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AMBROX DL

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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AMBROX DL Suppliers

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3738-00-9, AMBROX DLRelated Search:


  • 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
  • 3738-00-9