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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
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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)
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Safety

WGK Germany 
1
HS Code 
2932.99.9090
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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.

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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
1KG
Price
$1312.73
Updated
2021/12/16
Chem-Impex
Product number
33784
Product name
(-)-Ambroxide,99-100%(GC),meetsFGspecifications,Kosher
Purity
99-100%(GC)
Packaging
25KG
Price
$15840.1
Updated
2021/12/16
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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

Preparation Products

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View Lastest Price from Ambroxane manufacturers

Hebei Dangtong Import and export Co LTD
Product
Ambroxane 6790-58-5
Price
US $660.00-656.00/kg
Min. Order
10kg
Purity
99.99%
Supply Ability
100Tons
Release date
2023-03-03
Shaanxi TNJONE Pharmaceutical Co., Ltd
Product
Ambroxan 6790-58-5
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10000kg
Release date
2024-04-29
Ouhuang Engineering Materials (Hubei) Co., Ltd
Product
Ambroxane 6790-58-5
Price
US $50.00/kg
Min. Order
1kg
Purity
99.10%
Supply Ability
50000kg
Release date
2024-04-28

6790-58-5, AmbroxaneRelated Search:


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