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282855

Sigma-Aldrich

3-Methyl-2,4-pentanedione, mixture of tautomers

technical grade, 85%

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About This Item

Linear Formula:
CH3COCH(CH3)COCH3
CAS Number:
815-57-6
Molecular Weight:
114.14
EC Number:
212-420-3
MDL number:
MFCD00008762
UNSPSC Code:
12352100
PubChem Substance ID:
24857077
NACRES:
NA.22

grade

technical grade

assay

85%

form

liquid

refractive index

n20/D 1.442 (lit.)

bp

172-174 °C (lit.)

density

0.981 g/mL at 25 °C (lit.)

functional group

ketone

SMILES string

CC(C(C)=O)C(C)=O

InChI

1S/C6H10O2/c1-4(5(2)7)6(3)8/h4H,1-3H3

InChI key

GSOHKPVFCOWKPU-UHFFFAOYSA-N

General description

Peroxynitrite promoted aerobic oxidation of 3-methyl-2,4-pentanedione has been reported. The kinetics of the reaction of OH radicals with 3-methyl-2,4-pentanedione has been investigated in the gas-phase using a pulsed laser photolysis-laser induced fluorescence technique. 3-methyl-2,4-pentanedione participates in asymmetric substitution of 1,3-diphenyl-2-propenyl acetate catalyzed by amphiphilic resin-supported monodentate phosphine ligands.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

134.6 °F - closed cup

flash_point_c

57 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW7547
0000245195
MKCG6858
MKBV2979V
MKBG3908V

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Palladium-catalyzed asymmetric allylic substitution in aqueous media using amphiphilic resin-supported MOP ligands.
Uozumi Y, et al.
Tetrahedron Letters, 39(45), 8303-8306 (1998)
F S Knudsen et al.
Chemical research in toxicology, 13(5), 317-326 (2000-05-17)
Peroxynitrite is shown here to promote the aerobic oxidation of isobutanal (IBAL) and 3-methyl-2,4-pentanedione (MP) in a pH 7.2 phosphate buffer into acetone plus formate and biacetyl plus acetate, respectively. These products are expected from dioxetane intermediates, whose thermolysis is
Jiyuan Jin et al.
Chemosphere, 223, 628-635 (2019-02-25)
Quinones are components of electron transport chains in photosynthesis and respiration. Acetylacetone (AA), structurally similar to benzoquinone (BQ) for the presence of two identical carbonyl groups, has been reported as a quinone-like electron shuttle. Both BQ and AA are important
Marzena Fandzloch et al.
Journal of inorganic biochemistry, 176, 144-155 (2017-09-15)
Tropical diseases currently constitute a major health problem and thus a challenge in the field of drug discovery. The current treatments show serious disadvantages due to cost, toxicity, long therapy duration and resistance, and the use of metal complexes as
Rate coefficients for the reactions of OH radicals with the keto/enol tautomers of 2, 4-pentanedione and 3-methyl-2, 4-pentanedione, allyl alcohol and methyl vinyl ketone using the enols and methyl nitrite as photolytic sources of OH.
Holloway A-L, et al.
Journal of Photochemistry and Photobiology A: Chemistry, 176(1), 183-190 (2005)
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