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W338818

Sigma-Aldrich

2-Tridecanone

≥96%, FG

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
FEMA Number:
3388
Beilstein/REAXYS Number:
1757402
EC Number:
209-784-0
Council of Europe no.:
11194
MDL number:
MFCD00008968
UNSPSC Code:
12164502
PubChem Substance ID:
24901682
Flavis number:
7.103
NACRES:
NA.21

biological source

synthetic

Quality Level

400

grade

FG
Fragrance grade
Halal
Kosher

agency

follows IFRA guidelines
meets purity specifications of JECFA

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002

assay

≥96%

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.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

organoleptic

coconut; dairy; fatty; waxy; earthy

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 occurs naturally in the glandular trichomes of Lycopersicon hirsutum f. glabratum, a wild tomato species. This allelochemical is responsible for its insecticidal resistance against Lepidopterous larvae and Heliothis zea.

pictograms

Environment
GHS09

signalword

Warning

hcodes

H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

wgk_germany

WGK 2

flash_point_f

closed cup

flash_point_c

closed cup

ppe

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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Sigma-Aldrich

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2?tridecanone, tomatoes and Heliothis zea: potential incompatibility of plant antibiosis with insecticidal control.
Kennedy GG, et al.
Entomologia Experimentalis et Applicata, 35(3), 305-311 (1984)
Toxicity studies of analogs of 2-tridecanone, a naturally occurring toxicant from a wild tomato.
Dimock MB, et al.
Journal of Chemical Ecology, 8(5), 837-842 (1982)
2-Tridecanone: a naturally occurring insecticide from the wild tomato Lycopersicon hirsutum f. glabratum
Williams WG, et al.
Science, 207(4433), 888-889 (1980)
E A Chatzivasileiadis et al.
Experimental & applied acarology, 25(9), 717-730 (2002-09-11)
Earlier studies of resistance to the tomato toxin 2-tridecanone revealed similar levels of resistance among tomato and cucumber strains of Tetranychus urticae, whereas we anticipated the tomato strains to have a higher resistance. Between-strain differences, however, may be concealed by
E A Chatzivasileiadis et al.
Experimental & applied acarology, 23(12), 1011-1021 (2000-03-29)
In this study we assessed the dynamic changes of 2-tridecanone in a herbivorous mite (Tetranychus urticae) on tomato (Lycopersicon esculentum, cv. 'Moneymaker'), a plant with methyl ketones in the tetracellular tips of the glandular trichomes (Type VI). We showed that
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