ethyl 2-cyano-3-(1H-indol-3-yl)prop-2-enoate

• ChemBase ID: 148209
• Molecular Formular: C14H12N2O2
• Molecular Mass: 240.25728
• Monoisotopic Mass: 240.08987763
• SMILES: CCOC(=O)/C(=C\c1c[nH]c2c1cccc2)/C#N
• Canonical SMILES: CCOC(=O)/C(=C\c1c[nH]c2c1cccc2)/C#N
• InChI: InChI=1S/C14H12N2O2/c1-2-18-14(17)10(8-15)7-11-9-16-13-6-4-3-5-12(11)13/h3-7,9,16H,2H2,1H3
• InChIKey: XDRLIASMKGKPDX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 2-cyano-3-(1H-indol-3-yl)prop-2-enoate
• IUPAC Traditional name: ethyl 2-cyano-3-(1H-indol-3-yl)prop-2-enoate
• Synonyms: Ethyl trans-α-cyano-3-indoleacrylate; Ethyl(2E)-2-cyano-3-(1H-indolyl-3-yl)acrylate

Database IDs

• CAS Number: 62309-96-0
• MDL Number: MFCD00022742
• PubChem SID: 24894441; 162242386
• PubChem CID: 1551277

CALCULATED PROPERTIES

• Acid pKa: 15.69581
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.7827423
• LogD (pH = 7.4): 2.7827423
• Log P: 2.7827423
• Molar Refractivity: 68.7177 cm^3
• Polarizability: 27.022085 Å^3
• Polar Surface Area: 65.88 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 164-166 °C (dec.)(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• UN Number: 3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• RID/ADR: UN 3077 9/PG 3

Product Information

• Purity: 99%
• Empirical Formula (Hill Notation): C14H12N2O2

DETAILS

Sigma Aldrich - E18905

Application
NLO material
General description
Example of a cyanovinylheteroaromatic for organic nonlinear optics.1
Packaging
1 g in glass bottle