Skip to Content
MilliporeSigma
All Photos(2)

Key Documents

View All Documentation

445088

Sigma-Aldrich

mono-Ethyl malonate

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(2)

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BGBC4160V
BGBC1763V
BGBB6132
BGBB1275V
MKBF3869V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Hamidreza Zolata et al.
Nuclear medicine and biology, 42(2), 164-170 (2014-10-15)
Indium-111 labeled, Trastuzumab-Doxorubicin Conjugated, and APTES-PEG coated magnetic nanoparticles were designed for tumor targeting, drug delivery, controlled drug release, and dual-modal tumor imaging. Superparamagnetic iron oxide nanoparticles (SPIONs) were synthesized by thermal decomposition method to obtain narrow size particles. To
Synthesis of DEFG ring system of cneorins.
Koskinen AMP and Pihko AJ.
ARKIVOC (Gainesville, FL, United States), 17, 20-35 (2008)
Olivier Boulat et al.
Clinical chemistry and laboratory medicine, 41(12), 1642-1658 (2004-01-08)
Organic acid analysis is used for the early detection/ exclusion and for the follow-up of inherited disorders of amino acid and organic acid metabolism. Urinary organic acid concentrations in 417 healthy Caucasian children (1 day to 17 years of age)

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.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service