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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

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.)

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

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

Certificates of Analysis (COA)

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Articles

Knoevenagel Condensation Reaction

Knoevenagel Condensation is an organic reaction named after Emil Knoevenagel. It is a classic C-C bond formation reaction and a modification of the Aldol Condensation.

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