amber naphthofuran
Notes:
Ambrox replacer.
  • Vigon International
    • Vigon International, Inc.
      The Yipppeee! Team
      Manufacturer and supplier of high quality flavor and fragrance ingredients.
      The growth and success of Vigon is due in large part to a unique corporate concept that Vigon has developed and established within the industry: Creative Partnerships. This partnership concept has been and continues to be the foundation and guiding principle for all of Vigon's activities.
      US Email:Sales
      US Voice:570-476-6300
      US Fax:570-476-1110
      Products List:View
      Product(s):
      502738 Ambrox DL
      MSDS
      502745 Cetalox
      MSDS
      503904 Ambrox Super
      MSDS
       
 
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Fragrance Demo Formulas
3a,6,6,9a-tetramethyl-2,4,5,5a,7,8,9,9b-octahydro-1H-benzo[e][1]benzofuran (Click)
CAS Number: 3738-00-9 193980-58-4
ECHA EC Number:223-118-6
FEMA Number:3471
CoE Number:10514
XlogP3-AA:4.70 (est)
Molecular Weight:236.39836000
Formula:C16 H28 O
NMR Predictor:Predict
EFSA/JECFA Comments:Mixture of diastereoisomers (EFFA, 2010a).
Category:flavor and fragrance agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist: Search
Google Patents: Search
US Patents: Search
EU Patents: Search
IBM Patents: Obtain
Pubchem Patents:Search
EFSA Update of results on the monitoring of furan levels in food: Read Report
EFSA Previous report: Results on the monitoring of furan levels in food: Read Report
EFSA Report of the CONTAM Panel on provisional findings on furan in food: Read Report
JECFA Food Flavoring:1240  1,5,5,9-tetramethyl-13-oxatricyclo(8.3.0.0.(4.9))tridecane
Flavis Number:13.072 (Old)
EU SANCO Food Flavourings:13.072  1,5,5,9-tetramethyl-13-oxatricyclo(8.3.0.0.(4.9))tridecane

FEMA Number:3471  1,5,5,9-tetramethyl-13-oxatricyclo(8.3.0.0.(4.9))tridecane
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Physical Properties:
Appearance:colorless to pale yellow liquid to solid (est)
Assay: 96.00 to 100.00 % 
Food Chemicals Codex Listed:No
Melting Point: 75.00 to  85.00 °C. @ 760.00 mm Hg
Boiling Point: 102.00 to  106.00 °C. @ 25.00 mm Hg
Acid Value: 1.00 max. KOH/g
Vapor Pressure:0.009000 mm/Hg @ 25.00 °C. (est)
Flash Point:> 212.00 °F. TCC ( > 100.00 °C. )
logP (o/w): 5.256 (est)
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Organoleptic Properties:
Odor Type:amber
Odor Strength:high ,
recommend smelling in a 10.00 % solution or less
Odor Description:
at 10.00 % in dipropylene glycol. 
dry woody amber ambergris musk sweet
Luebke, William tgsc, (1986)
Odor sample from:Firmenich Inc.
Substantivity:> 400 hour(s) at 10.00 % in dipropylene glycol
  
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Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: perfuming agents
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Suppliers:
Azelis
AMBORL DL
Azelis
CETALOX
Ernesto Ventós
AMBROTECH KAO
Ernesto Ventós
AMBROX DL FIRMENICH 909120
Odor: AMBERGRIS, WOODY
Ernesto Ventós
CETALOX FIRMENICH 922560
Odor: ELEGANT NOTE OF AMBAR
Firmenich
Ambrox® DL
≥85%
Odor: An elegant amber note with a rich woody character
Use: This ingredient provides warmth, richness and elegance to all areas of perfumery from sheer florals to modern orientals. Due to its power, best effects can be achieved at lower dosages, however, higher levels are often used to provide performance and substantivity.
Firmenich
Cetalox® Laevo
≥96%
Firmenich
Cetalox®
≥96%
Odor: An extremely powerful and elegant amber note
Use: CETALOX® gives rich, elegant effects to all areas of perfumery from sheer florals to modern orientals. Enhanced richness, warmth and depth can be achieved at lower dosages while, at higher levels, it provides exceptional substantivity and performance.
Indukern F&F
AMBROX DL
Odor: AMBER, WOODY
Lluch Essence
AMBROX DL
Odor: WOODY, AMBER LIKE
Lluch Essence
CETALOX 96%
Moellhausen
AMBROX DL
Nature-identical
Odor: strong amber-note, dry and woody notes
Penta International
AMBROX DL
Penta International
DODECAHYDRO-3a,6,6,9a-TETRAMETHYLNAPHTO-(2,1-b)-FURAN, Kosher
The Perfumers Apprentice
Ambrox DL
Odor: dry woody amber ambergris musk sweet
The Perfumers Apprentice
Cetalox (F) (crystals)
Vigon International
Ambrox DL
Odor: AMBER, WOODY
Vigon International
Ambrox Super
Vigon International
Cetalox
Odor: AMBER.
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Safety Information:
European information :
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 - Wear suitable protective clothing.
 
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
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Safety in Use Information:
Category:flavor and fragrance agents
Maximised Survey-derived Daily Intakes (MSDI-EU):1.20 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA):0.10 (μg/capita/day)
Structure Class:III
Recommendation for amber naphthofuran usage levels up to:
  5.0000 % in the fragrance concentrate.
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Safety References:
European Food Safety Athority(efsa):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...
European Food Safety Authority (EFSA) reference(s):
Flavouring Group Evaluation 59 (FGE.59): Consideration of aliphatic and aromatic ethers evaluated by JECFA (61st meeting) structurally related to aliphatic, alicyclic and aromatic ethers including anisole derivatives evaluated by EFSA in FGE.23 (2006) (Commission Regulation (EC) No 1565/2000 of 18 July 2000) - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC)
page or pdf
Flavouring Group Evaluation 33 (FGE.33)[1] - Six Tetrahydrofuran Derivatives from Chemical Groups 13, 14, 16 and 26 - Scientific Opinion of the Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food
page or pdf
Scientific Opinion on Flavouring Group Evaluation 59, Revision 1 (FGE.59Rev1): Consideration of aliphatic and aromatic ethers evaluated by JECFA (61st meeting and 63rd meeting) structurally related to aliphatic, alicyclic and aromatic ethers including anisole derivatives evaluated by EFSA in FGE.23 Rev2 (2010)
page or pdf
EPI System:View
Chemicalize.org:Calculate predicted properties
ECHA Data Sheet:View
EPA Substance Registry Services (TSCA):3738-00-9
EPA ACToR:Toxicology Data
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
 3a,6,6,9a-tetramethyl-2,4,5,5a,7,8,9,9b-octahydro-1H-benzo[e][1]benzofuran
Chemidplus:0003738009
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References:
 3a,6,6,9a-tetramethyl-2,4,5,5a,7,8,9,9b-octahydro-1H-benzo[e][1]benzofuran
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:3738-00-9
Pubchem (cid):107166
Pubchem (sid):135063926
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Other Information:
(IUPAC):Atomic Weights of the Elements 2009
(IUPAC):Atomic Weights of the Elements 2009 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
Export Tariff Code:2932.19.0000
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
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Potential Blenders and core components note
 acetophenoneFL/FR
 acetoxymethyl isolongifoleneFR
 acetyl cedreneFR
 amber acetateFR
 amber butanolFR
 amber carbinolFR
 amber cyclohexanolFR
 amber decaneFR
 amber decatrieneFR
 amber dioxaneFR
 amber dodecaneFR
 amber formateFR
 amber furanFR
 amber spiroleneFR
 ambergris naphtholFR
 ambreinFR
 ambrene acetalFR
 ambrette seed absoluteFL/FR
 ambrette seed oilFL/FR
 ambrinolFR
alpha-ambrinolFL/FR
 ambroxanFL/FR
 ambroxideFL/FR
 amyl benzoateFL/FR
isoamyl salicylateFL/FR
 amyris wood oilFL/FR
 angelica root oilFL/FR
 angelica seed oilFL/FR
 animal carbolactoneFR
 beeswax absoluteFL/FR
siam benzoin resinoidFL/FR
 bois de rose oil brazilFL/FR
 boronia butenalFR
isobutyl salicylateFL/FR
 cabreuva wood oilFR
alpha-campholenic aldehydeFL/FR
 caramel furanoneFL
wild carrot seed oilFL/FR
beta-caryophyllene oxideFL/FR
 cassia bark oil chinaFL/FR
atlas cedarwood absoluteFR
atlas cedarwood oilFR
 cedrela wood oilFR
alpha-cedrene epoxideFR
 cedrenyl acetateFR
 cedryl acetateFL/FR
 cedryl methyl etherFR
 cistus twig/leaf absoluteFR
 cistus twig/leaf oilFL/FR
 costus valerolactoneFR
black currant bud absoluteFL/FR
 cyclamen aldehydeFL/FR
gamma-decalactoneFL/FR
 decanolFL/FR
 dehydro beta-linaloolFL/FR
 dihydrojasmoneFL/FR
 diphenyl oxideFL/FR
 dodecanal (aldehyde C-12 lauric)FL/FR
1-dodecanolFL/FR
 ethyl laurateFL/FR
 ethyl maltolFL/FR
isoeugenyl acetateFL/FR
 floral pyranolFR
 formoxymethyl isolongifoleneFR
 frankincense oilFL/FR
 galbanum oilFL/FR
 guaiacwood oilFL/FR
 gurjun balsam oilFR
 heliotropyl acetoneFL/FR
 herbal careneFR
alpha-hexyl cinnamaldehydeFL/FR
 hinoki root oilFR
 hydroxymethyl isolongifolene 50% in dpgFR
 immortelle absoluteFL/FR
 indoleFL/FR
 juniper berry concreteFR
 labdanum absolute resinFL/FR
 labdanum absoluteFL/FR
 labdanum ethanoneFR
 labdanum oilFL/FR
 labdanum resinoidFR
 lilyallFR
laevo-linaloolFL/FR
isolongifolene epoxideFR
isolongifolene ketoneFR
 maltolFL/FR
 melon heptenalFL/FR
para-menth-3-en-1-olFL/FR
2-methoxy-4-vinyl phenolFL/FR
 methyl cedryl ketoneFL/FR
 methyl cyclocitroneFR
 methyl dihydrojasmonateFL/FR
 methyl heptine carbonateFL/FR
2-methyl undecanal (aldehyde C-12 mna)FL/FR
 methyl vetivateFR
 musk amberolFR
 musk dimethyl indaneFL/FR
 musk lactoneFR
 traseolideFR
 nerolidolFL/FR
(E,Z)-2,6-nonadien-1-olFL/FR
gamma-nonalactone (aldehyde C-18 (so-called))FL/FR
 nonanolFL/FR
(Z)-6-nonenalFL/FR
 ocean propanalFL/FR
gamma-octalactoneFL/FR
 opoponax absolute (commiphora erythraea var. glabrescens engle)FL/FR
 opoponax resinoid (commiphora erythraea var. glabrescens engle)FR
bitter orange peel oil brazilFL/FR
bitter orange peel oilFL/FR
bitter orange peel oil italyFL/FR
 patchouli ethanoneFR
 patchouli oilFL/FR
 phenethyl phenyl acetateFL/FR
 raspberry ketoneFL/FR
 sandal pentenolFL/FR
 sandalwood oil west australia (santalum spicata)FR
 santallFR
 sclarene 
 sclareolideFL/FR
 spruce needle oil canadaFL/FR
 timber propanolFR
 tobacarolFR
 tobacco noneneFR
 tonka bean absoluteFR
gamma-undecalactone (aldehyde C-14 (so-called))FL/FR
10-undecen-1-al (aldehyde C-11 undecylenic)FL/FR
 veramossFR
 violet leaf absoluteFL/FR
 watermelon ketoneFR
 woody acetateFR
 woody cyclohexanoneFR
 woody dioxolaneFR
 woody dodecaneFR
 woody etherFR
 woody nonane (ethoxy)FR
Synonyms   Articles   Notes   Search   Top
Potential Uses:
 agate 
 amberFR
 ambergrisFR
 ambreine 
 ambretteFL/FR
 animalFR
 baby powderFR
 balsamFR
 bay rumFR
 bayberryFR
 blackberryFR
 blue grass 
 blueberryFR
 bouquetFR
 cabreuvaFR
 castoreumFR
 cedar forestFR
 christmas blendsFR
 cigar box 
 cloth clean cloths 
 coronillaFR
 deertongueFR
 dry 
 earth humusFR
 fantasy blends 
 fern fougereFR
 fir balsamFR
 floralFR
 forest pine forestFR
 grass sweetFR
 guaiacwoodFL/FR
 habubaFR
 hay new mown hay foin coupeFR
 heatherFR
 herbalFR
 hollyberryFR
 incenseFR
 juniper berryFR
 labdanumFL/FR
 leatherFR
 leather russianFR
 majaFR
 muskFR
 oakmoss mousse de chene mossFR
 ocean sea 
 ocean sea breezeFR
 orientalFR
 patchouliFR
 powderFR
 rainFR
 rain springFR
 raspberryFR
 sandalwoodFR
 spiceFR
 tea 
 tobaccoFR
 tonka beanFR
 tweed 
 vanillaFR
 woodruff asperulaFR
 woodyFR
Synonyms   Articles   Notes   Search   Top
Natural Occurrence in: note
 found in nature
Synonyms   Articles   Notes   Search   Top
Synonyms:
 amber naphthofuran
 ambrox DL
 ambrox super
 cetalox
 cetalox laevo
 dodecahydro-3a,6,6,9a-tetramethyl naphtho(2,1-beta)furan
 dodecahydro-3a,6,6,9a-tetramethylnaphtho(2,1-b)furan
 dodecahydro-3a,6,6,9a-tetramethylnaphto-(2,1-b)-furan
 dodecahydrotetramethyl naphthofuran
 fixambrene
 naphtho(2,1-b)furan, dodecahydro-3a,6,6,9a-tetramethyl-
 naphtho[2,1-b]furan, dodecahydro-3a,6,6,9a-tetramethyl-
 synambran
 tetramethyl dodecahydro-3a,6,6,9a-naphtho(2,1-b)furan
 tetramethyl perhydronaphthofurane
1,5,5,9-tetramethyl-13-oxatricyclo(8.3.0.0.(4.9))tridecane
3a,6,6,9a-tetramethyl-2,4,5,5a,7,8,9,9b-octahydro-1H-benzo[e][1]benzofuran
1,6,10,10-tetramethyl-5-oxatricyclo[7.4.0.0<2,6>]tridecane
3a,6,6,9a-tetramethyl-dodecahydro-naphtho[2,1-b]furan
3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan
3a,6,6,9a-tetramethylperhydronaphtho[2,1-b]furan
Synonyms   Articles   Notes   Search   Top
Articles:
Google Patents:(+)-Ambrox, process for production thereof and use thereof
US Patents:Organic compounds
PubMed:Toward a biosynthetic route to sclareol and amber odorants.
PubMed:A diterpene synthase from the clary sage Salvia sclarea catalyzes the cyclization of geranylgeranyl diphosphate to (8R)-hydroxy-copalyl diphosphate.
PubMed:Biotransformation of perfumery terpenoids, (-)-ambrox® by a fungal culture Macrophomina phaseolina and a plant cell suspension culture of Peganum harmala.
PubMed:Discovery and functional characterization of two diterpene synthases for sclareol biosynthesis in Salvia sclarea (L.) and their relevance for perfume manufacture.
PubMed:Communic acids: occurrence, properties and use as chirons for the synthesis of bioactive compounds.
PubMed:Isolation, chemical, and biotransformation routes of labdane-type diterpenes.
PubMed:Antibacterial and cytotoxic activity of the acetone extract of the flowers of Salvia sclarea and some natural products.
PubMed:Chiral decalins: preparation from oleanolic acid and application in the synthesis of (-)-9-epi-ambrox.
PubMed:Biotransformation of (-)-ambrox by cell suspension cultures of Actinidia deliciosa.
PubMed:Chiral proton donor reagents: tin tetrachloride--coordinated optically active binaphthol derivatives.
PubMed:Enantio- and diastereoselective stepwise cyclization of polyprenoids induced by chiral and achiral LBAs. A new entry to (-)-ambrox, (+)-podocarpa-8,11,13-triene diterpenoids, and (-)-tetracyclic polyprenoid of sedimentary origin.
PubMed:Oxidative metabolism of ambrox and sclareolide by Botrytis cinerea.
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Similar Items: note
(-)-dodecahydrotetramethyl naphthofuran
dodecahydrotetramethyl epoxynaphthoxepin
dodecahydrocyclododecafuran
Soluble in:
 alcohol
 water, slightly
 water, 2.436 mg/L @ 25 °C (est)
Insoluble in:
 water
Stability:
 very stable in most media
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