ChemicalBook > CAS DataBase List > Ambroxane

Ambroxane

Product Name
Ambroxane
CAS No.
6790-58-5
Chemical Name
Ambroxane
Synonyms
AMBROXAN;Ambrox;AMBROFIX;(-)-AMBROXIDE;(?)-Ambroxide;(-)-ambroxide;Amberoxan;FEMA 3471;Naphtho2,1-bfuran, dodecahydro-3a,6,6,9a-tetramethyl-, (3aR,5aS,9aS,9bR)-;Ambropur
CBNumber
CB4423607
Molecular Formula
C16H28O
Formula Weight
236.39
MOL File
6790-58-5.mol
More
Less

Ambroxane Property

Melting point:
74-76 °C (lit.)
alpha 
-30 º (c=1% in toluene)
Boiling point:
273.9±8.0 °C(Predicted)
Density 
0.939
vapor pressure 
0.066Pa at 25℃
FEMA 
3471 | 1,5,5,9-TETRAMETHYL-13-OXATRICYCLO(8.3.0.0(4,9))TRIDECANE
storage temp. 
Sealed in dry,Room Temperature
form 
powder to crystaline
color 
White to Almost white
Odor
at 1.00 % in dipropylene glycol. ambergris old paper sweet labdanum dry
Odor Type
amber
optical activity
[α]20/D 29°, c = 1 in toluene
Water Solubility 
1.88mg/L at 20℃
JECFA Number
1240
InChIKey
YPZUZOLGGMJZJO-LQKXBSAESA-N
LogP
5.09 at 25℃
CAS DataBase Reference
6790-58-5(CAS DataBase Reference)
NIST Chemistry Reference
8 «alpha»,12-epoxy-13,14,15,16-tertanorlabdane(6790-58-5)
EPA Substance Registry System
Naphtho[2,1-b]furan, dodecahydro-3a,6,6,9a-tetramethyl-, (3aR,5aS,9aS,9bR)- (6790-58-5)
More
Less

Safety

WGK Germany 
1
HS Code 
2932.99.9090
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

More
Less

N-Bromosuccinimide Price

TCI Chemical
Product number
A2472
Product name
(-)-Ambroxide
Purity
>98.0%(GC)
Packaging
5g
Price
$56
Updated
2024/03/01
TCI Chemical
Product number
A2472
Product name
(-)-Ambroxide
Purity
>98.0%(GC)
Packaging
25g
Price
$191
Updated
2024/03/01
TRC
Product number
A575915
Product name
(-)-Ambroxide
Packaging
50g
Price
$275
Updated
2021/12/16
Chem-Impex
Product number
33783
Product name
(-)-Ambroxide,97-100%(GC),meetsFGspecifications
Purity
97-100%(GC)
Packaging
25G
Price
$100.17
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CCH0007098
Product name
(-)-AMBROXIDE
Purity
95.00%
Packaging
5G
Price
$157.5
Updated
2021/12/16
More
Less

Ambroxane Chemical Properties,Usage,Production

Description

Ambroxan is a synthetic spice with the special aroma of natural ambergris, and it is recognized as one of the best substitutes for natural ambergris. It is one of the most critical trace components of natural ambergris tincture. Natural ambergris is a precious animal spice. It is a kind of stone in the stomach of sperm whale. It is vomited or excreted on the sea surface by the whale, and it emits a special fragrance in the air for a long time.

Uses

(-)-Ambroxide can be used:
To prepare (+)-sclareolide through C-H oxidation strategy.
As a substrate in C(sp3)-H alkylation/arylation studies of ethers.
As a substrate in the study of ethereal hydrocarbon hydroperoxidation using singlet O2.

Definition

ChEBI: Ambroxan is a diterpenoid derived from sclareol that is responsible for the odour of ambergris (a solid, waxy, flammable substance produced in the digestive system of sperm whales). It is an organic heterotricyclic compound and a diterpenoid.

Preparation

Ambroxene naturally occurring autoxidation or photooxide of the triterpenoid secreted by sperm whales.
Industrially, High acacia acid was prepared from nerolidol. After acid internal esterification, the racemic Ambroxene was obtained.
Ambroxide is synthesized from sclareol, a component of the essential oil of clary sage. Sclareol is oxidatively degraded to a lactone, which is hydrogenated to the corresponding diol. The resulting compound is dehydrated to form ambroxide.

Application

Ambroxan has a strong, characteristic ambergris aroma. Used in high-grade perfumes and cosmetic essences, because it is non-irritating to the human body and non-allergic to animals, it is very suitable for fragrances for skin, hair and fabrics. Often used in soaps, talcum powders, creams and shampoos for perfuming and fixing fragrance.

Origin

Ambroxane was first synthesized in the 1950s by the Swiss chemical company Firmenich, and it has since become one of the most widely used aroma compounds in the fragrance industry.

General Description

Ambroxide is a terpenoid, which has vast applications in the perfume industry due to its fixative property and odor. Ambergris, which was originally sourced from sperm whale, has been substituted by synthetic ambroxides.

Flammability and Explosibility

Not classified

Side effects

The most common side effects associated with Ambroxane use include those which are observed among patients developing allergic reactions. These include pruritus, hives, and swelling in the face, lips, tongue, or throat. It is important to immediately seek medical attention upon the development of dangerous adverse allergic reactions like difficulty in breathing, shortness of breath, convulsions, and mood changes.

Synthesis

Perillyl alcohol is used as raw material to synthesize nordrone ether, which is oxidized by KMnO4 in two steps (Switzerland uses ozone oxidation, Russia uses sodium chromate oxidation). That is (1) alkaline oxidation; (2) weak acid oxidation. The oxide is obtained, and then the oxide is soaped, dehydrated and lactonized to obtain ambroxolide. lactones are reduced to ambroxol with lithium aluminum hydride in ether (or with borane in tetrahydrofuran). D-camphor-β-sulfonic acid is used as a cyclizing agent to cyclize diols to obtain ambrox (foreign cyclizing agents include sulfuric acid, p-toluenesulfonic acid and β-naphthalenesulfonic acid, etc.).

Advantages

One of the key advantages of ambroxan is its stability. Unlike some natural aroma compounds, ambroxan is relatively resistant to oxidation and degradation, which means that it can help to extend the lifespan of a fragrance. It is also very versatile and can be used in a wide range of fragrance types, from fresh and light scents to heavier, more complex fragrances. In addition to its use in perfumes and fragrances, ambroxan is also sometimes used in other products such as detergents, soaps, and other personal care products.

Ambroxane Preparation Products And Raw materials

Raw materials

D-CAMPHOR DIHYDRO CUMINYL ALCOHOL Iridium ether Diborane Ozone Tetrahydrofuran PARA TOLUENE Naphthalene-2-sulfonic acid

Preparation Products

More
Less

Ambroxane Suppliers

Americas 1 China 248 Europe 1 France 2 Germany 7 India 16 Israel 2 Italy 1 Japan 2 Mexico 1 Singapore 2 Spain 3 Switzerland 3 United Kingdom 3 United States 42 USA 1 Global 335
TargetMol Chemicals Inc.
Tel
+1-781-999-5354 +1-00000000000
Email
marketing@targetmol.com
Country
United States
ProdList
32165
Advantage
58
Aladdin Scientific
Tel
+1-+1(833)-552-7181
Email
sales@aladdinsci.com
Country
United States
ProdList
57505
Advantage
58
TargetMol Chemicals Inc.
Tel
Email
support@targetmol.com
Country
United States
ProdList
38632
Advantage
58
Auro Chemicals
Tel
--
Fax
--
Email
customerservice@aurochemicals.com
Country
United States
ProdList
246
Advantage
58
International Flavors & Fragrances Inc. (IFF)
Tel
--
Fax
--
Email
info@lucasmeyercosmetics.com
Country
United States
ProdList
53
Advantage
58
H.Interdonati inc.
Tel
--
Fax
--
Email
flavorplus@aol.com
Country
United States
ProdList
105
Advantage
58
Selleck Chemicals LLC
Tel
--
Fax
--
Email
sales@selleckchem.com
Country
United States
ProdList
1848
Advantage
58
H.Interdonati, Inc. & FlavorPlus Division
Tel
--
Fax
--
Country
United States
ProdList
25
Advantage
58
Berje Inc.
Tel
--
Fax
--
Email
tlauzurica@berjeinc.com
Country
United States
ProdList
958
Advantage
58
Natland International Corporation
Tel
--
Fax
--
Email
info@natland.com
Country
United States
ProdList
156
Advantage
50
Vigon International, Inc.
Tel
--
Fax
--
Email
jpassamonte@vigoninternational.com
Country
United States
ProdList
1268
Advantage
64
PerfumersWorld Ltd.
Tel
--
Fax
--
Email
pwenquiries@perfumersworld.com
Country
United States
ProdList
723
Advantage
58
Augustus Oils Ltd
Tel
--
Fax
--
Email
essentials@augustus-oils.ltd.uk
Country
United States
ProdList
1404
Advantage
58
SRS Aromatics Ltd
Tel
--
Fax
--
Email
info@srsaromatics.co.uk
Country
United States
ProdList
2315
Advantage
46
Sunaux International
Tel
--
Fax
--
Email
johnjft@sunaux.com
Country
United States
ProdList
581
Advantage
58
Firmenich Inc.
Tel
--
Fax
--
Email
Frederick.Keifer@firmenich.com
Country
United States
ProdList
1017
Advantage
58
M&U International LLC
Tel
--
Fax
--
Email
sales@mu-intel.com
Country
United States
ProdList
2011
Advantage
58
Jiangyin Healthway International Trade Co., Ltd
Tel
--
Fax
--
Email
info@healthwaychem.com
Country
United States
ProdList
1006
Advantage
58
Pell Wall Perfumes
Tel
--
Fax
--
Email
//pellwall.com/contact-us/
Country
United States
ProdList
559
Advantage
58
Prodasynth
Tel
--
Fax
--
Email
info@prodasynth.com
Country
United States
ProdList
423
Advantage
58
Indukern, S.A. F&F Ingredients Division
Tel
--
Fax
--
Email
info@indukern.es
Country
United States
ProdList
1321
Advantage
58
O'Laughlin Industries Inc.
Tel
--
Fax
--
Email
olcorphk@hkstar.com
Country
United States
ProdList
356
Advantage
58
Vigon International
Tel
--
Fax
--
Email
sales@vigon.com
Country
United States
ProdList
1776
Advantage
58
Taytonn ASCC Pte Ltd
Tel
--
Fax
--
Email
info@taytonnascc.com
Country
United States
ProdList
742
Advantage
58
Associate Allied Chemicals
Tel
--
Fax
--
Email
aacipl@aacipl.com
Country
United States
ProdList
371
Advantage
58
Ernesto Ventós S.A.
Tel
--
Fax
--
Email
info@ventos.com
Country
United States
ProdList
2257
Advantage
58
H. Interdonati, Inc.
Tel
--
Fax
--
Email
flavorplus@hinterdonati.com
Country
United States
ProdList
261
Advantage
58
Advanced Biotech. Inc.
Tel
--
Fax
--
Email
info@adv-bio.com
Country
United States
ProdList
1121
Advantage
58
The John D. Walsh Company, Inc
Tel
--
Fax
--
Email
info@johndwalsh.com
Country
United States
ProdList
1139
Advantage
58
Moellhausen S.P.A.
Tel
--
Fax
--
Country
United States
ProdList
1676
Advantage
58
The Lermond Company
Tel
--
Fax
--
Email
info@lermond.com
Country
United States
ProdList
763
Advantage
58
OQEMA
Tel
--
Fax
--
Email
fandf@oqema.co.uk
Country
United States
ProdList
578
Advantage
58
Lluch Essence S.L.
Tel
--
Fax
--
Email
web@lluche.com
Country
United States
ProdList
2352
Advantage
58
ACS International GmbH
Tel
--
Fax
--
Email
info@acsint.com
Country
United States
ProdList
214
Advantage
58
Givaudan-Roure
Tel
--
Fax
--
Country
United States
ProdList
412
Advantage
81
TCI America
Tel
--
Fax
--
Email
sales@tciamerica.com
Country
United States
ProdList
6909
Advantage
75
MedChemExpress
Tel
--
Fax
--
Email
sales@medchemexpress.com
Country
United States
ProdList
6398
Advantage
58
Riedel-de Haen AG
Tel
--
Fax
--
Country
United States
ProdList
6773
Advantage
87
Natland International Corporation
Tel
--
Fax
--
Country
United States
ProdList
314
Advantage
42
3B Scientific Corporation
Tel
--
Fax
--
Email
sales@3bsc.com
Country
United States
ProdList
6718
Advantage
47
Advanced Biotech
Tel
--
Fax
--
Email
info@adv-bio.com
Country
United States
ProdList
360
Advantage
54
Pechiney
Tel
--
Fax
--
Email
chemicals@pechiney.com
Country
United States
ProdList
606
Advantage
55
More
Less

View Lastest Price from Ambroxane manufacturers

HebeiShuoshengImportandExportco.,Ltd
Product
Ambroxane 6790-58-5
Price
US $6.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000KG/Month
Release date
2024-08-02
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Ambroxane 6790-58-5
Price
US $50.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000KG/Week
Release date
2024-04-24
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Ambroxane 6790-58-5
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-02-06

6790-58-5, AmbroxaneRelated Search:

Tetrahydrofuran Furazolidone 15,16-Dir-8(17),11-labdadien-13-one Sclareol Galeopsin 2-Methylnaphthalene Furan (E,E)-Farnesol Carbofuran Sclareolide TRANS-4-TERT-PENTYLCYCLOHEXANOL AMBROX DL,AMBROX DL, FIRMENICH 1-(2,2,6-Trimethylcyclohexyl)- hexan-3-ol 4-tert-Butylcyclohexanol Ambroxane (-)-9-epi-Ambrox

  • Ambrox
  • Naphtho[2,1-b]furan,dodecahydro-3a,6,6,9a-tetramethyl-,[3aR-(3a.alpha.,5a.beta.,9a.al
  • naphtho[2,1-b]furan,dodecahydro-3a,6,6,9a-tetramethyl-,[3atheta-(3aalpha,5a
  • n-Epoxide
  • [3aR-(3aalpha,5abeta,9aalpha,9bbeta)]-dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan
  • Amberoxan
  • Ambropur
  • (-)-AMBROXIDE 99+%
  • Naphtho2,1-bfuran, dodecahydro-3a,6,6,9a-tetramethyl-, (3aR,5aS,9aS,9bR)-
  • ()-Ambroxide,1,5,5,9-Tetramethyl-13-oxatricyclo[8.3.0.04,9]tridecane
  • AMBROFIX
  • (-)-AMbroxide(AMbroxane)
  • (-)-Ambroxide 99%
  • AMBROXAN
  • (-)-AMBROXIDE
  • AMBERLYN SUPER
  • (3aR,5aS,9aS,9bR)-Dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan
  • Ambroxane
  • 1-b]furan,dodecahydro-3a,6,6,9a-tetramethyl-,[3aR-(3a.alpha.,5a.beta.,9a.alpha.,9b.beta.)]-Naphtho[2
  • 8.alpha.-12-Oxido-13,14,15,16-tetranorlabdane
  • 9aalpha,9bbeta)]-bet
  • FEMA 3471
  • DODECAHYDROTETRAMETHYLNAPHTHOFURAN
  • 1,5,5,9-TETRAMETHYL-13-OXATRICYCLO-[8.3.0.04,9]TRIDECANE
  • (-)-Ambroxide &gt
  • Ambroxane USP/EP/BP
  • Factory Supply Best Ambroxane CAS 6790-58-5
  • (?)-Ambroxide
  • (-)-ambroxide
  • Ambroxide Ambroxan
  • magnesium sulphate monohydrate 14168-73-1
  • AMBROFIX FLAKES (code:1486273)
  • 6790-58-5
  • Chiral Building Blocks
  • Asymmetric Synthesis
  • Furans
  • Heterocyclic Building Blocks
  • Flavors and Fragrances
  • Flavors & Fragrances
  • 6790-58-5