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172839

Sigma-Aldrich

2-Tridecanone

99%

Synonym(s):

Methyl undecyl ketone

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About This Item

Linear Formula:
CH3(CH2)10COCH3
CAS Number:
593-08-8
Molecular Weight:
198.34
Beilstein:
1757402
EC Number:
209-784-0
MDL number:
MFCD00008968
UNSPSC Code:
12352100
PubChem Substance ID:
24850421
NACRES:
NA.22

Quality Level

100

Assay

99%

form

solid

refractive index

n20/D 1.435 (lit.)

bp

134 °C/10 mmHg (lit.)
263 °C (lit.)

mp

24-27 °C (lit.)

density

0.822 g/mL at 25 °C (lit.)

SMILES string

CCCCCCCCCCCC(C)=O

InChI

1S/C13H26O/c1-3-4-5-6-7-8-9-10-11-12-13(2)14/h3-12H2,1-2H3

InChI key

CYIFVRUOHKNECG-UHFFFAOYSA-N

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General description

2-Tridecanone is a component of the essential oil obtained from the leaves of Zanthoxylum alatum.

Application

2-Tridecanone was used to study the impact of soil amendments in onion bulbs.

Pictograms

Environment
GHS09

Signal Word

Warning

Hazard Statements

H410

Precautionary Statements

P273 - P391 - P501

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

224.6 °F - closed cup

Flash Point(C)

107 °C - closed cup

Personal Protective Equipment

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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Sanjay Guleria et al.
TheScientificWorldJournal, 2013, 790580-790580 (2013-06-20)
The essential oil obtained from the fresh leaves of Zanthoxylum alatum was analysed by gas chromatography/mass spectrometry (GC/MS). Fourteen components were identified, and linalool (30.58%), 2-decanone (20.85%), β -fenchol (9.43%), 2-tridecanone (8.86%), β -phellandrene (5.99%), Sabinene (4.82%), and α -pinene
Persistence of 2-tridecanone on the leaves of seven vegetables.
G F Antonious
Bulletin of environmental contamination and toxicology, 73(6), 1086-1093 (2005-01-28)
P J Skiba et al.
Insect biochemistry and molecular biology, 24(8), 847-853 (1994-09-01)
A fatty acid chain elongation process is involved in incorporation of saturated and unsaturated fatty acyl-CoA esters into 2-tridecanone and (Z)-10-heptadecen-2-one by Drosophila buzzatii. The microsomal fraction from mature male ejaculatory bulbs is chain-length specific and requires malonyl-CoA (or acetyl-CoA
N W Kimps et al.
Medical and veterinary entomology, 25(2), 202-208 (2010-11-16)
2-Tridecanone and 2-undecanone are both found naturally in the trichomes of wild tomato plants and are important in plant resistance to herbivory. 2-Undecanone is the U.S. Environmental Protection Agency (EPA)-registered active ingredient in the commercially available arthropod repellent, BioUD(®) .
Yasumasa Shikichi et al.
Bioscience, biotechnology, and biochemistry, 76(2), 407-409 (2012-02-09)
(R)-10-Methyl-2-tridecanone, the female sex pheromone of the southern corn rootworm (Diabrotica undecimpunctata howardi Barber), was synthesized in 9 steps from methyl (S)-3-hydroxy-2-methylpropanoate in a 15.7% overall yield. Olefin cross metathesis between (R)-6-methyl-1-nonene and 5-hexen-2-one employing Grubbs' first-generation catalyst was the
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