1937-54-8

Basic information

• Product Name: 6,8-Nonadien-2-one, 8-methyl-5-(1-methylethyl)-, (5S,6E)-
• Synonyms: 6,8-Nonadien-2-one, 8-methyl-5-(1-methylethyl)-, (5S,6E)-;(S,E)-8-Methyl-5-(1-methylethyl)-6,8-nonadien-2-one;[S,6E,(+)]-5-Isopropyl-8-methyl-6,8-nonadien-2-one;8-Nonadien-2-one, 8-Methyl-5-(1-Methylethyl)-, (5S,6E)-
• CAS NO: 1937-54-8
• Molecular Formula: C13H22O
• Molecular Weight: 194.31
• Mol File: 1937-54-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: bp1 60°
• Flash Point: 96.3°C
• Appearance: /
• Density: d420 0.870
• Vapor Pressure: 0.00743mmHg at 25°C
• Refractive Index: nD20 1.4755
• CAS DataBase Reference: 6,8-Nonadien-2-one, 8-methyl-5-(1-methylethyl)-, (5S,6E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 6,8-Nonadien-2-one, 8-methyl-5-(1-methylethyl)-, (5S,6E)-(1937-54-8)
• EPA Substance Registry System: 6,8-Nonadien-2-one, 8-methyl-5-(1-methylethyl)-, (5S,6E)-(1937-54-8)

Safety Data

• Hazardous Substances Data: 1937-54-8(Hazardous Substances Data)

Usage

Description

6,8-Nonadien-2-one, 8-methyl-5-(1-methylethyl)-, (5S,6E)is a complex organic compound with a unique molecular structure characterized by its multiple double bonds and methyl groups. It is a type of nonadienone, which is a class of organic compounds known for their distinct chemical properties and potential applications in various industries.

Uses

Used in Flavor and Fragrance Industry:
6,8-Nonadien-2-one, 8-methyl-5-(1-methylethyl)-, (5S,6E)is used as a flavoring agent for its distinctive and appealing aroma. It is particularly valued in the creation of complex and nuanced fragrances, adding depth and character to perfumes and other scented products.
Used in Pharmaceutical Industry:
6,8-Nonadien-2-one, 8-methyl-5-(1-methylethyl)-, (5S,6E)is used as an intermediate in the synthesis of various pharmaceutical compounds. Its unique chemical structure allows it to be a versatile building block for the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
6,8-Nonadien-2-one, 8-methyl-5-(1-methylethyl)-, (5S,6E)is used as a component in the development of agrochemicals, such as pesticides and herbicides. Its chemical properties make it a valuable asset in the creation of effective and targeted products for agricultural use.
Used in Cigarette Industry:
Similar to Solanone, 6,8-Nonadien-2-one, 8-methyl-5-(1-methylethyl)-, (5S,6E)can also be used as a flavoring agent in the cigarette industry. Its unique aroma can enhance the smoking experience and provide a distinct flavor profile to various cigarette brands.

Purification Methods

Purify solanone by high vacuum distillation and store it in sealed ampules [Kohda & Sato J Chem Soc, Chem Commun 951 1981]. It has UV (hexane) at max 230nm ( 11,800). The semicarbazone crystallises from aqueous EtOH or toluene with m 160.5-161.5o. [Johnson et al. J Org Chem 30 2918 1965.]

InChI:InChI=1/C13H22O/c1-10(2)6-8-13(11(3)4)9-7-12(5)14/h6,8,11,13H,1,7,9H2,2-5H3/b8-6+/t13-/m0/s1

Upstream product

• 80324-60-3 (S)-5-Isopropyl-hept-6-yn-2-one 
• 80324-59-0 2-((S)-3-Isopropyl-pent-4-ynyl)-2-methyl-[1,3]dioxolane 
• 51533-70-1 diethyl (2-methylallyl)phosphonate 
• 57213-53-3 (S)-2-isopropyl-5-carbonylhexanal 
• 557-93-7 2-bromoprop-1-ene 
• 5989-27-5 D-limonene 
• 1195-31-9 (+)-p-menth-1-ene 
• 851520-66-6 (3R)-3-isopropyl-6-methyl-7-oxabicyclo[4.1.0]heptane 
• 67304-08-9 (R)-3-isopropyl-6-oxoheptanal 
• 40525-38-0 Solanol 
• 61585-35-1 p-menth-1-ene 
• 21889-84-9 5-Isopropyl-6-heptyn-2-one 
• 84098-59-9 5-(2,2-Dichloro-ethyl)-6-methyl-heptan-2-one 
• 84098-67-9 7,7-Dichloro-5-isopropyl-2-heptanone ethylene ketal 

Relevant articles and documents

Total synthesis of (S)-(+)-Solanone

Optically active solanone was synthesized from (R)-(+)-p-menthene, and the (S)-configuration was confirmed for the natural product.

Diene compound and synthesis method thereof

The invention provides a synthesis method of a diene compound. The method comprises the following steps: taking beta-alkenyl bromide and alpha/beta-alkenyl bromide as raw materials, adding a catalyst, a ligand, a reducing agent, a halogen ion exchanger and a solvent, and carrying out reductive coupling reaction to obtain the required diene compound. The invention further provides a diene compound. The diene compound and the synthetic method thereof provided by the invention have the advantages of green and environment-friendly catalyst metal, low toxicity, high efficiency, low cost, mild reaction, simple operation and high yield.

Metal-Catalyzed Organic Photoreactions. Bond-Cleavage Selectivity and Synthetic Application of the Iron(III) Chloride Catalyzed Photooxidation of Cyclic Olefins

Photooxidation of olefins in pyridine in the presence of iron(III) chloride produced either α-chloro ketones (type A), gem-dichloro ketones (type B), or α,ω-dichloro ketones (type C), depending upon the substitution pattern of the substrate olefin.The synthetic utility of the type B reaction was demonstrated by the synthesis of some natural products.The synthesis of optically active solanone from D-p-menthene confirmed the D configuration of the natural product.