505-90-8

Basic information

• Product Name: CIS-4-DECENOIC ACID
• Synonyms: RARECHEM AL BE 0546;CIS-4-DECENOIC ACID;(Z)-4-decenoic acid;(E)-dec-4-enoic acid;(4Z)-4-Decenoic acid;cis-Obtusilic acid;Einecs 208-024-5
• CAS NO: 505-90-8
• Molecular Formula: C₁₀H₁₈O₂
• Molecular Weight: 170.25
• EINECS: 208-024-5
• Mol File: 505-90-8.mol
• Article Data: 18

Chemical Properties

• Melting Point: 18.83°C (estimate)
• Boiling Point: 290.67°C (estimate)
• Flash Point: 172.1 °C
• Appearance: /
• Density: 0.9366 (rough estimate)
• Vapor Pressure: 0.00144mmHg at 25°C
• Refractive Index: 1.4364 (estimate)
• PKA: 4.62±0.10(Predicted)
• CAS DataBase Reference: CIS-4-DECENOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: CIS-4-DECENOIC ACID(505-90-8)
• EPA Substance Registry System: CIS-4-DECENOIC ACID(505-90-8)

Safety Data

• Hazardous Substances Data: 505-90-8(Hazardous Substances Data)

Usage

Uses

(4Z)-4-Decenoic Acid is an intermediate in the synthesis of 4-cis-Decenoylcarnitine (D225640) which is an acycarnitine used in diagnostic tests for inherited disorders of fatty acid and branched-chain amino acid catabolism.

Definition

ChEBI: A decenoic acid having a cis- double bond at position 4.

Synthesis Reference(s)

Tetrahedron Letters, 26, p. 505, 1985 DOI: 10.1016/S0040-4039(00)61923-8

InChI:InChI=1/C10H18O2/c1-2-3-4-5-6-7-8-9-10(11)12/h6-7H,2-5,8-9H2,1H3,(H,11,12)/b7-6-

Upstream product

• 21963-38-2 5-vinyl-dihydrofuran-2(3H)-one 
• 693-03-8 n-butyl magnesium bromide 
• 87256-39-1 2,3,4,7-tetrahydrooxepin-2-one 
• 109-72-8 n-butyllithium 
• 57-57-8 β-Propiolactone 
• 693-25-4 n-pentylmagnesium bromide 
• 74-86-2 acetylene 
• 16900-59-7 4-decynoic acid 
• 97509-78-9 5-(Diphenylphosphinoylhexyl)tetrahydrofuran-2-one 
• 97509-78-9 5-(Diphenylphosphinoylhexyl)tetrahydrofuran-2-one 
• 6066-82-6 1-hydroxy-pyrrolidine-2,5-dione 
• 30390-50-2 (Z)-4-decenal 
• 110-53-2 1-Bromopentane 
• 6089-09-4 4-pentynoic acid 

Downstream Products

• 7367-83-1 (Z)-dec-4-enoic acid methyl ester 
• 706-14-9 5-hexyldihydro-2(3H)-furanone 
• 705-86-2 (+/-)-δ-decanolactone 
• 126617-76-3 (2R,4Z)-2(tert-Butyldiphenylsiloxy)-4-decen-1-ol 
• 128891-59-8 (4R,5S)-3-[(Z)-(R)-2-(tert-Butyl-diphenyl-silanyloxy)-dec-4-enoyl]-4-methyl-5-phenyl-oxazolidin-2-one 
• 100428-42-0 2(R)-<(tert-butyldiphenylsilyl)oxy>dec-4(Z)-enal 
• 118267-98-4 (4R,5S)-3-((Z)-Dec-4-enoyl)-4-methyl-5-phenyl-oxazolidin-2-one 
• 118267-99-5 (4R,5S)-3-((Z)-(R)-2-Hydroxy-dec-4-enoyl)-4-methyl-5-phenyl-oxazolidin-2-one 
• 69281-30-7 cis-4-decenoyl-CoA 
• 7367-84-2 (Z)-4-decenoic acid ethyl ester 

Relevant articles and documents

Bioactive constituents from the leaves of Croton tiglium

Fifteen compounds, including five new phorbol esters (1-5) and ten known metabolites were isolated from the leaves of Croton tiglium. The structures of new compounds 1-5 were determined by comprehensive analysis of the HRESIMS, IR, 1D and 2D NMR spectral

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.

TPAP-catalyzed direct oxidation of primary alcohols to carboxylic acids through stabilized aldehyde hydrates

We present a simple, mild, and highly effective method for the direct conversion of primary alcohols to carboxylic acids. TPAP serves as the catalyst, and NMO?H2O plays a dual role, acting as the co-oxidant and as a reagent for aldehyde hydrate stabilization. This previously unknown stabilizing effect of geminal diols by N-oxides is the key for the efficiency of the overall transformation.