7367-83-1

Basic information

• Product Name: METHYL-CIS-4-DECENOATE
• Synonyms: METHYL-CIS-4-DECENOATE;methyl (Z)-4-decenoate;4-Decenoic acid, methyl ester, (4Z)-;METHYLDEC-4-ENOATE;(Z)-4-Decenoic acid methyl ester
• CAS NO: 7367-83-1
• Molecular Formula: C₁₁H₂₀O₂
• Molecular Weight: 184.28
• EINECS: 230-914-7
• Mol File: 7367-83-1.mol

Chemical Properties

• Boiling Point: 216.8 °C at 760 mmHg
• Flash Point: 68.9 °C
• Appearance: /
• Density: 0.889 g/cm³
• Vapor Pressure: 0.138mmHg at 25°C
• Refractive Index: 1.442
• CAS DataBase Reference: METHYL-CIS-4-DECENOATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL-CIS-4-DECENOATE(7367-83-1)
• EPA Substance Registry System: METHYL-CIS-4-DECENOATE(7367-83-1)

Safety Data

• Hazardous Substances Data: 7367-83-1(Hazardous Substances Data)

Usage

Uses

Used in Fragrance and Flavor Industry:
METHYL-CIS-4-DECENOATE is used as a scent ingredient for its pleasant fragrance, contributing to the production of perfumes, colognes, and scented products.
Used in Food and Beverage Industry:
METHYL-CIS-4-DECENOATE is used as a flavoring agent in food and beverages, enhancing their taste and aroma.
Used in Personal Care Products:
METHYL-CIS-4-DECENOATE is used as a fragrance component in the manufacturing of soaps, lotions, and other personal care products, adding a long-lasting and impactful aroma to these products.

InChI:InChI=1/C11H20O2/c1-3-4-5-6-7-8-9-10-11(12)13-2/h7-8H,3-6,9-10H2,1-2H3/b8-7-

Upstream product

• 67-56-1 methanol 
• 7367-84-2 (Z)-4-decenoic acid ethyl ester 
• 186581-53-3 diazomethane 
• 505-90-8 (Z)-dec-4-enoic acid 
• 30390-50-2 (Z)-4-decenal 
• 13395-34-1 (3-(methoxycarbonyl)propyl)triphenylphosphonium bromide 
• 66-25-1 hexanal 

Downstream Products

• 505-90-8 (Z)-dec-4-enoic acid 

Relevant articles and documents

Bidentate auxiliary-directed alkenyl C-H allylation: Via exo-palladacycles: Synthesis of branched 1,4-dienes

An alkenyl C-H allylation by an exo-palladacycle intermediate is demonstrated, employing unactivated (Z)-Alkenes and allyl carbonates. With the use of an 8-Aminoquinoline (AQ) derived amide as the directing group, the N,N-bidentate-chelation-Assisted C-H activation protocol proceeded under mild and oxidant-free conditions with excellent selectivity. The utility of this approach is demonstrated by the preparative scale, selective conversion of inseparable Z/E alkenes and ready removal of the amide auxiliary to provide the corresponding ester.

Alkenyl Carbonyl Derivatives in Enantioselective Redox Relay Heck Reactions: Accessing α,β-Unsaturated Systems

A highly enantioselective and site-selective Pd-catalyzed arylation of alkenes linked to carbonyl derivatives to yield α,β-unsaturated systems is reported. The high site selectivity is attributed to both a solvent effect and the polarized nature of the carbonyl group, both of which have been analyzed through multidimensional analysis tools. The reaction can be performed in an iterative fashion allowing for a diastereoselective installation of two aryl groups along an alkyl chain.

Composition of the cloacal gland secretion of tuatara, Sphenodon punctatus

The lipophilic content of the cloacal gland secretion of the tuatara (Sphenodon punctatus) was investigated. GC/EI-MS Analysis of CH2Cl2 extracts of the secretions revealed triacylglycerols as major glandular constituents. Twelve major medium-chain fatty acids were found to be conjugated to glycerol in different combinations, resulting in complex mixtures. These acids were identified by transesterification and subsequent derivatization of natural samples, and their structures were verified by synthesis. The natural glycerides contain predominantly three of the following acids: octanoic (A), (E)- and (Z)-oct-4-enoic (B and C, resp.), (4E,6Z)-octa-4,6-dienoic (tuataric acid;D), (R)-2,6-dimethylheptanoic (E), (R)-2,6-dimethylhept-5-enoic (F), (Z)-dec-4-enoic (G), (4Z,7Z)-deca-4,7-dienoic (H), (R)-3,7-dimethyloct-6-enoic (I), (R)-4,8-dimethylnon-7-enoic (J), (2R,6S)-2,6,10-trimethylundec-9-enoic (K), and (2R,5E)-2,6,10-trimethylundeca-5,9-dienoic acids (L). Several additional acids, occurring in trace amounts only, were tentatively identified by MS. The elucidation of the absolute configuration of the acids was performed by GC on chiral phases. Individual tuatara show specific mixtures of glycerides with up to 100 components. The individual mixtures may permit individual recognition because the bouquets seem to be stable over years.

Defense Mechanisms of Arthropods. 83. α- and β-Necrodol, Novel Terpenes from a Carrion Beetle (Necrodes surinamensis, Silphidae, Coleoptera)

The defensive secretion obtained from the rectal gland of the carrion beetle Necrodes surinamensis has been found to consist of a mixture of aliphatic acids and terpene alcohols.Octanoic acid, decanoic acid, (Z)-3-decenoic acid, (Z)-4-decenoic acid, hexadecanoic acid, and octadecanoic acid are the chief acidic components.The three major terpenes are lavandulol and α- and β-necrodol.The necrodols were shown to have a 1,2,2,3,4-pentamethylcyclopentane framework not previously found among natural monoterpenes.Formulas 9 and 10 are derived for α- and β-necrodol, respectively, chiefly on the basis of mass spectrometric and NMR spectroscopic analysis.