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281832

Sigma-Aldrich

Mesityl oxide

technical grade, 90%

Synonym(s):

4-Methyl-3-penten-2-one

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About This Item

Linear Formula:
(CH3)2C=CHCOCH3
CAS Number:
141-79-7
Molecular Weight:
98.14
Beilstein:
1361550
EC Number:
205-502-5
MDL number:
MFCD00008900
UNSPSC Code:
12352100
PubChem Substance ID:
24856998
NACRES:
NA.22

grade

technical grade

Quality Level

100

Assay

90%

form

liquid

refractive index

n20/D 1.442 (lit.)

bp

130 °C (lit.)

mp

-41.5 °C (lit.)

density

0.858 g/mL at 25 °C (lit.)

SMILES string

C\C(C)=C\C(C)=O

InChI

1S/C6H10O/c1-5(2)4-6(3)7/h4H,1-3H3

InChI key

SHOJXDKTYKFBRD-UHFFFAOYSA-N

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General description

Zinc chloride-catalyzed condensation of mesityl oxide with ethyl acetoacetate has been reported.

Application

Mesityl oxide has been used:
  • in the synthesis of 2,3,4,5-tetrahydro-1,3,3-trimethyldipyrrin, a crucial building block in the rational synthesis of chlorins and oxochlorins
  • as neutral marker in the preparation of imidazole-coated capillary column for electrophoresis

Pictograms

FlameSkull and crossbones
GHS02,GHS06

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

87.8 °F - closed cup

Flash Point(C)

31 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Marcin Ptaszek et al.
Organic process research & development, 9(5), 651-659 (2005-01-01)
2,3,4,5-Tetrahydro-1,3,3-trimethyldipyrrin (1) is a crucial building block in the rational synthesis of chlorins and oxochlorins. The prior 5-step synthesis of 1 from pyrrole-2-carboxaldehyde (2) employed relatively simple and well-known reactions yet suffered from several drawbacks, including limited scale (>/= 0.5
Condensation of mesityl oxide with acetoacetic ester.
Surmatis JD, et al.
The Journal of Organic Chemistry, 35(4), 1053-1056 (1970)
C Y Liu et al.
Journal of chromatography. A, 897(1-2), 383-392 (2000-12-29)
An imidazole-coated capillary column for electrophoresis has been prepared by means of organosilanization. With mesityl oxide as neutral marker, the results indicated that the electroosmotic flow of the bonded phase displays a dramatic difference in pH dependence in comparison with
Christian Starkenmann
Journal of agricultural and food chemistry, 51(24), 7146-7155 (2003-11-13)
Cysteine conjugates, resulting from the addition of cysteine to alpha,beta-unsaturated carbonyl compounds, are important precursors of odorant sulfur compounds in food flavors. The aim of this work was to better understand this chemistry in the light of the unexpected double
I Z Atamna et al.
Journal of chromatography, 588(1-2), 315-320 (1991-12-27)
Expressions are formulated for the prediction of solute migration time and resolution as a function applied voltage and buffer concentration in capillary zone electrophoresis. The resolution equation assumes that solute diffusion is the only operative zone-broadening mechanism. A resolution surface
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