2825-92-5

Basic information

• Product Name: 4-DECANOLIDE
• Synonyms: γ-Hexyl-γ-butyrolactone, 4,5-Dihydro-5-hexyl-2(3H)-furanone
• CAS NO: 2825-92-5
• Molecular Formula: C10H18O2
• Molecular Weight: 170.25
• EINECS: 211-892-8
• Mol File: 2825-92-5.mol
• Article Data: 83

Chemical Properties

• Boiling Point: 266.7°C at 760 mmHg
• Flash Point: 105.8°C
• Appearance: /
• Density: 0.953 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.00852mmHg at 25°C
• Refractive Index: n20/D 1.449
• CAS DataBase Reference: 4-DECANOLIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-DECANOLIDE(2825-92-5)
• EPA Substance Registry System: 4-DECANOLIDE(2825-92-5)

Safety Data

• Safety Statements: 23-24/25
• WGK Germany: 3
• Hazardous Substances Data: 2825-92-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H18O2/c1-2-3-4-5-6-9-7-8-10(11)12-9/h9H,2-8H2,1H3

Upstream product

• 37810-94-9 decane-1,4-diol 
• 201230-82-2 carbon monoxide 
• 74581-25-2 2-hexyloxetane 
• 158197-40-1 undec-1-ene-5-ol 
• 111-71-7 heptanal 
• 623-71-2 ethyl 3-chloropropanoate 
• 111-66-0 oct-1-ene 
• 108-24-7 acetic anhydride 
• 64-19-7 acetic acid 
• 79-08-3 bromoacetic acid 
• 89701-69-9 5-Acetoxydecannitril 
• 106-14-9 R-12-hydroxyoctadecanoic acid 
• 35493-43-7 2-hexylcyclobutan-1-one 
• 188964-99-0 methyl 2,4-dichlorooctanoate 

Downstream Products

• 77461-95-1 4-Phenylselanyl-decanoic acid 
• 17369-51-6 4-hydroxydecanoic acid 
• 107797-26-2 (R)-5-Hexyl-dihydro-furan-2-one 
• 107797-27-3 (-)-(S)-γ-Decalactone 
• 37810-94-9 decane-1,4-diol 
• 112-37-8 undecylenic acid 
• 43160-78-7 4-oxodecanal 
• 3208-32-0 2-hexyltetrahydrofuran 
• 2602-61-1 N,N-diethyldecanamide 

Relevant articles and documents

Lewis acid-catalysed isomerisation of thionolactones to thiolactones: inversion of configuration

Boron trifluoride and indium(III) trifluoromethanesulfonate were found to efficiently catalyse the isomerisation of thionolactones to thiolactones in good yields. When applied to an optically active γ-thionolactone, the isomerisation reaction proceeded with a complete inversion of configuration by using BF3·Et2O.

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Biotransformation of saturated monohydroxyl fatty acids to 2-tetrahydrofuranyl acetic acid derivatives: Mechanism of formations and the biological activity of 5-n-hexyl-tetrahydrofuran-2-acetic acid

The transformation of 12-hydroxyoctadecanoic acid (12-HOA) to 5-n-hexyl-tetrahydofuran-2-acetic acid (5-HTFA) by Bacillus lentus NRRL B-14864 was carried out in the presence and absence of oligomycin, 2-bromooctanoic acid (2-BA), or sodium azide. Methyl esters of the transformation products were analyzed by gas chromatography and gas chromatography/mass spectroscopy. Results suggest that the production of 5-HTFA from 12-HOA by B-14864 was through the fatty acid beta-oxidation pathway. Three-day old driedfruit beetle pupae were topically treated with 5-HTFA to test for juvenile hormone activity, and 5-HTFA was found to possess juvenile hormone-like activity in pure form but not when it was diluted to 10 percent.

Photo-induced radical borylation of hemiacetals via C–C bond cleavage

In this study, we reported a photo-induced radical borylation of hemiacetal derivatives via C–C bond cleavage. This transformation can be realized under mild conditions with simple reaction settings and irradiation of visible light. A series of substrates, including both cyclic and linear hemiacetal derivatives, were effectively transformed to the borylation product in moderate to good yields. Finally, the mechanism was studied in detail by DFT calculations, suggesting insight of the radical borylation process.

Efficient Stereoselective Synthesis of Structurally Diverse γ- and δ-Lactones Using an Engineered Carbonyl Reductase

Structurally diverse γ- and δ-lactones were efficiently synthesized stereoselectively using an engineered carbonyl reductase from Serratia marcescens (SmCRV4). SmCRV4 exhibited improved activity (up to 500-fold) and thermostability toward 14 γ-/δ-keto acids and esters, compared with the wild-type enzyme, with 110-fold enhancement in catalytic efficiency (kcat/Km) toward methyl 4-oxodecanoate. The preparative synthesis of alkyl and aromatic γ- and δ-lactones with 95 %–>99 % ee and 78 %–90 % yields was demonstrated. The highest space-time yield, 1175 g L?1 d?1, was achieved for (R)-γ-decalactone.