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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:
821-55-6
Molecular Weight:
142.24
Beilstein:
1743645
EC Number:
212-480-0
MDL number:
MFCD00009553
UNSPSC Code:
12352100
eCl@ss:
39021224
PubChem Substance ID:
24846822
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.

Hazard Statements

H412

Precautionary Statements

P273 - P501

Hazard Classifications

Aquatic Chronic 3

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

147.2 °F - closed cup

Flash Point(C)

64 °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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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)
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)
Vânia F Pais et al.
Sensors (Basel, Switzerland), 12(2), 1422-1436 (2012-03-23)
An electronic nose based on coated piezoelectric quartz crystals was used to distinguish cheese made from ewes' milk, and to distinguish cheese varieties. Two sensors coated with Nafion and Carbowax could certify half the ewes' cheese samples, exclude 32 cheeses
Janina Kühn et al.
Journal of agricultural and food chemistry, 55(9), 3599-3604 (2007-04-07)
Interactions of the model flavor compound 2-nonanone with individual milk proteins, whey protein isolate (WPI), and sodium caseinate in aqueous solutions were investigated. A method to quantify the free 2-nonanone was developed using headspace solid-phase microextraction followed by gas chromatography
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
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