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136948

Sigma-Aldrich

5-Nonanone

98%

Synonym(s):

Dibutyl ketone, Valerone

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About This Item

Linear Formula:
CH3(CH2)3CO(CH2)3CH3
CAS Number:
502-56-7
Molecular Weight:
142.24
Beilstein:
1743583
EC Number:
207-946-5
MDL number:
MFCD00009484
UNSPSC Code:
12352100
PubChem Substance ID:
24848303
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.419 (lit.)

bp

186-187 °C (lit.)

mp

−50 °C (lit.)

density

0.826 g/mL at 25 °C (lit.)

SMILES string

CCCCC(=O)CCCC

InChI

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

InChI key

WSGCRAOTEDLMFQ-UHFFFAOYSA-N

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Application

5-Nonanone can be used as a reactant to prepare:
  • 5-nonanketoxime by reacting with hydroxylamine in water.
  • 4-Nitro-2,6-dipropylphenol by treating with a solution of formyl nitroenamine in the presence of a base.

Biochem/physiol Actions

5-Nonanone induces clinical neuropathy in rats.

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

141.8 °F - closed cup

Flash Point(C)

61 °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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A convenient method for synthesizing modified 4-nitrophenols
Nakaike Y, et al.
The Journal of Organic Chemistry, 70(24), 10169-10171 (2005)
Commercial-grade methyl heptyl ketone (5-methyl-2-octanone) neurotoxicity: contribution of 5-nonanone.
J L O'Donoghue et al.
Toxicology and applied pharmacology, 62(2), 307-316 (1982-02-01)
Possible role of metabolism in 5-nonanone neurotoxicity.
G D DiVincenzo et al.
Neurotoxicology, 3(1), 55-63 (1982-07-01)
Controlling Selectivity in the Consecutive Reaction Network of Aldoxime Hydrogenation to Primary Amines.
Gebauer-Henke E, et al.
Catalysis Science & Technology, 2, 2539-2548 (2012)
Development of a general Pd (II)-catalyzed intermolecular hydroalkoxylation reaction of vinylphenols by using a sacrificial alcohol as the hydride source
Zhang Y and Sigman MS
Organic Letters, 8(24), 5557-5560 (2006)
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