Skip to Content
Merck
All Photos(1)

Documents

129712

Sigma-Aldrich

Methyl 3-aminocrotonate

97%

Synonym(s):

Methyl 3-amino-2-butenoate

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
CH3C(NH2)=CHCOOCH3
CAS Number:
14205-39-1
Molecular Weight:
115.13
Beilstein:
956592
EC Number:
238-056-5
MDL number:
MFCD00008072
UNSPSC Code:
12352100
PubChem Substance ID:
24847922
NACRES:
NA.22

Assay

97%

form

solid

mp

81-83 °C (lit.)

SMILES string

COC(=O)\C=C(\C)N

InChI

1S/C5H9NO2/c1-4(6)3-5(7)8-2/h3H,6H2,1-2H3/b4-3+

InChI key

XKORCTIIRYKLLG-ONEGZZNKSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

Methyl 3-aminocrotonate undergoes waste-free solid-state cascade reaction with crystalline ninhydrin.

Application

Methyl 3-aminocrotonate (Methyl 3-amino-2-butenoate) was used to synthesize 4-aryl-1,4-dihydropyridines possessing potential calcium channel blocking activity.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H317,H318

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

213.8 °F - closed cup

Flash Point(C)

101 °C - closed cup

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?

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

Visit the Document Library

Gerd Kaupp et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 8(3), 594-600 (2002-02-22)
Crystalline ninhydrin (1) undergoes waste-free solid-state cascade reactions with dimedone, L-proline, three o-phenylenediamines, o-mercaptoaniline, two ureas, three thioureas, and methyl 3-aminocrotonate. The yields are quantitative and give pure crystalline products without workup just by milling stoichiometric mixtures of the crystalline
P Jain et al.
Die Pharmazie, 61(5), 400-405 (2006-05-27)
Synthesis of a new series of 4-aryl-1,4-dihydropyridines possessing potential calcium channel blocking activity along with good vasodilatory profile is reported. The compounds were synthesized using modified Hantzsch condensation of various aldehydes with methyl 3-aminocrotonate in the presence of a catalytic

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