gamma-Decalactone

Base Information

• Chemical Name: gamma-Decalactone
• CAS No.: 706-14-9
• Deprecated CAS: 1336-42-1,2825-92-5,2825-92-5
• Molecular Formula: C10H18O2
• Molecular Weight: 170.252
• Hs Code.: 29322090
• European Community (EC) Number: 211-892-8,684-209-8
• NSC Number: 26510,24248
• UNII: 7HLS05KP9O
• DSSTox Substance ID: DTXSID4022109
• Nikkaji Number: J14.171B
• Wikipedia: Gamma-Decalactone
• Wikidata: Q423956
• RXCUI: 1424652
• Metabolomics Workbench ID: 133002
• ChEMBL ID: CHEMBL365740
• Mol file: 706-14-9.mol

Synonyms:4-decanolide;4-hexyl-4-butanolide;4-n-hexyl-4-hydroxybutanoic acid lactone;5-hexyldihydro-2(3H)-furanone;decan-4-olide;gamma-decalactone;gamma-decanolactone;gamma-lactone decanoic acid

Chemical Property of gamma-Decalactone

Chemical Property:

• Appearance/Colour: clear colourless to pale yellow liquid
• Vapor Pressure: 0.00852mmHg at 25°C
• Refractive Index: n20/D 1.449
• Boiling Point: 266.685 °C at 760 mmHg
• Flash Point: 105.788 °C
• PSA: 26.30000
• Density: 0.947 g/cm³
• LogP: 2.66240
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: 1.26g/L at 20℃
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 170.130679813
• Heavy Atom Count: 12
• Complexity: 143

Purity/Quality:

99% ^*data from raw suppliers

4-Decanolide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Lactones
• Canonical SMILES: CCCCCCC1CCC(=O)O1
• Uses: γ-Decalactone may be used as an analytical reference standard for the quantification of the analyte in fruit beverages using different chromatography techniques.

Technology Process of gamma-Decalactone

There total 85 articles about gamma-Decalactone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

decane-1,4-diol (37810-94-9) → 5-hexyldihydro-2(3H)-furanone (706-14-9,2825-92-5)

Guidance literature:

With sodium bromite; 4-benzoxy-2,2,6,6-tetramethylpiperidine-N-oxyl; sodium hydrogencarbonate; In dichloromethane; water; for 3h; Ambient temperature;

DOI:10.1021/jo00289a016

Reference yield: 92.0%

C10H17BrO (1356451-39-2) → 5-hexyldihydro-2(3H)-furanone (706-14-9,2825-92-5)

Guidance literature:

With gold(III) chloride; water; In toluene; at 20 ℃; for 15h; regioselective reaction;

DOI:10.1021/ol2033493

Reference yield: 89.0%

carbon monoxide (201230-82-2) + 2-hexyloxetane (74581-25-2) → 5-hexyldihydro-2(3H)-furanone (706-14-9,2825-92-5)

Guidance literature:

dicobalt octacarbonyl; triruthenium dodecacarbonyl; In 1,2-dimethoxyethane; at 165 ℃; for 48h; under 45600 Torr;

DOI:10.1021/jo00262a010

upstream raw materials:

(E)-dec-3-enenitrile

4-oxodecanoic acid

2-Hexyl-5-methoxy-tetrahydro-furan

heptanal

Downstream raw materials:

4-decanol

4-hydroxydecanoic acid

4-hydroxy-decanoic acid benzylamide

2-hexyltetrahydrofuran

Refernces

• 1、 Qi, Chenxiao,Yang, Shengwen,Gandon, Vincent,Leb?uf, David. "Calcium(II)- And Triflimide-Catalyzed Intramolecular Hydroacyloxylation of Unactivated Alkenes in Hexafluoroisopropanol". supporting information. p. 7405 - 7409. Retrieved 2019/10/02.
• 2、 Zheng, Meifang,Chen, Pengquan,Huang, Liangbin,Wu, Wanqing,Jiang, Huanfeng. "Nucleo-Palladation-Triggering Alkene Functionalization: A Route to γ-Lactones". supporting information. p. 5756 - 5759. Retrieved 2017/11/10.