MilliporeSigma
All Photos(2)

Documents

E18425

Sigma-Aldrich

Ethyl cyanoacetate

≥98%

All Photos(2)
Linear Formula:
NCCH2COOC2H5
CAS Number:
105-56-6
Molecular Weight:
113.11
Beilstein:
605871
EC Number:
203-309-0
MDL number:
MFCD00001940
PubChem Substance ID:
24894436
NACRES:
NA.22

vapor density

3.9 (vs air)

Quality Level

200

vapor pressure

1 mmHg ( 67.8 °C)

Assay

≥98%

form

liquid

refractive index

n20/D 1.418 (lit.)

bp

208-210 °C (lit.)

mp

−22 °C (lit.)

density

1.063 g/mL at 25 °C (lit.)

SMILES string

CCOC(=O)CC#N

InChI

1S/C5H7NO2/c1-2-8-5(7)3-4-6/h2-3H2,1H3

InChI key

ZIUSEGSNTOUIPT-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
163155374172108421
Ethyl cyanoacetate ≥98%

Sigma-Aldrich

E18425

Ethyl cyanoacetate

Ethyl trichloroacetate 97%

Sigma-Aldrich

163155

Ethyl trichloroacetate

Ethyl ethoxyacetate 98%

Sigma-Aldrich

374172

Ethyl ethoxyacetate

Methyl cyanoacetate 99%

Sigma-Aldrich

108421

Methyl cyanoacetate

form

liquid

form

-

form

liquid

form

-

refractive index

n20/D 1.418 (lit.)

refractive index

n20/D 1.453 (lit.)

refractive index

n20/D 1.402 (lit.)

refractive index

n20/D 1.417 (lit.)

bp

208-210 °C (lit.)

bp

168 °C (lit.)

bp

156 °C (lit.)

bp

204-207 °C (lit.)

mp

−22 °C (lit.)

mp

-

mp

-

mp

−13 °C (lit.)

density

1.063 g/mL at 25 °C (lit.)

density

1.378 g/mL at 25 °C (lit.)

density

0.975 g/mL at 25 °C (lit.)

density

1.123 g/mL at 25 °C (lit.)

General description

Ethyl cyanoacetate is an ester. Knoevenagel condensation of ethyl cyanoacetate with aldehyde is reported. Microwave enhanced Knoevenegal condensation reaction of ethyl cyanoacetate with an aldehyde, P2O5, piperidine and chlorobenzene is reported.

Application

Ethyl cyanoacetate may be used in the synthesis of ethyl glyoxylate. It was used to investigate the Knoevenagel condensation reactions in microreactor using zeolite catalysts obtained by grafting amino groups onto NaX and CsNaX zeolites.

Packaging

Packaged in glass bottles

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

230.0 °F

Flash Point(C)

110 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Documents related to the products that you have purchased in the past have been gathered in the Document Library for your convenience.

Visit the Document Library

Difficulty Finding Your Product Or Lot/Batch Number?

Product numbers are combined with Pack Sizes/Quantity when displayed on the website (example: T1503-25G). Please make sure you enter ONLY the product number in the Product Number field (Example: T1503).

Example:

T1503
Product Number
-
25G
Pack Size/Quantity

Additional examples:

705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

enter as 1.000309185)

Having trouble? Feel free to contact Technical Service for assistance.

Lot and Batch Numbers can be found on a product's label following the words 'Lot' or 'Batch'.

Aldrich Products

  • For a lot number such as TO09019TO, enter it as 09019TO (without the first two letters 'TO').

  • For a lot number with a filling-code such as 05427ES-021, enter it as 05427ES (without the filling-code '-021').

  • For a lot number with a filling-code such as STBB0728K9, enter it as STBB0728 without the filling-code 'K9'.

Not Finding What You Are Looking For?

In some cases, a COA may not be available online. If your search was unable to find the COA you can request one.

Request COA

Customers Also Viewed

Slide 1 of 4

1 of 4

tert-Butyl cyanoacetate ≥97.0% (GC)

Sigma-Aldrich

28440

tert-Butyl cyanoacetate

Ethyl 2-cyanoacrylate liquid

Sigma-Aldrich

E1505

Ethyl 2-cyanoacrylate

Ethyl cyanoformate 99%

Sigma-Aldrich

E18859

Ethyl cyanoformate

N-Benzyl-2-cyanoacetamide

Sigma-Aldrich

CDS021500

N-Benzyl-2-cyanoacetamide

The Knoevenagel condensation of aromatic aldehydes with malononitrile or ethyl cyanoacetate in the presence of CTMAB in water.
Wang S, et al.
Synthetic Communications, 31(5), 673-677 (2001)
Electrogenerated bases VII. Novel syntheses of ethyl glyoxalate and diethyl ketomalonate via electrogenerated superoxide.
Sugawara M and Baizer MM.
Tetrahedron Letters, 24(22), 2223-2226 (1983)
Yuya Oka et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 23(39), 9362-9368 (2017-05-18)
Mesoporous basic Mg-Al mixed metal oxides (MMOs) with a high surface area and large pore size have been prepared through the assembly of monodispersed layered double hydroxide nanoparticles (LDHNPs) with block copolymer templates. The particle sizes of the LDHNPs were
Microwave Enhanced Knoevenagel Condensation of Ethyl Cyanoacetate with Aldehydes.
Kim S-Y, et al.
Synthetic Communications, 27(4), 533-541 (1997)
Korany A Ali et al.
Mini reviews in medicinal chemistry, 18(8), 717-727 (2017-04-27)
In this study, synthesis, molecular docking and anticancer screening of new series of substituted heterocycles with trimethoxy phenyl scaffold as Combretastatin analogues were described. Substituted pyridines were synthesized via the reaction of (E)-3-(dimethylamino)-1-(3,4,5- trimethoxyphenyl)prop-2-en-1-one (2) with active methylene reagents. Substituted
View All Related Papers

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