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Sigma-Aldrich

Ethyl cis-(β-cyano)acrylate

97%

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Synonym(s):
Ethyl (Z )-3-cyano-2-propenoate, Ethyl cis -β-cyanoacrylate, Ethyl cis-β-cyanoacrylate, Ethyl cis-3-cyanoacrylate
Linear Formula:
NCCH=CHCO2C2H5
CAS Number:
Molecular Weight:
125.13
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

Assay

97%

refractive index

n20/D 1.4530 (lit.)

bp

215 °C (lit.)

density

1.044 g/mL at 25 °C (lit.)

SMILES string

[H]\C(C#N)=C(/[H])C(=O)OCC

InChI

1S/C6H7NO2/c1-2-9-6(8)4-3-5-7/h3-4H,2H2,1H3/b4-3-

InChI key

AMQZZSZCLSVKLO-ARJAWSKDSA-N

Application

Ethyl cis-β-cyanoacrylate behaves as a dienophile in the synthesis of indeno[2,1-a]pyrrolo[3,4-c]carbazole lactam regioisomers via Diels-Alder reaction.

Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 2

Flash Point(F)

225.0 °F

Flash Point(C)

107.2 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Synthesis of indeno [2, 1?a] pyrrolo [3, 4?c] carbazole lactam regioisomers using ethyl cis???cyanoacrylate as a dienophile and lactam precursor.
Hudkins RL and Park CH
Journal of Heterocyclic Chemistry, 40(1), 135-142 (2003)

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