3243-36-5

Basic information

• Product Name: (1S,4aS,8aS)-Decahydro-5,5,8a-trimethyl-2-methylene-1-naphthaleneacetaldehyde
• Synonyms: (1S,4aS,8aS)-Decahydro-5,5,8a-trimethyl-2-methylene-1-naphthaleneacetaldehyde;Bicyclohomofarnesal
• CAS NO: 3243-36-5
• Molecular Formula: C₁₆H₂₆O
• Molecular Weight: 234.38
• EINECS: 226-806-4
• Mol File: 3243-36-5.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 307 ºC
• Flash Point: 145 ºC
• Appearance: /
• Density: 0.94
• CAS DataBase Reference: (1S,4aS,8aS)-Decahydro-5,5,8a-trimethyl-2-methylene-1-naphthaleneacetaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,4aS,8aS)-Decahydro-5,5,8a-trimethyl-2-methylene-1-naphthaleneacetaldehyde(3243-36-5)
• EPA Substance Registry System: (1S,4aS,8aS)-Decahydro-5,5,8a-trimethyl-2-methylene-1-naphthaleneacetaldehyde(3243-36-5)

Safety Data

• Hazardous Substances Data: 3243-36-5(Hazardous Substances Data)

Usage

Uses

Ambergris is a synthetic fragrance that has been found in almost all fragrances since its discovery. It is now like the salt and pepper necessary for cooking, and it is the most successful member of the synthetic flavor.

Description

Ambergris ketone, which can be named octahydrotetramethylnaphthyl ethyl ketone according to scientific nomenclature, was first discovered by IFF researchers JohnB.Hall and JamesMlookchem.Sanders in the process of studying violet odor compounds. Initially they named it IsocyclemoneE, and later, after improving the synthesis method, the resulting product was renamed IsoESuper?.

Upstream product

• 64061-39-8 (1R,2R,4aS,8aS)-(+)-1-(2'-acetoxyethyl)-1,2,3,4,4a,5,6,7,8,8a-decahydro-2-hydroxy-2,5,5,8a-tetramethylnaphthalene 
• 596-85-0 manool 
• 596-85-0 (+)-manool 
• 31207-65-5 8α-acetoxy-13,14,15,16-tetranor-12-labdanoic acid 

Downstream Products

• 160598-92-5 5S,9S,10S-(-)-(E)-labda-8⁽¹⁷⁾,11,13-trien-16,15-olide 
• 1788090-69-6 3-((1S)-1-hydroxy-2-((1 S,8aS)-5,5,8a-trimethyl-2-methylenedecahydronaphthalen-1-yl)ethyl)-furan-2(5H)-one 
• 958885-86-4 3-[(1R)-2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl]-1-hydroxyethyl]-2,5-dihydrofuran-2-one 
• 115753-79-2 galanolactone 
• 138965-89-6 coronarin-D ethyl ether 
• 119188-37-3 coronarin D 
• 104113-52-2 galanal A 
• 470474-36-3 (4aS,5S,8aS)-5-((3E,7E)-5-Benzenesulfonyl-4,8,12-trimethyl-trideca-3,7,11-trienyl)-1,1,4a-trimethyl-6-methylene-decahydro-naphthalene 
• 470474-35-2 (1'S,2E,4a'S,8a'S)-(+)-3-(1',2',3',4',4a',5',6',7',8',8a'-decahydro-5',5',8a'-trimethyl-2'-methylene-1'-naphthyl)-2-methyl-1-phenylsulfonyl-2-pentene 
• 117591-81-8 [(5S,9S,10S)-11(E)]-15,16-epoxy-8⁽¹⁷⁾,11,13,⁽¹⁶⁾14-labdatetraene 
• 478930-77-7 [2,5-bis-(tetrahydro-pyran-2-yloxy)-phenyl]-(5,5,8a-trimethyl-2-methylene-decahydro-naphthalen-1-yl)-methanol 
• 478930-78-8 (-)-ent-zonarol di-THP ether 
• 39707-54-5 (-)-ent-zonarol 
• 861996-74-9 (1S,2S,4aS,8aR)-5,5,8a-Trimethyl-1-{2-[1-(toluene-4-sulfonyl)-1H-indol-2-yl]-ethyl}-decahydro-naphthalene-2-carboxylic acid 

Relevant articles and documents

New access to sesquiterpene hydroquinones: Synthesis of (+)-ent-chromazonarol

A facile access to optically active (+)-ent-chromazonarol ent-1, isolated from the sponge Disidea pallescens, is reported from commercially available (+)-manool 4. Copyright Taylor & Francis LLC.

Synthesis of (+)-coronarin E

The labdane-type diterpenoid (+)-coronatin E (5) has been synthesized in 7 steps from (-)-sclareol (1) for the first time.

Ozonolysis of Derivatives of Labda-8(17),14-dien-13-ol (Manool) and Their Conversion into Large Ring Unsaturated Lactones

Dehydration of the unstable hydroperoxy ethers (4) and (6) formed on ozonolysis of the manool derivatives (2) and (5) resulted in the formation of the ten-membered unsaturated lactones (11) and (12) in good yield.The results of an investigation into the nature of the hydroxyl group and its spatial relationship to the exocyclic double bond in lactone formation are reported for other manool derivatives.