delta-Tetradecalactone

Base Information

• Chemical Name: delta-Tetradecalactone
• CAS No.: 2721-22-4
• Deprecated CAS: 92446-06-5
• Molecular Formula: C₁₄H₂₆O₂
• Molecular Weight: 226.359
• Hs Code.: 29322090
• European Community (EC) Number: 220-334-2
• UNII: 46339AI51N
• DSSTox Substance ID: DTXSID60863012
• Nikkaji Number: J209.025B
• Wikidata: Q27258889
• Metabolomics Workbench ID: 4379
• Mol file: 2721-22-4.mol

Synonyms:Tetradecanoicacid, 5-hydroxy-, d-lactone (7CI);5-Hydroxytetradecanoic acid d-lactone;5-Tetradecanolide;Tetradecanoic acid d-lactone;d-Nonyl-d-valerolactone;d-Tetradecalactone;d-Tetradecane lactone;

Chemical Property of delta-Tetradecalactone

Chemical Property:

• Vapor Pressure: 0.000273mmHg at 25°C
• Melting Point: 130-135 °C
• Refractive Index: n20/D 1.461(lit.)
• Boiling Point: 322.77 °C at 760 mmHg
• Flash Point: 133.042 °C
• PSA: 26.30000
• Density: 0.916 g/cm³
• LogP: 4.22280
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 226.193280068
• Heavy Atom Count: 16
• Complexity: 189

Purity/Quality:

99% ^*data from raw suppliers

δ-Tetradecanolactone >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 23-24/25-37-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCC1CCCC(=O)O1

Technology Process of delta-Tetradecalactone

There total 5 articles about delta-Tetradecalactone 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: 78.0%

2-nonyl-cyclopentanone (40566-27-6) → tetrahydro-6-nonyl-2H-pyran-2-one (92446-06-5,129263-76-9,141980-54-3,2721-22-4)

Guidance literature:

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

Reference yield: 7.9%

5-hydroxytetradecanethioamide → tetrahydro-6-nonyl-2H-pyran-2-one (92446-06-5,129263-76-9,141980-54-3,2721-22-4)

Guidance literature:

With Novozym 435 from Candida antarctica B; In diethyl ether; at 40 ℃; for 48h; Reagent/catalyst; Enzymatic reaction;

DOI:10.1515/hc-2019-0103

Reference yield:

5-acetoxytetradecanamide → tetrahydro-6-nonyl-2H-pyran-2-one (92446-06-5,129263-76-9,141980-54-3,2721-22-4)

Guidance literature:

Multi-step reaction with 3 steps

1: Lawessons reagent / toluene / 0.08 h / 80 °C

2: sodium methylate / methanol / 0.5 h / -15 °C

3: Novozym 435 from Candida antarctica B / diethyl ether / 48 h / 40 °C / Enzymatic reaction

With Lawessons reagent; sodium methylate; Novozym 435 from Candida antarctica B; In methanol; diethyl ether; toluene;

DOI:10.1515/hc-2019-0103

upstream raw materials:

2-nonyl-cyclopentanone

Refernces

• 1、 Abbasov,Alimardanov,Suleimanova. "Catalytic oxidation of alkyl- and cycloalkylcyclanones into lactones". . p. 621 - 626. Retrieved 2007/10/03.