ethyl (2Z)-3-amino-4,4,4-trifluorobut-2-enoate

• ChemBase ID: 8678
• Molecular Formular: C6H8F3NO2
• Molecular Mass: 183.1284296
• Monoisotopic Mass: 183.05071316
• SMILES: C(=O)(/C=C(/C(F)(F)F)\N)OCC
• Canonical SMILES: CCOC(=O)/C=C(/C(F)(F)F)\N
• InChI: InChI=1S/C6H8F3NO2/c1-2-12-5(11)3-4(10)6(7,8)9/h3H,2,10H2,1H3/b4-3-
• InChIKey: NXVKRKUGIINGHD-ARJAWSKDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (2Z)-3-amino-4,4,4-trifluorobut-2-enoate; ethyl 3-amino-4,4,4-trifluorobut-2-enoate
• IUPAC Traditional name: ethyl (2Z)-3-amino-4,4,4-trifluorobut-2-enoate; ethyl 3-amino-4,4,4-trifluorobut-2-enoate
• Synonyms: Ethyl 3-amino-4,4,4-trifluorocrotonate; Ethyl 3-amino-4,4,4-trifluoro-2-butenoate; Ethyl 3-amino-4,4,4-trifluorocrotonate; 3-Amino-4,4,4-trifluorocrotonic acid ethyl ester; (Z)-ethyl 3-amino-4,4,4-trifluorobut-2-enoate; Ethyl 3-amino-4,4,4-trifluorobut-2-enoate; Ethyl 3-amino-4,4,4-trifluorocrotonate 97%; 3-氨基-4,4,4-三氟-2-丁烯酸乙酯; 3-氨基-4,4,4-三氟巴豆酸乙酯; 3-氨基-4,4,4-三氟丁烯酸乙酯

Database IDs

• CAS Number: 372-29-2
• MDL Number: MFCD00068195; MFCD00041541
• Beilstein Number: 4397839
• PubChem SID: 24868069; 160971985
• PubChem CID: 5702529

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.71201694
• LogD (pH = 7.4): 0.71201694
• Log P: 0.71201694
• Molar Refractivity: 36.9649 cm^3
• Polarizability: 13.115489 Å^3
• Polar Surface Area: 52.32 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true
• Acid pKa: 19.75678

PROPERTIES

Physical Property

• Melting Point: 24-26°C; 24-26°C
• Boiling Point: 83 °C/15 mmHg(lit.); 83-85°C/15mm; 83-85°C/15mm
• Flash Point: 149 °F; 65 °C; 65°C; 65°C(149°F)
• Density: 1.245; 1.245 g/mL at 25 °C(lit.)
• Refractive Index: 1.4213; 1.4229; n20/D 1.424(lit.)

Safety Information

• Storage Warning: Air Sensitive; Corrosive/Air Sensitive/Store under Argon; IRRITANT
• European Hazard Symbols: Corrosive (C); Harmful (Xn)
• UN Number: UN3259
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: III
• Risk Statements: 20/21/22-36/37; 34
• Safety Statements: 26-36; 26-36/37/39-45
• TSCA Listed: false; 否
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H319-H332-H335; H314-H318
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A; P261-P280-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: 96%; 97%
• Linear Formula: CF3C(NH2)=CHCO2C2H5

DETAILS

Sigma Aldrich - 443697

Packaging
10 g in glass bottle
Application
Employed in the preparation of novel perfluoroalkyl-substituted pyrazoles,1 and bis(trifluoromethyl)pyridine carboxylates.2