(2E)-4-ethoxy-4-oxobut-2-enoic acid

• ChemBase ID: 21690
• Molecular Formular: C6H8O4
• Molecular Mass: 144.12532
• Monoisotopic Mass: 144.04225874
• SMILES: C(=O)(/C=C/C(=O)OCC)O
• Canonical SMILES: CCOC(=O)/C=C/C(=O)O
• InChI: InChI=1S/C6H8O4/c1-2-10-6(9)4-3-5(7)8/h3-4H,2H2,1H3,(H,7,8)/b4-3+
• InChIKey: XLYMOEINVGRTEX-ONEGZZNKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-4-ethoxy-4-oxobut-2-enoic acid; 4-ethoxy-4-oxobut-2-enoic acid
• IUPAC Traditional name: (2E)-4-ethoxy-4-oxobut-2-enoic acid; 4-ethoxy-4-oxobut-2-enoic acid
• Synonyms: (E)-4-Ethoxy-4-oxobut-2-enoic acid; (2E)-2-Butenedioic Acid 1-Ethyl Ester; (2E)-2-Butenedioic Acid Monoethyl Ester; Fumaric Acid Ethyl Ester; (E)-4-Ethoxy-4-oxo-2-butenoic Acid; Ethyl Hydrogen Fumarate; Monoethyl Fumerate; Monoethyl trans-2-Butenedioate; Fumaric Acid Monoethyl Ester; (E)-4-Ethoxy-4-oxo-2-butenoic acid; (2E)-4-Ethoxy-4-oxobut-2-enoic acid; mono-Ethyl fumarate; Fumaric acid monoethyl ester; Monoethyl fumarate; mono-Ethyl fumarate; Ethyl hydrogen fumarate; 反丁烯二酸单乙酯; 富马酸氢乙酯; 富马酸单乙酯; 富马酸氢乙酯

Database IDs

• CAS Number: 2459-05-4; 2459-05-4
• EC Number: 219-544-7
• MDL Number: MFCD00002699
• Beilstein Number: 1723588
• PubChem SID: 24847858; 160984997
• PubChem CID: 5358902

CALCULATED PROPERTIES

• Acid pKa: 3.4787405
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.3169829
• LogD (pH = 7.4): -2.686505
• Log P: 0.695121
• Molar Refractivity: 34.1247 cm^3
• Polarizability: 12.94673 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 64-65°C; 64-67°C; 66-68 °C(lit.); 66-69 °C; 68-70°C
• Boiling Point: 147 °C/16 mmHg(lit.)

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 1
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥95.0% (HPLC); 95%; 97%
• Grade: purum
• Linear Formula: C2H5OCOCH=CHCOOH

DETAILS

Sigma Aldrich - 128422

Packaging
25 g in poly bottle

Toronto Research Chemicals - F500385

Fumaric Acid Monoethyl Ester is an anti-psoriatic fumaric acid ester. Fumaric Acid Monoethyl Ester inhibited thymidine-14C incorporation into DNA by cultured human lymphocytes. Fumaric Acid Monoethyl Ester has been shown to evoke transient increase in int

REFERENCES

• Hagedorn, M. et al.: Arch. Dermatol. Res., 254, 67 (1975)
• Thio, H.B. et al.: Br. J. Dermatol., 131, 856 (1975)
• Rostami-Yazdi, M. Arch. Dermatol. Res., 302, 531 (1975)