ethyl 3-(3,4-dihydroxyphenyl)prop-2-enoate

• ChemBase ID: 127326
• Molecular Formular: C11H12O4
• Molecular Mass: 208.21058
• Monoisotopic Mass: 208.07355886
• SMILES: CCOC(=O)/C=C/c1cc(c(cc1)O)O
• Canonical SMILES: CCOC(=O)/C=C/c1ccc(c(c1)O)O
• InChI: InChI=1S/C11H12O4/c1-2-15-11(14)6-4-8-3-5-9(12)10(13)7-8/h3-7,12-13H,2H2,1H3
• InChIKey: WDKYDMULARNCIS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 3-(3,4-dihydroxyphenyl)prop-2-enoate; ethyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• IUPAC Traditional name: ethyl 3-(3,4-dihydroxyphenyl)prop-2-enoate; ethyl cinnamate,3,4-dihydroxy
• Synonyms: Caffeic acid ethyl ester; Ethyl caffeate; Ethyl caffeate; 3,4-Dihydroxycinnamic acid ethyl ester; Ethyl 3,4-dihydroxycinnamate; Ethyl caffeate; Ethyl 3-(3,4-dihydroxyphenyl)acrylate; 3,4-二羟基肉桂酸乙酯

Database IDs

• CAS Number: 102-37-4; 66648-50-8
• MDL Number: MFCD00045754
• PubChem SID: 162221647
• PubChem CID: 5317238
• Wikipedia Title: Ethyl_caffeate

CALCULATED PROPERTIES

• Acid pKa: 9.208645
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.2649066
• LogD (pH = 7.4): 2.25834
• Log P: 2.264991
• Molar Refractivity: 56.5394 cm^3
• Polarizability: 21.358566 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder
• Absorption Wavelength: 324 nm and a shoulder at c. 295 nm in acidified methanol

Safety Information

• European Hazard Symbols: Irritant (Xi)
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: 95+%; 97%