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Merck
CN

589098

Methyl 4-oxobutanoate

90%

Synonym(s):

β-(Methoxycarbonyl)propionaldehyde, β-Carbomethoxypropionaldehyde, 3-(Methoxycarbonyl)propanal, 3-(Methoxycarbonyl)propionaldehyde, 3-Carbomethoxypropionaldehyde, 3-Formylpropionic acid methyl ester, 4-Oxobutanoic acid methyl ester

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About This Item

Linear Formula:
H3COCOCH2CH2CHO
CAS Number:
Molecular Weight:
116.12
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
90%
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InChI key

DLZVZNAPRCRXEG-UHFFFAOYSA-N

SMILES string

[H]C(=O)CCC(=O)OC

InChI

1S/C5H8O3/c1-8-5(7)3-2-4-6/h4H,2-3H2,1H3

assay

90%

impurities

≤10% 4-oxobutanoic acid

refractive index

n20/D 1.424 (lit.)

bp

187-188 °C (lit.)

density

1.109 g/mL at 25 °C (lit.)

functional group

aldehyde, ester

storage temp.

2-8°C

Quality Level

Application

Methyl 4-oxobutanoate may be used as a starting material to synthesize (-)-deoxoprosophylline, a piperidine alkaloid with therapeutic potential.
Methyl 4-oxobutanoate used in asymmetric synthesis:
  • to produce 1-hydroxymethylpyrrolizidine alkaloids
  • of (+)-isoretronecanol, (-)-isoretronecanol, (+)-laburnine, and (-)-trachelanthamidine

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

187.0 °F

flash_point_c

86.1 °C


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"Concise asymmetric synthesis of (-)-deoxoprosophylline"
Liu C-R, et al.
Tetrahedron Asymmetry, 19(23), 2731-2734 (2008)

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