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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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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
S Damodaran et al.
The Journal of biological chemistry, 255(18), 8503-8508 (1980-09-25)
The binding of 2-nonanone to bovine serum albumin exhibited positive cooperativity at low molal ratios of binding, indicating stabilization of the hydrophobic binding sites at low concentrations of 2-nonanone. The degree of cooperativity was affected by the type of anion
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