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445088

Sigma-Aldrich

mono-Ethyl malonate

Synonym(s):

(Ethoxycarbonyl)acetic acid, 3-Ethoxy-3-oxopropanoic acid, Ethyl hydrogen malonate, Ethyl malonate, Monoethyl hydrogen malonate

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About This Item

Linear Formula:
HO2CCH2CO2C2H5
CAS Number:
1071-46-1
Molecular Weight:
132.11
EC Number:
213-992-7
MDL number:
MFCD00020490
UNSPSC Code:
12352100
PubChem Substance ID:
24868159
NACRES:
NA.22
Pricing and availability is not currently available.

form

liquid

impurities

<10% ethyl malonate, potassium salt

refractive index

n20/D 1.435 (lit.)

bp

106.5 °C/3 mmHg (lit.)

density

1.119 g/mL at 25 °C (lit.)

functional group

carboxylic acid
ester

SMILES string

CCOC(=O)CC(O)=O

InChI

1S/C5H8O4/c1-2-9-5(8)3-4(6)7/h2-3H2,1H3,(H,6,7)

InChI key

HGINADPHJQTSKN-UHFFFAOYSA-N

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1 of 4

This Item
8.008988.0089963405
mono-Ethyl malonate

445088

mono-Ethyl malonate

Diethyl malonate for synthesis

8.00898

Diethyl malonate

Dimethyl malonate for synthesis

8.00899

Dimethyl malonate

Methyl potassium malonate &#8805;99.0% (NT)

63405

Methyl potassium malonate

form

liquid

form

liquid

form

liquid

form

-

density

1.119 g/mL at 25 °C (lit.)

density

1.055 g/cm3 at 20 °C

density

1.15 g/cm3 at 20 °C

density

-

refractive index

n20/D 1.435 (lit.)

refractive index

-

refractive index

-

refractive index

-

bp

106.5 °C/3 mmHg (lit.)

bp

199 °C/1013 hPa

bp

181-183 °C/1013 hPa

bp

-

impurities

<10% ethyl malonate, potassium salt

impurities

-

impurities

-

impurities

-

functional group

carboxylic acid

functional group

-

functional group

-

functional group

ester

Application

Reactant for:
  • Preparation of tetramic acids via Dieckmann ring closure
  • Organocatalytic decarboxylative Doebner-Knoevenagel reactions
  • Conjugation to amino-modified oligonucleotides
  • Acylation reactions (acylation agent)
  • Indole glyoxylamides for potential Prion disease treatment
  • Knoevenagel condensation with aldehydes

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
BGBC4160V
BGBC1763V
BGBB6132
BGBB1275V
MKBF3869V

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Karsten Weller et al.
Acta dermato-venereologica, 93(2), 168-174 (2012-10-12)
Non-sedating H1-antihistamines are the recommended first-line treatment for chronic spontaneous urticaria. While efficacy studies usually apply continuous daily treatment regimens, many patients take their medication on demand. In this randomized, double-blind trial we tested whether on-demand H1-antihistamine desloratadine in standard
P Deep et al.
Synapse (New York, N.Y.), 34(4), 313-318 (1999-10-26)
The efficacy of amantadine in alleviating motor symptoms of Parkinson's disease may be mediated in part by stimulation of cerebral dopa decarboxylase (DDC) activity, secondary to antagonism of N-methyl-D-aspartate (NMDA) type glutamate receptors. We tested the specific hypothesis that amantadine
F Estelle R Simons et al.
The Journal of allergy and clinical immunology, 110(5), 777-783 (2002-11-06)
The extent of the distribution of H(1)- antihistamines into the skin and H(1)-antihistamine activity in the skin are clinically relevant in the treatment of allergic skin disorders. In a prospective, randomized, double-blind, parallel-group, multiple-dose study, we gave fexofenadine 180 mg
M Magerl et al.
The British journal of dermatology, 166(5), 1095-1099 (2012-01-17)
Cold urticaria is a rare but severe and potentially lethal condition. It is primarily treated symptomatically with H(1) -antihistamines. However, patients have a variable response to these drugs and, to date, it has not been possible to predict readily the
Mohamed El-Awady et al.
Journal of chromatography. A, 1309, 64-75 (2013-08-21)
The analysis of hydrophobic basic analytes by micellar electrokinetic chromatography (MEKC) is usually challenging because of the tendency of these analytes to be adsorbed onto the inner capillary wall in addition to the difficulty to separate these compounds as they
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