ethyl 3-(pyrrolidin-1-yl)but-2-enoate

• ChemBase ID: 144450
• Molecular Formular: C10H17NO2
• Molecular Mass: 183.24748
• Monoisotopic Mass: 183.12592879
• SMILES: CCOC(=O)/C=C(\C)/N1CCCC1
• Canonical SMILES: CCOC(=O)/C=C(/N1CCCC1)\C
• InChI: InChI=1S/C10H17NO2/c1-3-13-10(12)8-9(2)11-6-4-5-7-11/h8H,3-7H2,1-2H3
• InChIKey: MSOQKPXSIHLODG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 3-(pyrrolidin-1-yl)but-2-enoate; ethyl (2E)-3-(pyrrolidin-1-yl)but-2-enoate
• IUPAC Traditional name: ethyl 3-(pyrrolidin-1-yl)but-2-enoate; ethyl (2E)-3-(pyrrolidin-1-yl)but-2-enoate
• Synonyms: Ethyl (E)-3-(1-pyrrolidinyl)-2-butenoate; Ethyl (E)-3-pyrrolidinocrotonate; Ethyl (E)-3-(1-pyrrolidinyl)crotonate; (E)-3-(1-Pyrrolidinyl)crotonic acid ethyl ester; (E)-3-(1-吡咯烷酮)巴豆酸乙酯

Database IDs

• CAS Number: 54716-02-8
• EC Number: 259-303-3
• MDL Number: MFCD00014097
• Beilstein Number: 1310113; 1074392
• PubChem SID: 162238665
• PubChem CID: 736203

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.3351526
• LogD (pH = 7.4): 1.3351544
• Log P: 1.3351544
• Molar Refractivity: 53.8737 cm^3
• Polarizability: 20.081154 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 125-126°C/0.8mm
• Refractive Index: 1.5410

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36; 36/38
• Safety Statements: 26; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319; H319
• GHS Precautionary statements: P280-P305+P351+P338-P302+P352-P321-P362-P332+P313; P305 + P351 + P338

Product Information

• Purity: 97%; 99% (GC)
• Suitability: complies for identity (IR)
• Empirical Formula (Hill Notation): C10H17NO2

REFERENCES

• Reacts with nitrile oxides, prepared in situ by the action of POCl₃ on aliphatic nitro-compounds, to give 3-alkyl-5-methyl-4-isoxazolecarboxylates, useful in annulation (see Ethyl 3-ethyl-5-methylisoxazole-4-carboxylate, L00526): Org. Synth. Coll., 6, 592 (1988):