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Sigma-Aldrich

2-Hexadecanone

98%

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Synonym(s):
Methyl tetradecyl ketone
Linear Formula:
CH3(CH2)13COCH3
CAS Number:
18787-63-8
Molecular Weight:
240.42
Beilstein:
1769889
EC Number:
242-571-0
MDL number:
MFCD00042873
PubChem Substance ID:
24863286
NACRES:
NA.22

Quality Level

200

Assay

98%

bp

138-140 °C/2 mmHg (lit.)

mp

43-45 °C (lit.)

SMILES string

CCCCCCCCCCCCCCC(C)=O

InChI

1S/C16H32O/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16(2)17/h3-15H2,1-2H3

InChI key

XCXKZBWAKKPFCJ-UHFFFAOYSA-N

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General description

2-Hexadecanone (Methyl tetradecyl ketone) is a long chain aliphatic ketone. It has been identified as one of the air borne volatile electroantennographic active compound released from the Hoplia equina females (scarab beetle). The analysis was obtained by gas chromatographic analysis.
2-Hexadecanone is reported to inhibit the fatty acid synthetase activity of Holtzman male rat liver. It is reported to reduce the serum cholesterol levels significantly without altering serum triglyceride levels in rats. It is reported as lipophilic compound, found in femoral secretions of male Schreiber′s green lizards, Lacerta schreiberi.

Application

2-Hexadecanone (Methyl tetradecyl ketone) may be used to compose the graphite suspension required for the fabrication of thick-cover spray-printed electrodes by spray-printing process. It may be used for the preparation of solid binding matrix (SBM)-based composite electrodes for the construction of simple amperometric biosensor for sensitive detection of various pH-sensitive redox-active compounds.
2-Hexadecanone is suitable for use in the preparation of solid binding matrix (SBM)-based composite electrodes, for constructing a biosensor for amperometric pH-sensing.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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I H Hall et al.
Journal of medicinal chemistry, 19(10), 1257-1261 (1976-10-01)
A number of 2,8-dibenzylcyclooctanone analogues inhibited the HMG-CoA reductases activity of Holtzman male rat liver, whereas only 2-octanone, 2-hexadecanone, 2,8-dibenzylcyclooctanone derivatives, and 2-bis(4-chlorophenyl)-3,5-dimethyltetrahydro-4-pyrone inhibited fatty acid synthetase activity. 2-Octanone significantly lowered serum cholesterol, triglycerides, and glycerol levels in Holtzman male
A Pizzariello et al.
Bioelectrochemistry (Amsterdam, Netherlands), 56(1-2), 99-105 (2002-05-16)
An improved composite bulk-modified bioelectrode setup based on a solid binding matrix (SBM) has been used to develop a glucose/hydrogen peroxide biofuel cell. Fuel is combined through a catalytically promoted reaction with oxygen into and oxidized species and electricity. The
Aijun Zhang et al.
Journal of chemical ecology, 29(7), 1635-1642 (2003-08-19)
Hoplia equina LeConte (Coleoptera Scarabaeidae: Melolonthinae) is a beetle pest of cranberry beds in Massachusetts. Larvae feed on the roots of the cranberry plant, reducing yield as well as vine density. The female sex pheromone was identified as 2-tetradecanone. There
S D Wyrick et al.
Journal of medicinal chemistry, 19(2), 219-222 (1976-02-01)
Aliphatic analogs of 2,8-dibenzylcyclooctanone which includes C15-C18 ketones have been investigated for hypocholesterolemic activity in rats. The position of the carbonyl group in the chain for maximum activity appears to be the 2 position. 2-Hexadecanone reduced serum cholesterol levels significantly
Pilar López et al.
Zeitschrift fur Naturforschung. C, Journal of biosciences, 61(9-10), 763-768 (2006-12-02)
In spite of the importance of chemoreception and chemical signals in social organization of lizards, only a few studies have examined the chemical composition of secretions that lizards use for intraspecific communication. The secretion of the femoral glands of male
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