39516-91-1

Basic information

• Product Name: 5-decenedioic acid
• Synonyms: 5-decenedioic acid
• CAS NO: 39516-91-1
• Molecular Formula: C₁₀H₁₆O₄
• Molecular Weight: 200.23164
• EINECS: 254-488-7
• Mol File: 39516-91-1.mol

Chemical Properties

• Boiling Point: 395.3°C at 760 mmHg
• Flash Point: 207.1°C
• Appearance: /
• Density: 1.134g/cm³
• Vapor Pressure: 2.36E-07mmHg at 25°C
• Refractive Index: 1.496
• CAS DataBase Reference: 5-decenedioic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-decenedioic acid(39516-91-1)
• EPA Substance Registry System: 5-decenedioic acid(39516-91-1)

Safety Data

• Hazardous Substances Data: 39516-91-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H16O4/c11-9(12)7-5-3-1-2-4-6-8-10(13)14/h1-2H,3-8H2,(H,11,12)(H,13,14)/b2-1+

Upstream product

• 1577-22-6 5-hexenoic acid 
• 10417-94-4 all cis-5,8,11,14,17-eicosapentaenoic acid 
• 5070-24-6 bicyclopentyl-2,2'-dione 
• 55311-02-9 Perhydrodicyclopenta<1,2>dioxin-3a,5a-diol 

Relevant articles and documents

Microalgae lipids as a feedstock for the production of benzene

A two-step one-pot synthesis of benzene from the five-fold unsaturated fatty acid eicosapentaenoic acid (EPA), a component of microalgae oils, is presented. By a sequence of olefin metathesis and the catalytic dehydrogenation of the resulting 1,4-cyclohexadiene, two equivalents of benzene are effectively formed per EPA substrate molecule. As the only major by-products, 5-octenoic acid and 5-decenedioic acid are formed. Performing the dehydrogenation step under hydrogen pressure results in the formation of their saturated analogues, sebacic acid and octanoic acid, both desirable products, while the simultaneous dehydrogenation step to benzene is not hampered.

Occlusion of Grubbs' catalysts in active membranes of polydimethylsiloxane: Catalysis in water and new functional group selectivities

The Grubbs' first and second generation catalysts were occluded into cross-linked slabs of polydimethylsiloxane with volumes from 1 mm3 to 1 cm3 by swelling the polymer with catalyst and methylene chloride. Methylene chloride was evaporated under vacuum to yield occluded catalysts where their solvent was polydimethylsiloxane. These occluded catalysts were reacted with alkenes dissolved in H2O or H2O/MeOH mixtures that diffused into the polydimethylsiloxane to react by ring-closing metathesis and cross metathesis. Control experiments revealed that the catalysts remained occluded and metathesis did not occur in the solvent. Occlusion of these catalysts allowed commercially available Grubbs' catalysts to be used with H2O as the solvent while isolating the H2O sensitive ruthenium methylidene from exposure to H2O. Functional group selective experiments were carried out where the polydimethylsiloxane was an "active" membrane to exclude salts. Polydimethylsiloxane is a hydrophobic polymer, so the deprotonated salt of diallylmalonic acid did not diffuse into it while a diallylether diffused into it and reacted by metathesis. Thus, by controlling the polarity of reagents their reactivity can be controlled owing to the properties of polydimethylsiloxane rather than those of the Grubbs' catalysts. Occlusion of catalysts in polydimethylsiloxane has been shown to add new selectivities to mature catalysts. Copyright