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

Description

(1S,4aS,8aS)-Decahydro-5,5,8a-trimethyl-2-methylene-1-naphthaleneacetaldehyde is a complex organic compound with a unique molecular structure. It is characterized by its decahydronaphtalene core, which features a methylidene group at the 2-position and three methyl groups at the 5, 5, and 8a positions. (1S,4aS,8aS)-Decahydro-5,5,8a-trimethyl-2-methylene-1-naphthaleneacetaldehyde is known for its distinct chemical properties and potential applications in various industries.

Uses

Used in Fragrance Industry:
(1S,4aS,8aS)-Decahydro-5,5,8a-trimethyl-2-methylene-1-naphthaleneacetaldehyde is used as a synthetic fragrance ingredient for its unique and versatile scent profile. It is valued for its ability to enhance and stabilize the overall aroma of a fragrance, making it an essential component in the creation of numerous perfumes and colognes.
Used in Flavor Industry:
In the flavor industry, (1S,4aS,8aS)-Decahydro-5,5,8a-trimethyl-2-methylene-1-naphthaleneacetaldehyde is used as a synthetic flavoring agent. Its distinct taste and aroma characteristics contribute to the overall flavor profile of various food and beverage products, enhancing their appeal and consumer experience.
Used in Pharmaceutical Industry:
(1S,4aS,8aS)-Decahydro-5,5,8a-trimethyl-2-methylene-1-naphthaleneacetaldehyde may also find applications in the pharmaceutical industry, potentially serving as a key intermediate in the synthesis of various medicinal compounds. Its unique chemical structure could be harnessed to develop new drugs with specific therapeutic properties.
Used in Chemical Research:
As a complex organic molecule, (1S,4aS,8aS)-Decahydro-5,5,8a-trimethyl-2-methylene-1-naphthaleneacetaldehyde is also used in chemical research and development. It can serve as a starting material or a building block for the synthesis of more complex molecules with potential applications in various fields, including materials science, agrochemistry, and environmental science.

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 
• 31207-65-5 8α-acetoxy-13,14,15,16-tetranor-12-labdanoic acid 
• 596-85-0 (+)-manool 
• 596-85-0 manool 

Downstream Products

• 216011-55-1 (5S,9S,10S)-15,16-epoxy-12-hydroxy-labda-8⁽¹⁷⁾-13⁽¹⁶⁾,14-triene 
• 61597-55-5 (5S,9S,10S)-15,16-epoxy-12-hydroxy-labda-8⁽¹⁷⁾-13⁽¹⁶⁾,14-triene 
• 861996-62-5 1-[1-(Toluene-4-sulfonyl)-1H-indol-2-yl]-2-((1S,4aS,8aS)-5,5,8a-trimethyl-2-methylene-decahydro-naphthalen-1-yl)-ethanol 
• 1788090-69-6 C₂₀H₃₀O₃ 
• 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 
• 861996-55-6 (1R,4aS,8aS)-5,5,8a-Trimethyl-1-{2-[1-(toluene-4-sulfonyl)-1H-indol-2-yl]-ethyl}-octahydro-naphthalen-2-one 
• 861996-66-9 1-(Toluene-4-sulfonyl)-2-[2-((1S,4aS,8aS)-5,5,8a-trimethyl-2-methylene-decahydro-naphthalen-1-yl)-ethyl]-1H-indole 
• 861996-70-5 ((1S,2S,4aS,8aR)-5,5,8a-Trimethyl-1-{2-[1-(toluene-4-sulfonyl)-1H-indol-2-yl]-ethyl}-decahydro-naphthalen-2-yl)-methanol 
• 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 
• 39707-54-5 (-)-ent-zonarol 
• 478930-78-8 (-)-ent-zonarol di-THP ether 
• 478930-77-7 [2,5-bis-(tetrahydro-pyran-2-yloxy)-phenyl]-(5,5,8a-trimethyl-2-methylene-decahydro-naphthalen-1-yl)-methanol 

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.