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Sigma-Aldrich

Oxacyclotridecan-2-one

98%

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About This Item

Empirical Formula (Hill Notation):
C12H22O2
CAS Number:
947-05-7
Molecular Weight:
198.30
MDL number:
MFCD00075426
UNSPSC Code:
12352100
PubChem Substance ID:
24861486
NACRES:
NA.22

Quality Level

100

assay

98%

form

liquid

refractive index

n20/D 1.472 (lit.)

bp

150-151 °C/23 mmHg (lit.)

mp

2-3 °C (lit.)

density

0.981 g/mL at 25 °C (lit.)

SMILES string

O=C1CCCCCCCCCCCO1

InChI

1S/C12H22O2/c13-12-10-8-6-4-2-1-3-5-7-9-11-14-12/h1-11H2

InChI key

DQGSJTVMODPFBK-UHFFFAOYSA-N

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General description

Oxacyclotridecan-2-one is a lactone (lauryl lactone). It is formed by the Baeyer-Villiger oxidation of cyclododecanone.

Application

Oxacyclotridecan-2-one may be used in the synthesis of fatty acid derivative, (E)-11-methyl-12-octadecenoic acid.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

235.4 °F

flash_point_c

113 °C

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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K Kostichka et al.
Journal of bacteriology, 183(21), 6478-6486 (2001-10-10)
Biological oxidation of cyclic ketones normally results in formation of the corresponding dicarboxylic acids, which are further metabolized in the cell. Rhodococcus ruber strain SC1 was isolated from an industrial wastewater bioreactor that was able to utilize cyclododecanone as the
N M Carballeira et al.
Lipids, 33(6), 627-632 (1998-07-09)
The fatty acid composition of a Pseudomonas sp. (Alteromonas) and its host, the dinoflagellate Ostreopsis lenticularis, vectors in ciguatera fish poisoning, has been studied. The major fatty acids in O. lenticularis were 16:0, 20:5n-3, and 22:6n-3, but 18:2n-6, 18:3n-3, and
Coraline Simon et al.
Toxicology in vitro : an international journal published in association with BIBRA, 37, 121-133 (2016-10-19)
Endocrine activity of 65 compounds migrating from polycarbonate replacement plastic baby bottles was assessed using in vitro cell based assays (reporter gene assays) involving 7 nuclear receptors, i.e. human steroid hormones receptors (oestrogen, androgen, progesterone and glucocorticoid receptors), human thyroid
Matthias Onghena et al.
Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment, 31(12), 2090-2102 (2014-11-20)
In 2011, the European Union prohibited the production of polycarbonate (PC) baby bottles due to the toxic effects of the PC monomer bisphenol-A. Therefore, baby bottles made of alternative materials, e.g. polypropylene (PP) or polyethersulphone (PES), are currently marketed. The

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