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W338818

Sigma-Aldrich

2-Tridecanone

≥96%, FG

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Synonym(s):
Methyl undecyl ketone
Linear Formula:
CH3(CH2)10COCH3
CAS Number:
593-08-8
Molecular Weight:
198.34
FEMA Number:
3388
Beilstein:
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

Signal Word

Warning

Hazard Statements

H410

Precautionary Statements

P273 - P391 - P501

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

WGK

WGK 2

Flash Point(F)

closed cup

Flash Point(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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2-Tridecanone: a naturally occurring insecticide from the wild tomato Lycopersicon hirsutum f. glabratum
Williams WG, et al.
Science, 207(4433), 888-889 (1980)
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, 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)
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
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