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Sigma-Aldrich

16-Hexadecanolide

97%

Synonym(s):

Juniperic acid lactone, NSC 33546

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About This Item

Empirical Formula (Hill Notation):
C16H30O2
CAS Number:
109-29-5
Molecular Weight:
254.41
EC Number:
203-662-0
MDL number:
MFCD00039668
UNSPSC Code:
12352100
PubChem Substance ID:
24878494
NACRES:
NA.22

Quality Level

100

assay

97%

form

solid

refractive index

n20/D 1.4680-1.4730

mp

34-38 °C (lit.)

SMILES string

O=C1CCCCCCCCCCCCCCCO1

InChI

1S/C16H30O2/c17-16-14-12-10-8-6-4-2-1-3-5-7-9-11-13-15-18-16/h1-15H2

InChI key

LOKPJYNMYCVCRM-UHFFFAOYSA-N

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General description

16-Hexadecanolide (HDL) is a 7-membered lactone. It can be synthesized from 16-hydroxyhexadecanoic acid ethyl ester. HDL undergoes enzymatic ring-opening polymerization in the presence of lipases to afford the corresponding polymers.

Application

16-Hexadecanolide may be used as a starting reagent in the synthesis of caeliferin A 16:0.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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A Facile and Efficient Synthesis of Caeliferin a 16: 0.
Peng C, et al.
Chemistry of Natural Compounds, 2(52), 199-201 (2016)
Lactone synthesis from 16-hydroxyhexadecanoic acid ethyl ester in organic solvents catalyzed with polyethylene glycol-modified lipase.
Kodera Y, et al.
Journal of Biotechnology, 31(2), 219-224 (1993)
Lipase-catalyzed ring-opening polymerization of 16-hexadecanolide.
Namekawa S, et al.
Proceedings of the Japan Academy. Series B, Physical and Biological Sciences, 74(4), 65-68 (1998)

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