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108731

Sigma-Aldrich

2-Nonanone

≥99%

Synonym(s):

Heptyl methyl ketone

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About This Item

Linear Formula:
CH3(CH2)6COCH3
CAS Number:
Molecular Weight:
142.24
Beilstein/REAXYS Number:
1743645
EC Number:
MDL number:
UNSPSC Code:
12352100
eCl@ss:
39021224
PubChem Substance ID:
NACRES:
NA.22

assay

≥99%

refractive index

n20/D 1.421 (lit.)

bp

192 °C/743 mmHg (lit.)

mp

−21 °C (lit.)

density

0.82 g/mL at 25 °C (lit.)

SMILES string

CCCCCCCC(C)=O

InChI

1S/C9H18O/c1-3-4-5-6-7-8-9(2)10/h3-8H2,1-2H3

InChI key

VKCYHJWLYTUGCC-UHFFFAOYSA-N

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General description

2-Nonanone is a repulsive odorant and can be detected by the AWB olfactory neurons. It is a medium toxic compound with a rat LD50 of 400–4000 mgkg-1. It is an effective antifungal agent.

Application

2-Nonanone was used to analyze the sensitivity of sensors coated with nafion and carbowax to certify cheese samples. It was used to study binding of β-lactoglobulin to alkanones.

hcodes

Hazard Classifications

Aquatic Chronic 3

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

147.2 °F - closed cup

flash_point_c

64 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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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Control of Decay in Modified-atmosphere Packages of Sliced Apples using 2-Nonanone Vapor.
Leepipattanawit R, et al.
Journal of Food Science, 62(5), 1043-1047 (1997)
Binding of alkanone flavors to β-lactoglobulin: effects of conformational and chemical modification.
O'Neill TE and Kinsella JE.
Journal of Agricultural and Food Chemistry, 35(5), 770-774 (1987)
The neurotoxicity of 5-nonanone: preliminary report.
M A Shifman et al.
Toxicology letters, 8(4-5), 283-288 (1981-06-01)
E R Troemel et al.
Cell, 91(2), 161-169 (1997-11-05)
Different olfactory cues elicit distinct behaviors such as attraction, avoidance, feeding, or mating. In the nematode C. elegans, these cues are sensed by a small number of olfactory neurons, each of which expresses several different odorant receptors. The type of
D A Birnby et al.
Genetics, 155(1), 85-104 (2000-05-03)
Caenorhabditis elegans daf-11 and daf-21 mutants share defects in specific chemosensory responses mediated by several classes of sensory neurons, indicating that these two genes have closely related functions in an assortment of chemosensory pathways. We report that daf-11 encodes one

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