FL/FR

orris butenone
FR

orris pyridine 25% IPM
FR

pentyl cyclopentanone
FR

peony alcohol
FR

petitgrain oil paraguay
FL/FR

phenethyl acetate
FL/FR

phenethyl alcohol
FL/FR

phenethyl formate
FL/FR

phenethyl phenyl acetate
FL/FR

phenyl acetaldehyde 2,3-butylene glycol acetal
FL/FR

phenyl propionaldehyde dimethyl acetal
FL/FR

phenyl propyl acetate
FL/FR

phenyl propyl phenyl acetate
FR

phenyl propyl propionate
FL/FR

phenyl-2-butanol
FL/FR

propyl anthranilate
FL/FR

rhodinol
FL/FR

rose butanoate
FL/FR

laevo-

rose oxide
FL/FR

rose pyran
FR

tea acetate
FR

tetrahydrolinalool
FL/FR

(E)-2,5,9-

trimethyl-4,9-decadien-1-al
FR

violet methyl carbonate
FR

ylang ylang flower oil
FL/FR

fruity

allyl amyl glycolate
FR

allyl cyclohexyl propionate
FL/FR

apple ketal
FL/FR

benzyl isovalerate
FL/FR

benzyl propionate
FL/FR

iso

butyl furyl propionate
FL/FR

beta-

damascone
FL/FR

dimethyl benzyl carbinyl isobutyrate
FR

alpha,alpha-

dimethyl benzyl isobutyrate
FL/FR

fig crotonate
FR

fruity butanate
FR

green acetate
FR

heptyl butyrate
FL/FR

hexanal propylene glycol acetal
FL/FR

leather propionate
FR

methyl anthranilate
FL/FR

nonanone
FL/FR

ocimen-1-yl acetate
FR

octyl propionate
FL/FR

pentyl furan
FL/FR

prenol
FL/FR

prenyl ethyl ether
FL/FR

rhubarb pyran
FR

styralyl butyrate
FL/FR

tropical thiazole
FL/FR

gamma-

undecalactone (aldehyde C-14 (so-called))
FL/FR

fungal

decen-3-ol
FL/FR

hydroxymethyl hexyl ethyl ketone
FL/FR

methyl 2-furoate
FL/FR

green

acetaldehyde di-(Z)-3-hexen-1-yl acetal
FL/FR

Potential Uses:

FR	apricot
FR	blackberry
FR	bois de rose
FL/FR	carrot seed
FR	champaca
FL	chocolate cocoa
FR	cinnamon
FL/FR	cistus
FR	clary sage oil replacer
FR	coffee
FR	currant
FR	fern
FR	floral
FR	geranium
FL	brandy grape brandy
FR	grapefruit
FR	guava
FR	herbal
FR	hop
FR	jasmin
FR	lavandin
FR	lavender
FR	lemongrass
FR	lychee
FL/FR	marjoram
FR	melissa oil replacer
FR	mint
FR	narcissus
FR	neroli
FR	orange
FR	osmanthus
FR	passion fruit
FR	patchouli
FL/FR	pepper black pepper
FR	peppermint
FR	petitgrain
FR	pineapple
FL	brandy plum brandy
FL	rice
FR	rose
FR	strawberry
FR	tagete oil replacer
FR	tangerine
FL	tea black tea
FR	tea green tea
FL	tea herbal tea
	timber
FR	tomato leaf
	topnotes
	truffle
FR	verbena
FL	wasabi
FR	wine
FR	woody
FR	wormwood oil replacer

Occurrence (nature, food, other):

	bois de rose leaf oil brazil @ 0.04% Data GC Search Trop Picture
	bois de rose oil brazil @ 0.03-0.27% Data GC Search Trop Picture
	champaca concrete @ 0.10% Data GC Search Trop Picture
	champaca concrete @ 0.20% Data GC Search Trop Picture
	glycosmis pentaphylla (cor.) seed oil india @ 0.40% Data GC Search Trop Picture
	lavender oil spike france @ 0.18% Data GC Search Trop Picture
	neroli bigarde oil france @ 0.09% Data GC Search Trop Picture
	tea leaf Search Trop Picture

Synonyms:

(E)-6-	ethenyl tetrahydro-2,2,6-trimethyl pyran-3-ol
trans-6-	ethenyl tetrahydro-2,2,6-trimethyl pyran-3-ol
(2R,3S)-2-	ethenyl-2,6,6-trimethyloxan-3-ol
trans-	linalool oxide (pyranoid)
(E)-	linalool pyran oxide
trans-	linalool pyran oxide
(E)-	pyranoid linalool oxide
trans-	pyranoid linalool oxide

Articles:

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CONTENTS

EU/US Properties Organoleptic EU/US Suppliers Safety Safety in use Safety reference References Other Blenders Uses Occurrence Synonyms Articles