1-(trifluoromethyl)cyclopropane-1-carboxylic acid

• ChemBase ID: 11748
• Molecular Formular: C5H5F3O2
• Molecular Mass: 154.0872096
• Monoisotopic Mass: 154.02416406
• SMILES: C1CC1(C(=O)O)C(F)(F)F
• Canonical SMILES: OC(=O)C1(CC1)C(F)(F)F
• InChI: InChI=1S/C5H5F3O2/c6-5(7,8)4(1-2-4)3(9)10/h1-2H2,(H,9,10)
• InChIKey: SKCBKBCACWDALV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(trifluoromethyl)cyclopropane-1-carboxylic acid
• IUPAC Traditional name: 1-(trifluoromethyl)cyclopropane-1-carboxylic acid
• Synonyms: 1-(Trifluoromethyl)cyclopropane-1-carboxylic acid; 1-(Trifluoromethyl)cyclopropanecarboxylic Acid; 1-Trifluoromethyl-cyclopropanecarboxylic Acid; 1-Trifluoromethylcyclopropane-1-carboxylic Acid; 1-Trifluoromethylcyclopropane-1-carboxylic acid; 1-(Trifluoromethyl)cyclopropane-1-carboxylic acid; 1-Carboxy-1-(trifluoromethyl)cyclopropane; 1-(Trifluoromethyl)cyclopropane-1-carboxylic acid 99%; 1-三氟甲基环丙烷-1-羧酸; 1-(三氟甲基)环丙烷-1-甲酸

Database IDs

• CAS Number: 277756-46-4
• EC Number: 000-000-0
• MDL Number: MFCD03093070
• Beilstein Number: 8543283
• PubChem SID: 24885541; 160975055
• PubChem CID: 2778306

CALCULATED PROPERTIES

• Acid pKa: 3.2583687
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.7453951
• LogD (pH = 7.4): -1.9576991
• Log P: 1.4768919
• Molar Refractivity: 25.4764 cm^3
• Polarizability: 9.61289 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 86-89°C; 86-90 °C; 87-89°C; 87-89°C; 88 - 90°C
• Boiling Point: 182-184°C; 182-184°C
• Hydrophobicity(logP): 1.438

Safety Information

• Storage Warning: Corrosive/Harmful/Store under Argon; IRRITANT, CORROSIVE
• European Hazard Symbols: Corrosive (C)
• UN Number: 3261; UN3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; III
• Risk Statements: 22-34; 34
• Safety Statements: 20-26-36/37/39-45-60; 26-36/37/39-45
• TSCA Listed: false; 否
• GHS Pictograms: GHS05; GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H314; H314-H318
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A; P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3261 8/PG 2

Product Information

• Purity: 95%; 97%; 98%
• Empirical Formula (Hill Notation): C5H5F3O2

DETAILS

Sigma Aldrich - 680141

Packaging
1 g in glass bottle
250 mg in glass bottle

Toronto Research Chemicals - T791215

A intermediate in the preparation of MK-5046, a potent, selective bombesin receptor subtype-3 agonist for the treatment of obesity.

REFERENCES

• Liu, J., et al.: Bioorg. Med. Chem. Lett., 20, 2074 (2010)