(1S,3R)-3-[(1Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl]-2,2-dimethylcyclopropane-1-carboxylic acid

• ChemBase ID: 164684
• Molecular Formular: C9H10ClF3O2
• Molecular Mass: 242.6227096
• Monoisotopic Mass: 242.0321419
• SMILES: C1([C@H]([C@@H]1/C=C(\Cl)/C(F)(F)F)C(=O)O)(C)C
• Canonical SMILES: Cl/C(=C\[C@H]1[C@@H](C1(C)C)C(=O)O)/C(F)(F)F
• InChI: InChI=1S/C9H10ClF3O2/c1-8(2)4(6(8)7(14)15)3-5(10)9(11,12)13/h3-4,6H,1-2H3,(H,14,15)/b5-3-/t4-,6+/m0/s1
• InChIKey: SPVZAYWHHVLPBN-MDMYCTLOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,3R)-3-[(1Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl]-2,2-dimethylcyclopropane-1-carboxylic acid
• IUPAC Traditional name: (1S,3R)-3-[(1Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl]-2,2-dimethylcyclopropane-1-carboxylic acid
• Synonyms: (1R,3R)-rel-3-(2-Chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethyl-cyclopropanecarboxylic Acid; cis-3-(2-Chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethyl-cyclopropanecarboxylic Acid

Database IDs

• CAS Number: 72748-35-7
• PubChem SID: 162258819
• PubChem CID: 12942379

CALCULATED PROPERTIES

• Acid pKa: 3.8013098
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.85801125
• LogD (pH = 7.4): -0.70283884
• Log P: 2.5589416
• Molar Refractivity: 49.5825 cm^3
• Polarizability: 18.345236 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Off-White Solid
• Melting Point: 102-105°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - C422000

Reagent used in the synthesis of cyhalothric pesticides and fungicides.

REFERENCES

• Sun, C., et al.: Bioorg. Med. Chem., 14, 8574 (2006)