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HomeProduct name list1-((4-Fluorophenyl)carbamoyl)cyclopropanecarboxylic acid

1-((4-Fluorophenyl)carbamoyl)cyclopropanecarboxylic acid

  • CAS NO.:849217-48-7
  • Empirical Formula: C11H10FNO3
  • Molecular Weight: 223.2
  • MDL number: MFCD11226313
  • EINECS: 1592732-453-0
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-05-15 10:59:15
1-((4-Fluorophenyl)carbamoyl)cyclopropanecarboxylic acid Structural

What is 1-((4-Fluorophenyl)carbamoyl)cyclopropanecarboxylic acid?

Chemical properties

White powdery substance.

The Uses of 1-((4-Fluorophenyl)carbamoyl)cyclopropanecarboxylic acid

1-(4-Fluorophenylcarbamoyl)cyclopropanecarboxylic acid is a useful research chemical that can be used as a cabozantinib intermediate.

Synthesis

Cyclopropyl-1,1-dicarboxylic acid(10 g, 77 mmol) in THF (100 mL) was cooled in an ice-water bath, and Triethylamine (8.0 g, 79 mmol) was added dropwise. The temperature of the ice bath during the dropping process is controlled below 10 degrees. The resulting solution was stirred for 30 minutes, and then thionyl chloride (SOCl2, 9.0 g, 76 mmol). Then, dropwise, 4-fluoroaniline (9.0 mL) of THF (30 mL) was added. The ice bath temperature during the whole dripping process is controlled below 10 degrees. The stirring continued for 4 hours, and the reaction was warmed to room temperature. The reaction was diluted with 200 mL of EtOAc And then washed with aqueous NaOH (1.0 M, 50 mL), water (40 mL), and saturated brine (40 mL). The resulting organic solution was dried over Na2SO4, suction filtered, and evaporated to ~ 30 mL. To the resulting viscous liquid was added heptane (200 mL), and a lot of flaky solid precipitated. Filtration and drying gave 1-((4-Fluorophenyl)carbamoyl) cyclopropane carboxylic acid (15.8 g, 93 percent).

Properties of 1-((4-Fluorophenyl)carbamoyl)cyclopropanecarboxylic acid

Melting point: 173.0 to 177.0 °C
Boiling point: 475.2±30.0 °C(Predicted)
Density  1.521
storage temp.  Sealed in dry,Room Temperature
solubility  soluble in Methanol
form  powder to crystal
pka 3.48±0.20(Predicted)
color  White to Almost white
InChI InChI=1S/C11H10FNO3/c12-7-1-3-8(4-2-7)13-9(14)11(5-6-11)10(15)16/h1-4H,5-6H2,(H,13,14)(H,15,16)

Safety information for 1-((4-Fluorophenyl)carbamoyl)cyclopropanecarboxylic acid

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
Precautionary Statement Codes P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313:IF SKIN irritation occurs: Get medical advice/attention.
P337+P313:IF eye irritation persists: Get medical advice/attention.

Computed Descriptors for 1-((4-Fluorophenyl)carbamoyl)cyclopropanecarboxylic acid

InChIKey PFMAFXYUHZDKPY-UHFFFAOYSA-N
SMILES C1(C(NC2=CC=C(F)C=C2)=O)(C(O)=O)CC1

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