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144169

Sigma-Aldrich

2,3-Hexanedione

technical grade, 90%

Synonym(s):

Acetyl butyryl

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About This Item

Linear Formula:
CH3CH2CH2COCOCH3
CAS Number:
3848-24-6
Molecular Weight:
114.14
Beilstein:
1699896
EC Number:
223-350-8
MDL number:
MFCD00009398
UNSPSC Code:
12352100
PubChem Substance ID:
24848635
NACRES:
NA.22

grade

technical grade

vapor density

3.9 (vs air)

vapor pressure

10 mmHg ( 20 °C)

Assay

90%

form

liquid

refractive index

n20/D 1.412 (lit.)

bp

128 °C (lit.)

density

0.934 g/mL at 25 °C (lit.)

SMILES string

CCCC(=O)C(C)=O

InChI

1S/C6H10O2/c1-3-4-6(8)5(2)7/h3-4H2,1-2H3

InChI key

MWVFCEVNXHTDNF-UHFFFAOYSA-N

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General description

2,3-Hexanedione is a major component of the male-produced aggregation pheromone of Anelaphus inflaticollis Chemsak. It reacts with ethylenediamine to yield macrocyclic tetradentate 12-membered nitrogen donor (N4) ligand.

Application

2,3-Hexanedione was used to evaluate the influence of xanthan concentration on the release of aroma compounds in xanthan-thickened food model systems.

Pictograms

FlameHealth hazard
GHS02,GHS08

Signal Word

Warning

Hazard Statements

H226,H373

Hazard Classifications

Flam. Liq. 3 - STOT RE 2 Inhalation

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

82.4 °F - closed cup

Flash Point(C)

28 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Sulekh Chandra et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 60(13), 3079-3085 (2004-10-13)
Complexes of Cr(III), Co(II), Ni(II) and Cu(II) containing a novel macrocyclic tetradentate nitrogen donor (N4) ligand prepared via reaction of 2,3-hexanedione and ethylenediamine has been prepared and characterized. The newly synthesized ligand (L) and its complexes have been characterized on
A M Ray et al.
Environmental entomology, 38(5), 1462-1466 (2009-10-15)
We report the identification and field bioassays of a major component of the male-produced aggregation pheromone of Anelaphus inflaticollis Chemsak, an uncommon desert cerambycine beetle. Male A. inflaticollis produced a sex-specific blend of components that included (R)-3-hydroxyhexan-2-one, (S)-2-hydroxyhexan-3-one, 2,3-hexanedione, and
Egle Bylaite et al.
Journal of agricultural and food chemistry, 53(9), 3577-3583 (2005-04-28)
The influence of xanthan concentration (0, 0.02, 0.1, 0.4, and 0.8% w/w) and bulk viscosity on the release of 20 aroma compounds of different chemical classes (5 aldehydes, 4 esters, 5 ketones, 3 alcohols, and 3 terpenes) was evaluated in
Thomas R Zilz et al.
Toxicology, 231(2-3), 210-214 (2007-01-19)
The potential cytotoxicity of two hexanedione food additives (2,3 and 3,4 isomers) was evaluated in comparison with the neurotoxic hexane metabolite 2,5-hexanedione in the human SK-N-SH neuroblastoma line using the MTT assay to indicate mitochondrial dehydrogenase activity and flow cytometry
Emerson S Lacey et al.
Journal of chemical ecology, 30(8), 1493-1507 (2004-11-13)
This is the first fully verified report of an aggregation pheromone produced by a cerambycid beetle species. Field bioassays with adult Neoclytus acuminatus acuminatus (F.) (Coleoptera: Cerambycidae) revealed that males produce a pheromone that attracts both sexes. Extracts of odors
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