419133

Pentadecanolide

98%

• Synonym(s): 1-Oxa-2-cyclohexadecanone, 15-Hydroxypentadecanoic acid lactone, 15-Pentadecanolide, Pentalide
• Empirical Formula (Hill Notation): C₁₅H₂₈O₂
• CAS Number: 106-02-5
• Molecular Weight: 240.38
• Beilstein: 143710
• EC Number: 203-354-6
• MDL number: MFCD00039667
• UNSPSC Code: 12352100
• PubChem Substance ID: 24866093
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: 98%
• form: solid
• bp: 137 °C/2 mmHg (lit.)
• mp: 34-38 °C (lit.)
• density: 0.918 g/mL at 25 °C (lit.)
• functional group: ester
• SMILES string: O=C1CCCCCCCCCCCCCCO1
• InChI: 1S/C15H28O2/c16-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-17-15/h1-14H2
• InChI key: FKUPPRZPSYCDRS-UHFFFAOYSA-N

Description

General description

Pentadecanolide (PDL) is a 16-membered ring lactone. Its anionic polymerization by employing potassium alkoxides as initiator has been reported. It has been reported as a potential selective inhibitors of rat liver cyclic AMP-dependent protein kinase (cAK) [IC₅₀ value = 20μM]. Synthesis of PDL in overall yield of 60%, using 2-nitrocyclododecanone as starting reagent, has been described.

Application

Pentadecanolide may be used for the synthesis of poly(pentadecanolide) (PPDL) by Novozyme 435 catalyzed ring-opening polymerization. It may be employed as starting reagent for the synthesis of terminally-branched iso-fatty acids (iso-C₁₅-C₁₇).

Safety Information

• Pictograms: GHS09
• Signal Word: Warning
• Hazard Statements: H410
• Precautionary Statements: P273 - P391 - P501
• Hazard Classifications: Aquatic Acute 1 - Aquatic Chronic 2
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 1
• Flash Point(F): 320.0 °F - closed cup
• Flash Point(C): 160 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves