AMBROX DL

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Product Name: AMBROX DL
CAS No.: 3738-00-9
Chemical Name: AMBROX DL
Synonyms: Cetalox;Ambermor;AMBERLYN;AMBROX DL;Ambraoxide;AMBERLYN 50;Iridium ether;CETALOX 922560;amber naphthofuran;AMBROX DL, FIRMENICH
CBNumber: CB9272233
Molecular Formula: C16H28O
Formula Weight: 236.39
MOL File: 3738-00-9.mol

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AMBROX DL Property

Melting point:: 75-76 °C
Boiling point:: 273.9±8.0 °C(Predicted)
Density: 0.939±0.06 g/cm3(Predicted)
FEMA: 3471 | 1,5,5,9-TETRAMETHYL-13-OXATRICYCLO(8.3.0.0(4,9))TRIDECANE
Odor: at 10.00 % in dipropylene glycol. dry woody amber ambergris musk sweet
Odor Type: amber
JECFA Number: 1240
LogP: 5.41
EPA Substance Registry System: Naphtho[2,1-b]furan, dodecahydro-3a,6,6,9a-tetramethyl- (3738-00-9)

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

American Custom Chemicals Corporation

Product number: FFG0002227
Product name: DODECAHYDRO-3ALPHA,6,6,9ALPHA-TETRAMETHYL-NAPHTHO[2,1-B]FURAN
Purity: 95.00%
Packaging: 5MG
Price: $501.47
Updated: 2021/12/16

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AMBROX DL Chemical Properties,Usage,Production

Chemical Properties

3a,6,6,9a-Tetramethyldodecahydronaphtho[2,1-b]furan is a crystalline autoxidation product of ambrein with a typical ambergris odor. It is prepared from (?)-sclareol, a diterpene alcohol obtained from extraction of clary sage plants. Oxidative degradation to a lactone (“sclareolide”), hydrogenation of the latter to the corresponding diol, and dehydration yield the title compound.

Occurrence

Reported found in clary sage oil.

Preparation

Racemic sclareolide can be prepared by cyclization of homofarnesic acid in the presence of SnCl4 as a catalyst . Pure diastereomers are obtained by acid cyclization of (E)- and (Z)-4-methyl-6-(2,6,6-trimethylcyclohex-l(2)-enyl)-3- hexen-1-ol, prepared from 2-methyl-4-(2,6,6-trimethylcyclohex-l(2)-enyl)-2- butenal [394]. If the racemic sclareolide mixture is resolved into its enantiomers, the (–)-oxide may also be obtained by a totally synthetic route

Definition

ChEBI: Ambronide is a naphthofuran.

Synthesis Reference(s)

Synthesis, p. 216, 1983 DOI: 10.1055/s-1983-30287

Trade name

Compound starting from natural sclareol: Ambermore, Ambermore-DL, Ambermore-EX (Aromor), Ambrox® Super (Firmenich), Ambroxan® (Kao), Ambroxide (Symrise); compound starting from homofarnesic acid derivatives: Ambrox® DL (Firmenich); compound starting from 2-methyl- 4-(2,6,6-trimethylcyclohex-l(2)enyl)-2-butenal: Cetalox® (Firmenich), Cetalor (Aromor).

AMBROX DL Preparation Products And Raw materials

Raw materials

Preparation Products

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3738-00-9, AMBROX DLRelated Search:

Sclareolide AMBROX DL Ambroxane

Iridium ether

1-b]furan,dodecahydro-3a,6,6,9a-tetramethyl-Naphtho[2

Dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan

AMBROX DL

DODECAHYDRO-3A,6,6,9A-TETRAMETHYLNAPHTO-(2,1-B)-FURAN

Dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]fur

Ambermor

Tetramethyl perhydronaphthofuran

Naphtho2,1-bfuran, dodecahydro-3a,6,6,9a-tetramethyl-

AMBROX DL, FIRMENICH

Dodecahydro-3a,6,6,9a-tetramethylnaphtol[2,1-b]furan

AMBERLYN 50

3a,6,6,9a-Tetramethyldodecahydronaphtho[2,1-b]furan

3a,6,6,9a-tetramethyl-2,4,5,5a,7,8,9,9b-octahydro-1H-benzo[e][1]benzofuran

3a,6,6,9a-tetramethyl-2,4,5,5a,7,8,9,9b-octahydro-1H-benzo[e]benzofuran

AMBERLYN

Ambraoxide

Cetalox

1-b]furan,dodecahydro-3a,6,6,9a-tetramethyl-naphtho[

(3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan

amber naphthofuran

Dodecahydro-3a,6,6,9a-tetramethylnaphthol[2,1-b]furan

CETALOX 922560

Cetalox,Ambrox DL,Ambrotech,Ambermor

3738-00-9