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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/REAXYS Number:
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

signalword

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

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

87.8 °F - closed cup

flash_point_c

31 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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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
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
Condensation of mesityl oxide with acetoacetic ester.
Surmatis JD, et al.
The Journal of Organic Chemistry, 35(4), 1053-1056 (1970)
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
Z Jia et al.
Electrophoresis, 22(6), 1112-1118 (2001-05-19)
A fast screening method for the determination of the dissociation constants (pKa) of acidic, basic, and multivalent compounds was developed by using pressure-assisted capillary electrophoresis (PACE). External air pressure was applied to shorten the analysis time. The separation efficiency decreases
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