6-Hexyltetrahydro-2H-pyran-2-one

Base Information

• Chemical Name: 6-Hexyltetrahydro-2H-pyran-2-one
• CAS No.: 710-04-3
• Deprecated CAS: 118100-37-1
• Molecular Formula: C11H20O2
• Molecular Weight: 184.279
• Hs Code.: 2932999099
• European Community (EC) Number: 211-915-1
• UNII: ERL32M2M38
• DSSTox Substance ID: DTXSID9047099
• Nikkaji Number: J35.390F
• Wikidata: Q27277328
• Metabolomics Workbench ID: 47502
• ChEMBL ID: CHEMBL372447
• Mol file: 710-04-3.mol

Synonyms:delta-Undecalactone;710-04-3;6-Hexyltetrahydro-2H-pyran-2-one;6-hexyloxan-2-one;5-Undecanolide;2H-PYRAN-2-ONE, 6-HEXYLTETRAHYDRO-;Undecanoic delta-lactone;Delta undecalactone;Undecanolide-1,5;5-Hydroxyundecanoic acid lactone;delta-Undecanolactone;delta-Hexylvalerolactone;FEMA No. 3294;.delta.-Hexylvalerolactone;.delta.-Undecalactone;EINECS 211-915-1;2H-Pyran-2-one, tetrahydro-3-hexyl-;5-Hexyl-5-hydroxypentanoic acid lactone;BRN 0122724;UNII-ERL32M2M38;AI3-36029;ERL32M2M38;Undecanoic acid, 5-hydroxy-, delta-lactone;DTXSID9047099;.delta.-Hexyl-.delta.-valerolactone;Undecanoic acid, 5-hydroxy-, .delta.-lactone;5-17-09-00097 (Beilstein Handbook Reference);Undecan-5-olide;MFCD00006650;.delta.-Undecanolide;1,5-Undecanolactone;Undecanoic delta -lactone;.DELTA.-UNDECANOLACTONE;CHEMBL372447;SCHEMBL1132045;Undecanoic delta-lactone, 98%;DTXCID7027099;FEMA 3294;YZRXRLLRSPQHDK-UHFFFAOYSA-;DELTA-UNDECALACTONE [FCC];delta-Undecalactone, >97%, FG;CHEBI:171846;(RS)-.DELTA.-UNDECALACTONE;Tox21_302328;.DELTA.-UNDECALACTONE [FHFI];2h-piran-2-ona, 6-hexiltetrahidro-;5-Hydroxyundecanoic Acid delta-Lactone;AKOS024386550;(+/-)-.DELTA.-UNDECALACTONE;2H-Pyran-2-on,e, 6-hexyltetrahydro-;5-Hydroxyundecanoic acid lactone, 8CI;CS-W016998;LS-2831;SB47812;NCGC00255642-01;6-HEXYL-2H-TETRAHYDROPYRAN-2-ONE;AS-61729;CAS-710-04-3;5-Hydroxy-n-undecanoic acid .delta.-lactone;FT-0632863;H0344;HENDECANOIC ACID, 5-HYDROXY-, LACTONE;D70227;6 - hexyltetrahydro - 2H - pyran - 2 - one;W-104538;Q27277328

Chemical Property of 6-Hexyltetrahydro-2H-pyran-2-one

Chemical Property:

• Appearance/Colour: colorless liquid
• Vapor Pressure: 0.0019mmHg at 25°C
• Refractive Index: n20/D 1.459(lit.)
• Boiling Point: 291.9 °C at 760 mmHg
• Flash Point: 113 °C
• PSA: 26.30000
• Density: 0.932 g/cm³
• LogP: 3.05250
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 184.146329876
• Heavy Atom Count: 13
• Complexity: 154

Purity/Quality:

99% ^*data from raw suppliers

Undecanoicdelta-Lactone ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Lactones
• Canonical SMILES: CCCCCCC1CCCC(=O)O1
• Description: Undecanolactone has a sweet, fruity, milky, creamy, buttery, estery, waxy, coconut aroma and taste. It is the key ingredient for the special flavor of natural cream and can be used for flavoring soft drinks, candy, margarine, ice cream, cold and baked goods, etc.
• Uses: Undecanoic δ-lactone has been used as substrate to investigate the activities of stimulated and nonstimulated human serum paraoxonase (PON1) samples. Perfumery, flavoring agent.

Technology Process of 6-Hexyltetrahydro-2H-pyran-2-one

There total 20 articles about 6-Hexyltetrahydro-2H-pyran-2-one 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%

5-oxoundecanal (389837-71-2) → 6-hexyltetrahydro-2H-pyran-2-one (710-04-3)

Guidance literature:

With samarium diiodide; 2-propanethiol; In tetrahydrofuran; at 25 ℃; for 1h;

DOI:10.1021/jo016058t

Reference yield: 86.0%

2-hexylcyclopentanone (13074-65-2) → 6-hexyltetrahydro-2H-pyran-2-one (710-04-3)

Guidance literature:

With MoOBr₃; dihydrogen peroxide; acetic anhydride; acetic acid; at 50 - 70 ℃; for 6h;

Reference yield: 86.0%

undecane-1,5-diol (13686-98-1) → 6-hexyltetrahydro-2H-pyran-2-one (710-04-3)

Guidance literature:

With aluminum oxide; sodium bromite; In dichloromethane; for 28h; Ambient temperature;

DOI:10.1246/cl.1994.53

upstream raw materials:

undecane-1,5-diol

carbon monoxide

4-decanol

2-hexylcyclopentanone

Downstream raw materials:

(2R,6R,8S)-4-phenyl-8-n-hexyl-1,5,7-trioxaspiro<5.5>undecane

(4R,6R,8R)-4-phenyl-8-n-hexyl-1,5,7-trioxaspiro<5.5>undecane

Refernces

• 1、 Fürst, Maximilian J.L.J.,Savino, Simone,Dudek, Hanna M.,Castellanos, J. Rúben Gómez,De Souza, Cora Gutiérrez,Rovida, Stefano,Fraaije, Marco W.,Mattevi, Andrea. "Polycyclic ketone monooxygenase from the thermophilic fungus Thermothelomyces thermophila: A structurally distinct biocatalyst for bulky substrates". supporting information. p. 627 - 630. Retrieved 2017/05/15.
• 2、 Valerio, Viviana,Petkova, Desislava,Madelaine, Claire,Maulide, Nuno. "Direct room-temperature lactonisation of alcohols and ethers onto amides: An "amide strategy" for synthesis". supporting information. p. 2606 - 2610. Retrieved 2013/03/14.