Skip to main content

2-Phenylcyclopropanecarbonyl chloride

ADVERTISEMENT
Identification
Molecular formula
C10H9ClO
CAS number
936-59-4
IUPAC name
(1R,2R)-2-phenylcyclopropanecarbonyl chloride
State
State

At room temperature, 2-Phenylcyclopropanecarbonyl chloride is usually in a liquid state.

Melting point (Celsius)
-26.00
Melting point (Kelvin)
247.15
Boiling point (Celsius)
227.00
Boiling point (Kelvin)
500.15
General information
Molecular weight
180.64g/mol
Molar mass
180.6400g/mol
Density
1.1300g/cm3
Appearence

It is typically a colorless to pale yellow liquid with a characteristic odor. As it is a cyclopropane derivative, it may also exhibit a certain level of volatility.

Comment on solubility

Solubility of (1R,2R)-2-phenylcyclopropanecarbonyl chloride

(1R,2R)-2-phenylcyclopropanecarbonyl chloride exhibits interesting solubility characteristics that can influence its applications in various chemical reactions. This compound, being a chlorinated carbonyl derivative, often demonstrates differing solubility behavior depending on the solvent used. Here are some key points regarding its solubility:

  • Polar solvents: The presence of the carbonyl group may enhance solubility in polar organic solvents like acetone or dichloromethane.
  • Non-polar solvents: In contrast, it tends to have reduced solubility in non-polar solvents such as hexane or toluene.
  • Temperature effects: Solubility can be sensitive to temperature changes, often increasing with raised temperatures which can improve molecular interaction in solvents.
  • Influence of molecular structure: The bulky phenyl group may affect the overall solubility characteristics by introducing steric hindrance, thus influencing how the compound interacts with potential solvents.

In summary, while (1R,2R)-2-phenylcyclopropanecarbonyl chloride is primarily soluble in polar solvents and less soluble in non-polar media, understanding its solubility behavior is crucial for its effective application in synthetic chemistry. As always, conducting empirical tests is recommended for specific solvent and concentration considerations.

Interesting facts

Interesting Facts about (1R,2R)-2-phenylcyclopropanecarbonyl Chloride

(1R,2R)-2-phenylcyclopropanecarbonyl chloride is a fascinating compound with unique structural characteristics and applications. This compound belongs to a family of cyclic compounds and features a cyclopropane ring, which is known for its strain and reactivity due to the angles formed by its three-membered structure.

  • Structure and Chirality: The designation (1R,2R) represents its chiral nature, indicating that it has two stereocenters. This chirality can lead to different optical isomers, which are significant in pharmaceuticals and biological systems. Chirality often plays a crucial role in the biological activity of compounds.
  • Reactivity: As a carbonyl chloride, it boasts a reactive carbonyl functional group connected to a chlorine atom. This allows for various chemical reactions, making it useful in synthetic organic chemistry, particularly in acylation reactions and the formation of amides.
  • Applications: It can serve as a precursor for complex molecules, especially in medicinal chemistry. Its derivatives may have interesting biological properties, which are valuable for drug discovery and development.
  • Safety Considerations: Due to the presence of a carbonyl chloride functional group, this compound must be handled with care. It can release HCl gas upon hydrolysis, which poses risks in laboratory settings.

Overall, (1R,2R)-2-phenylcyclopropanecarbonyl chloride exemplifies the intricate world of organic chemistry, where small changes in molecular structure can lead to significant variations in chemical behavior and functionality.

As the famous chemist Linus Pauling once said: "The best way to have a good idea is to have a lot of ideas." This compound serves as a reminder of the creativity and versatility in chemical research!

Synonyms
939-87-7
trans-2-Phenylcyclopropanecarbonyl chloride
trans-2-Phenyl-1-cyclopropanecarbonyl chloride
DTXSID001246007
DTXCID401676858
213-365-8
(1R,2R)-2-phenylcyclopropane-1-carbonyl chloride
trans-2-Phenylcyclopropane-1-carboxylic acid chloride
CYCLOPROPANECARBONYL CHLORIDE, 2-PHENYL-, (E)-
(1R,2R)-2-phenylcyclopropanecarbonyl chloride
37107-48-5
Cyclopropanecarbonyl chloride, 2-phenyl-, trans-
EINECS 213-365-8
NSC 80667
2-Phenylcyclopropanecarbonyl chloride #
2-Phenylcyclopropanecarbonyl chloride, trans-
Cyclopropanecarbonyl chloride, 2-phenyl-, (1R,2R)-rel-
SCHEMBL452300
WLN: L3TJ AVG BR -E
NSC80667
Cyclopropanecarbonyl chloride, (E)-
Cyclopropanecarbonyl chloride, trans-
MFCD00001278
NSC-80667
AKOS015913491
trans-2-phenylcyclopropylcarbonyl chloride
DB-008705
trans-2-phenyl-cyclopropanecarbonyl chloride
trans-2-Phenyl-1-cyclopropanecarbonylchloride
trans-2-phenyl-cyclopropane carbonyl chloride
(1R,2R)-2-phenylcyclopropanecarbonylchloride
trans-2-phenyl-1-cyclopropylcarbonyl chloride
trans-2-phenylcyclopropane-1-carbonyl chloride
trans-2-phenyl cyclopropan-1-carbonyl chloride
(+/-)-trans-2-phenylcyclopropanecarbonyl chloride
racemic trans-2-phenyl-cyclopropane carbonyl chloride
trans-2-Phenyl-1-cyclopropanecarbonyl chloride, technical grade, 90%