ethyl 3-aminobut-2-enoate

• ChemBase ID: 107352
• Molecular Formular: C6H11NO2
• Molecular Mass: 129.15704
• Monoisotopic Mass: 129.0789786
• SMILES: CCOC(=O)/C=C(/C)\N
• Canonical SMILES: CCOC(=O)/C=C(\N)/C
• InChI: InChI=1S/C6H11NO2/c1-3-9-6(8)4-5(2)7/h4H,3,7H2,1-2H3
• InChIKey: YPMPTULBFPFSEQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 3-aminobut-2-enoate; ethyl (2Z)-3-aminobut-2-enoate
• IUPAC Traditional name: ethyl 3-aminobut-2-enoate; ethyl (2Z)-3-aminobut-2-enoate
• Synonyms: ETHYL β-AMINOCROTONATE; Ethyl 3-aminocrotonate; 3-Aminocrotonic acid ethyl ester; 3-氨基巴豆酸乙酯

Database IDs

• CAS Number: 626-34-6; 7318-00-5
• EC Number: 230-782-0
• MDL Number: MFCD02730138; MFCD00008073
• Beilstein Number: 471284
• PubChem SID: 24894385; 162093206
• PubChem CID: 643756

CALCULATED PROPERTIES

• Acid pKa: 19.936712
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.11372863
• LogD (pH = 7.4): 0.113728635
• Log P: 0.113728635
• Molar Refractivity: 36.2634 cm^3
• Polarizability: 13.457127 Å^3
• Polar Surface Area: 52.32 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 29-35°C; 33-35 °C(lit.)
• Boiling Point: 210-215 °C(lit.); 210-215°C
• Flash Point: 206.6 °F; 97 °C; 97°C(206°F)
• Density: 1.022; 1.022 g/mL at 25 °C(lit.)
• Refractive Index: 1.4990

Safety Information

• Storage Warning: Air & Moisture Sensitive
• European Hazard Symbols: Corrosive (C); Irritant (Xi)
• UN Number: 3263
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2
• Risk Statements: 34-36/37; 41-43
• Safety Statements: 24-26-37/39; 26-27-28-36/37/39-45
• TSCA Listed: 否
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H314-H335; H318-H317
• GHS Precautionary statements: P261-P280-P305 + P351 + P338-P310; P261-P280-P305+P351+P338-P302+P352-P321-P501A
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3263 8/PG 2

Product Information

• Purity: 98%; 98+%
• Linear Formula: CH3C(NH2)=CHCO2C2H5

DETAILS

MP Biomedicals - 05203404

MP Biomedicals Rare Chemical collection

Sigma Aldrich - E10807

Packaging
100, 500 g in glass bottle

REFERENCES

• Reacts with quinones in the Nenitzescu synthesis of indoles. For a review, see: Org. React., 20, 337 (1973):