ethyl (2E)-3-ethoxybut-2-enoate

• ChemBase ID: 81302
• Molecular Formular: C8H14O3
• Molecular Mass: 158.19496
• Monoisotopic Mass: 158.09429431
• SMILES: O(/C(=C/C(=O)OCC)/C)CC
• Canonical SMILES: CCO/C(=C/C(=O)OCC)/C
• InChI: InChI=1S/C8H14O3/c1-4-10-7(3)6-8(9)11-5-2/h6H,4-5H2,1-3H3
• InChIKey: ZOCYCSPSSNMXBU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (2E)-3-ethoxybut-2-enoate; ethyl 3-ethoxybut-2-enoate
• IUPAC Traditional name: ethyl (2E)-3-ethoxybut-2-enoate; ethyl 3-ethoxybut-2-enoate
• Synonyms: 3-Ethoxy-2-butenoic acid ethyl ester; Ethyl 3-ethoxycrotonate; Ethyl 3-ethoxy-2-butenoate; ethyl 3-ethoxybut-2-enoate; Ethyl 3-ethoxybut-2-enoate; Ethyl 3-ethoxycrotonate; 3-乙氧基-2-丁烯酸乙酯

Database IDs

• CAS Number: 998-91-4
• EC Number: 213-652-8
• MDL Number: MFCD00026932
• Beilstein Number: 1757006
• PubChem SID: 162068421
• PubChem CID: 5354173

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.2205449
• LogD (pH = 7.4): 1.2205449
• Log P: 1.2205449
• Molar Refractivity: 44.1057 cm^3
• Polarizability: 16.69539 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 28-32°C; 28-32°C
• Boiling Point: 86-88°C/14mm; 86-88°C/14mm
• Refractive Index: 1.4535

Safety Information

• Storage Warning: Irritant
• TSCA Listed: 否

Product Information

• Purity: 97%

DETAILS

Apollo Scientific Ltd - OR23954

Mixture of cis/trans isomers

REFERENCES

• Bromination with NBS and reaction with triphenylphosphine, followed by base, gives a phosphorane which is a stable bifunctional reagent for the synthesis of cyclopentenones and ɑ?-unsaturated ketones: J. Org. Chem., 59, 111 (1994):