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Merck
CN

419133

Pentadecanolide

98%

Synonym(s):

1-Oxa-2-cyclohexadecanone, 15-Hydroxypentadecanoic acid lactone, 15-Pentadecanolide, Pentalide

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About This Item

Empirical Formula (Hill Notation):
C15H28O2
CAS Number:
Molecular Weight:
240.38
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-354-6
Beilstein/REAXYS Number:
143710
MDL number:
Assay:
98%
Form:
solid
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Quality Level

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

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).


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pictograms

Environment

signalword

Warning

hcodes

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 2

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

320.0 °F - closed cup

flash_point_c

160 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)



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B H Wang et al.
Phytochemistry, 41(1), 55-63 (1996-01-01)
A set of plant- and animal-derived amphiphilic triterpenoids have been shown to be potent and selective inhibitors of the catalytic subunit of rat liver cyclic AMP-dependent protein kinase (cAK). Thus plant-derived 18 alpha- and 18 beta-glycyrrhetinic acid, ursolic acid, oleanolic
Effect of reaction temperature on the physicochemical properties of poly (pentadecanolide) obtained by enzyme-catalyzed ring-opening polymerization.
Wilberth H-K, et al.
Polymer Bull., 72(3), 1-12 (2015)
Anionic polymerization of pentadecanolide. A new route to potentially biodegradable aliphatic polyester.
Jedlinski Z, et al.
Macromolecular Chemistry and Physics, 197(9), 1923-1929 (1996)



Global Trade Item Number

SKUGTIN
419133-25G04061836692308
419133-100G04061836692292