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Ambroxane

CAS No.
6790-58-5
Chemical Name:
Ambroxane
Synonyms
AMBROXAN;Ambrox;AMBROFIX;(-)-ambroxide;(?)-Ambroxide;(-)-AMBROXIDE;FEMA 3471;Amberoxan;Naphtho2,1-bfuran, dodecahydro-3a,6,6,9a-tetramethyl-, (3aR,5aS,9aS,9bR)-;Ambropur
CBNumber:
CB4423607
Molecular Formula:
C16H28O
Molecular Weight:
236.39
MDL Number:
MFCD00134491
MOL File:
6790-58-5.mol
MSDS File:
SDS
Last updated:2024-04-24 17:21:45

Ambroxane Properties

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)
Substances Added to Food (formerly EAFUS) 1,5,5,9-TETRAMETHYL-13-OXATRICYCLO(8.3.0.0(4,9))TRIDECANE
FDA UNII TD34B3O8M9
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)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P305+P351+P338
WGK Germany  1
HS Code  2932.99.9090

Ambroxane price More Price(12)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical A2472 (-)-Ambroxide >98.0%(GC) 6790-58-5 5g $56 2024-03-01 Buy
TCI Chemical A2472 (-)-Ambroxide >98.0%(GC) 6790-58-5 25g $191 2024-03-01 Buy
TRC A575915 (-)-Ambroxide 6790-58-5 50g $275 2021-12-16 Buy
Chem-Impex 33783 (-)-Ambroxide,97-100%(GC),meetsFGspecifications 97-100%(GC) 6790-58-5 1KG $1312.73 2021-12-16 Buy
Chem-Impex 33784 (-)-Ambroxide,99-100%(GC),meetsFGspecifications,Kosher 99-100%(GC) 6790-58-5 25KG $15840.1 2021-12-16 Buy
Product number Packaging Price Buy
A2472 5g $56 Buy
A2472 25g $191 Buy
A575915 50g $275 Buy
33783 1KG $1312.73 Buy
33784 25KG $15840.1 Buy

Ambroxane Chemical Properties,Uses,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.

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.

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.

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.

1038482-07-3
6790-58-5
Synthesis of Ambroxane from Naphtho[2,1-b]furan, 1,2,3a,4,5,5a,6,9,9a,9b-decahydro-3a,6,6,9a-tetramethyl-, (3aR,5aS,9aS,9bR)-

Ambroxane Preparation Products And Raw materials

Global( 307)Suppliers
Supplier Tel Email Country ProdList Advantage
ShanDong Look Chemical Co.,Ltd.
+8617653113219 sales01@sdlookchemical.com China 2739 58
Shanghai UCHEM Inc.
+862156762820 +86-13564624040 sales@myuchem.com China 6710 58
Ningxia LabsChem Co., Ltd.
0952-9294929 +8613895679378 48472788@qq.com China 352 58
Chongqing Zhihe Biopharmaceutical Co., Ltd.
+86-18580541567 +86-17782035140 sales@zhswyy.com China 338 58
Hebei Mojin Biotechnology Co., Ltd
+8613288715578 sales@hbmojin.com China 12456 58
Henan Bao Enluo International TradeCo.,LTD
+86-17331933971 +86-17331933971 deasea125996@gmail.com China 2503 58
Hebei Jingbo New Material Technology Co., Ltd
+8619931165850 hbjbtech@163.com China 1000 58
BINBO BIOLOGICAL CO.,LTD
+8618629063126 info@binbobiological.com China 282 58
Hebei Zhuanglai Chemical Trading Co.,Ltd
+8613343047651 admin@zlchemi.com China 401 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21691 55

View Lastest Price from Ambroxane manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Ambroxane pictures 2024-04-24 Ambroxane
6790-58-5
US $50.00 / kg 1kg 99% 5000KG/Week Hebei Zhuanglai Chemical Trading Co.,Ltd
(?)-Ambroxide pictures 2024-04-24 (?)-Ambroxide
6790-58-5
US $0.00-0.00 / kg 0.10000000149011612kg 99% 2000kgs Chongqing Zhihe Biopharmaceutical Co., Ltd.
Ambroxane pictures 2024-04-24 Ambroxane
6790-58-5
US $660.00-656.00 / kg 10kg 99.99% 100Tons Hebei Dangtong Import and export Co LTD
  • Ambroxane pictures
  • Ambroxane
    6790-58-5
  • US $50.00 / kg
  • 99%
  • Hebei Zhuanglai Chemical Trading Co.,Ltd
  • (?)-Ambroxide pictures
  • (?)-Ambroxide
    6790-58-5
  • US $0.00-0.00 / kg
  • 99%
  • Chongqing Zhihe Biopharmaceutical Co., Ltd.
  • Ambroxane pictures
  • Ambroxane
    6790-58-5
  • US $660.00-656.00 / kg
  • 99.99%
  • Hebei Dangtong Import and export Co LTD
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 Ambropur (-)-AMBROXIDE 99+% ()-Ambroxide,1,5,5,9-Tetramethyl-13-oxatricyclo[8.3.0.04,9]tridecane (-)-AMbroxide(AMbroxane) (-)-Ambroxide 99% 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 DODECAHYDROTETRAMETHYLNAPHTHOFURAN 1,5,5,9-TETRAMETHYL-13-OXATRICYCLO-[8.3.0.04,9]TRIDECANE (-)-Ambroxide > Ambroxane USP/EP/BP Factory Supply Best Ambroxane CAS 6790-58-5 (-)-ambroxide (?)-Ambroxide FEMA 3471 (-)-AMBROXIDE AMBROXAN AMBROFIX Naphtho2,1-bfuran, dodecahydro-3a,6,6,9a-tetramethyl-, (3aR,5aS,9aS,9bR)- Amberoxan Ambrox 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