4,4,4-trifluoro-3-methylbut-2-enoic acid

• ChemBase ID: 99718
• Molecular Formular: C5H5F3O2
• Molecular Mass: 154.0872096
• Monoisotopic Mass: 154.02416406
• SMILES: OC(=O)/C=C(\C)/C(F)(F)F
• Canonical SMILES: C/C(=C\C(=O)O)/C(F)(F)F
• InChI: InChI=1S/C5H5F3O2/c1-3(2-4(9)10)5(6,7)8/h2H,1H3,(H,9,10)
• InChIKey: QRRCTLYMABZQCS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4,4,4-trifluoro-3-methylbut-2-enoic acid; (2E)-4,4,4-trifluoro-3-methylbut-2-enoic acid
• IUPAC Traditional name: 4,4,4-trifluoro-3-methylbut-2-enoic acid; (2E)-4,4,4-trifluoro-3-methylbut-2-enoic acid
• Synonyms: 3-(Trifluoromethyl)but-2-en-1-oic acid; 3-(Trifluoromethyl)crotonic acid 95%; 4,4,4-Trifluoro-3-methyl-2-butenoic acid; 4,4,4-Trifluoro-3-methyl-2-butenoic acid; 3-(Trifluoromethyl)crotonic acid; 4,4,4-三氟-3-甲基-2-丁烯酸; 3-(三氟甲基)丁烯酸

Database IDs

• CAS Number: 93404-33-2; 69056-67-3
• MDL Number: MFCD00014374; MFCD01457157
• Beilstein Number: 1769204
• PubChem SID: 24867512; 162085974
• PubChem CID: 5463458

CALCULATED PROPERTIES

• Acid pKa: 3.6806984
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.29008204
• LogD (pH = 7.4): -1.7857761
• Log P: 1.5273707
• Molar Refractivity: 28.1794 cm^3
• Polarizability: 9.993663 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 28-30 °C(lit.); 28-30°C; 28-30°C
• Boiling Point: 158-163 °C(lit.); 158-163°C; 158-163°C
• Flash Point: 174.2 °F; 79 °C; 79°C; 79°C(174°F)
• Density: 1.318; 1.318 g/mL at 25 °C(lit.)
• Refractive Index: 1.3838; 1.3850

Safety Information

• Storage Warning: Corrosive
• European Hazard Symbols: Corrosive (C)
• UN Number: 3261; UN3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 3; III
• Risk Statements: 34
• Safety Statements: 26-27-36/37/39-45; 26-36/37/39-45
• TSCA Listed: 否
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314; H314-H318
• GHS Precautionary statements: P280-P305 + P351 + P338-P310; P280-P305+P351+P338-P309-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3261 8/PG 3

Product Information

• Purity: 96%; 97%
• Linear Formula: CF3C(CH3)=CHCO2H

DETAILS

Sigma Aldrich - 439495

Packaging
1 g in glass bottle
Application
Employed in the synthesis of trifluoromethylated hydrindenes.1