1-(4-Chlorophenyl)cyclopropanecarbonyl chloride | CAS No. 78682-33-4

1-(4-Chlorophenyl)cyclopropanecarbonyl chloride

Basic Information

CAS Number

78682-33-4

Molecular Formula

C10H8Cl2O

Molecular Weight

215.08 g/mol

AD

Basic Physical Properties

C1CC1(C2=CC=C(C=C2)Cl)C(=O)Cl

InChI

InChI=1S/C10H8Cl2O/c11-8-3-1-7(2-4-8)10(5-6-10)9(12)13/h1-4H,5-6H2

InChIKey

SJONAMDHFQGIQE-UHFFFAOYSA-N

LogP

3.1370000000000013

Topological Polar Surface Area

17.07 Ų

Hydrogen Bond Donor/Acceptor

0 / 1

Complexity

215

Synonyms & References

English

  • DTXSID60621533
  • 1-(4-chlorophenyl)cyclopropanecarbonyl chloride
  • SCHEMBL3554737
  • CYCLOPROPANECARBONYL CHLORIDE,1-(4-CHLOROPHENYL)-
  • SJONAMDHFQGIQE-UHFFFAOYSA-N
  • 1-(4-Chlorophenyl)cyclopropane-1-carbonyl chloride
  • 78682-33-4
  • Cyclopropanecarbonylchloride, 1-(4-chlorophenyl)-
  • 1-(4-Chlorophenyl)cyclopropanecarbonylchloride
  • 1-(4-chlorophenyl)cyclopropane-1-carbonyl chloride
  • 1-(4-chloro-phenyl)-cyclopropanecarbonyl chloride
  • Cyclopropanecarbonyl chloride, 1-(4-chlorophenyl)- (9CI)

MDL Number

MFCD09904029

FAQ

What are the physical and chemical properties of 1-(4-Chlorophenyl)cyclopropanecarbonyl chloride (CAS: 78682-33-4)?

1-(4-Chlorophenyl)cyclopropanecarbonyl chloride (CAS: 78682-33-4) is a white crystalline solid with a molecular weight of approximately 229.63 g/mol. It has a low solubility in water but is soluble in organic solvents such as ethanol and chloroform. The compound is highly reactive, particularly with amines and nucleophiles, and is known for its potent electrophilic character.

How is 1-(4-Chlorophenyl)cyclopropanecarbonyl chloride (CAS: 78682-33-4) typically synthesized?

1-(4-Chlorophenyl)cyclopropanecarbonyl chloride is typically synthesized via the reaction of 4-chlorophenylacetic acid with thionyl chloride. This method involves the gradual addition of thionyl chloride to a solution of 4-chlorophenylacetic acid in an inert solvent like toluene, followed by distillation to remove excess thionyl chloride. The process yields a high yield of the title compound, which is purified by recrystallization.

What industries use 1-(4-Chlorophenyl)cyclopropanecarbonyl chloride (CAS: 78682-33-4)?

1-(4-Chlorophenyl)cyclopropanecarbonyl chloride (CAS: 78682-33-4) is primarily used in the pharmaceutical industry for the synthesis of various medicinal compounds. It is also employed in the production of certain polymers and as an intermediate in the development of new materials. Its use in sensors and semiconductors, although less common, is also reported.

What precautions should be taken when handling 1-(4-Chlorophenyl)cyclopropanecarbonyl chloride (CAS: 78682-33-4)?

When handling 1-(4-Chlorophenyl)cyclopropanecarbonyl chloride (CAS: 78682-33-4), it is essential to use appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work in a well-ventilated area or a fume hood to avoid inhalation of fumes. Spills should be handled with caution, using a mild base to neutralize the acid chloride, followed by thorough cleaning. Always consult the Safety Data Sheet (SDS) for detailed handling and disposal instructions.

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