delta-Dodecalactone

Base Information

• Chemical Name: delta-Dodecalactone
• CAS No.: 713-95-1
• Deprecated CAS: 3051-22-7
• Molecular Formula: C12H22O2
• Molecular Weight: 198.305
• Hs Code.: 2932.29
• European Community (EC) Number: 211-932-4
• UNII: 33DIC582TL
• DSSTox Substance ID: DTXSID9047596
• Nikkaji Number: J102.254G
• Wikidata: Q27256257
• RXCUI: 2371704
• Metabolomics Workbench ID: 4374
• ChEMBL ID: CHEMBL4636895
• Mol file: 713-95-1.mol

Synonyms:5-dodecanolide;5-dodecenoic acid;5-dodecenoic acid, (E)-isomer

Chemical Property of delta-Dodecalactone

Chemical Property:

• Appearance/Colour: Colorless liquid with peach fruit flavor
• Vapor Pressure: 0.00155mmHg at 25°C
• Melting Point: -12 °C(lit.)
• Refractive Index: 1.460
• Boiling Point: 295.2 °C at 760 mmHg
• PKA: 0.001[at 20 ℃]
• Flash Point: 119.8 °C
• PSA: 26.30000
• Density: 0.926 g/cm³
• LogP: 3.44260
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Not miscible or difficult to mix in water.
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 198.161979940
• Heavy Atom Count: 14
• Complexity: 166

Purity/Quality:

99% ^*data from raw suppliers

d-Dodecalactone ^*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

Useful:

• Chemical Classes: Other Classes -> Lactones
• Canonical SMILES: CCCCCCCC1CCCC(=O)O1
• Uses: delta-Dodecanolactone is used as a :flavoring agent. It is used in daily chemical essence. It is also used in agrochemical, pharmaceutical and dyestuff field.

Technology Process of delta-Dodecalactone

There total 13 articles about delta-Dodecalactone 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: 98.0%

2-heptylcyclopentanone (137-03-1) → 5-dodecanolide (713-95-1)

Guidance literature:

With sodium hydrogencarbonate; magnesium monoperoxyphthalate hexahydrate; In methanol; water; for 24h; Ambient temperature;

DOI:10.1021/jo9623043

Reference yield: 81.0%

2-heptylcyclopentanone (137-03-1) → 5-dodecanolide (713-95-1) + 5-oxododecanoic acid (3637-16-9) + 5-hydroxydodecanoic acid (7779-95-5)

Guidance literature:

With water; dihydrogen peroxide; at 40 ℃; for 12h; Reagent/catalyst;

DOI:10.1246/cl.140159

Reference yield: 69.0%

1-undecyn-5-ol (89110-85-0) → 5-dodecanolide (713-95-1) + 6-heptyl-3,4-dihydro-2H-pyran

Guidance literature:

With 1-hydroxy-pyrrolidine-2,5-dione; P(p-CH₃OC₆H₄)3; tert-butylammonium hexafluorophosphate(V); (η(5)-C5H5)RuCl(P(p-CH3OC6H4)3)2; sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 85 ℃; for 23h;

DOI:10.1021/ja011840w

upstream raw materials:

t-butyl 5-hydroxyundecanoate

2-butyl-3,3-(1'-heptyl)tetrameethyleneoxaziridine

2-heptylcyclopentanone

1-undecyn-5-ol

Downstream raw materials:

octanol

Octanal

undec-3-en-2-one

4-hydroxyundecan-2-one

Refernces

• 1、 Liu, Qianyi,Zhang, Jianning,Zhang, Lei,Mo, Fanyang. "Photo-induced radical borylation of hemiacetals via C–C bond cleavage". supporting information. . Retrieved 2021/01/05.
• 2、 -. "Synthesis method of deltalactone". Paragraph 0022-0023; 0027-0028; 0029-0039. . Retrieved 2017/08/29.