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Diphenylchloromethane acyl chloride

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Identification
Molecular formula
C14H10Cl2O
CAS number
23987-10-0
IUPAC name
2-chloro-2,2-diphenyl-acetyl chloride
State
State

At room temperature, 2-chloro-2,2-diphenyl-acetyl chloride is typically found as a liquid. Due to its reactive nature with moisture, it should be stored in a dry environment.

Melting point (Celsius)
49.00
Melting point (Kelvin)
322.15
Boiling point (Celsius)
318.00
Boiling point (Kelvin)
591.15
General information
Molecular weight
232.66g/mol
Molar mass
232.6570g/mol
Density
1.2430g/cm3
Appearence

2-Chloro-2,2-diphenyl-acetyl chloride appears as a colorless to pale yellow liquid. It may have a pungent odor due to the presence of the acid chloride group. This compound can be sensitive to moisture and may decompose when exposed to water, producing fumes of hydrogen chloride.

Comment on solubility

Solubility of 2-chloro-2,2-diphenyl-acetyl chloride

The solubility characteristics of 2-chloro-2,2-diphenyl-acetyl chloride can be quite intriguing due to its unique chemical structure. This compound exhibits the following solubility properties:

  • Solvent Compatibility: 2-chloro-2,2-diphenyl-acetyl chloride is generally more soluble in organic solvents such as dichloromethane, benzene, and ether.
  • Poor Water Solubility: It has a low solubility in water due to its hydrophobic aromatic rings. The presence of chlorine atoms also contributes to its limited interaction with water molecules.
  • Solubility Considerations: Factors that affect its solubility include temperature, the presence of other compounds, and the nature of the solvent used.

It is essential to note that:

  • The compound's extensive aromatic system increases its non-polar characteristics.
  • Interactions with polar solvents like water are minimized, leading to decreased solubility.

In summary, while 2-chloro-2,2-diphenyl-acetyl chloride may show decent solubility in non-polar organic solvents, its interaction with polar media, such as water, is significantly limited due to its structural attributes. This behavior is typical of many acyl chlorides, allowing them to be utilized effectively in various organic synthesis reactions while also necessitating cautious handling due to their reactivity.

Interesting facts

Interesting Facts About 2-Chloro-2,2-diphenyl-acetyl Chloride

2-Chloro-2,2-diphenyl-acetyl chloride is a fascinating chemical compound with several important applications and characteristics that make it a subject of interest in the field of organic chemistry.

Key Characteristics:

  • Reactivity: This compound is known for its reactivity with nucleophiles, making it useful in various synthetic transformations.
  • Role in Synthesis: It is often utilized as an acyl chloride in the synthesis of other organic compounds, particularly in creating derivatives of carboxylic acids.
  • Utility in Medicinal Chemistry: Compounds derived from 2-chloro-2,2-diphenyl-acetyl chloride have relevance in the development of pharmaceuticals, particularly in the creation of analgesics and anti-inflammatory agents.

Applications:

This compound finds significant usage in:

  • Synthetic Chemistry: Essential for constructing complex molecular architectures.
  • Agricultural Chemistry: Intermediates in the synthesis of agrochemicals, playing a role in the development of pesticides.
  • Material Science: Contributing to the production of high-performance materials due to its chemical properties.

Noteworthy Remarks:

As one particularly noted in its field, its functionality and properties allow for:

  • A wide range of chemical reactions
  • The generation of highly selective products
  • Potential advancements in synthetic methodologies, showcasing the evolution of organic synthesis practices.

This compound stands out not just for its reactivity, but also for the *potential innovations* it can inspire within both academic and industrial chemistry realms. As emphasized by pioneering chemists, the ability to manipulate elements at a molecular level paves the way for breakthroughs that can reshape entire fields of study.

Synonyms
2902-98-9
Chlorodiphenylacetyl chloride
ACETYL CHLORIDE, CHLORODIPHENYL-
Diphenylchloroacetylchloride
alpha-Chloro-alpha,alpha-diphenylacetyl chloride
EINECS 220-798-6
alpha-Chloro-alpha-phenylbenzeneacetyl chloride
NSC 400463
chloro(diphenyl)acetyl chloride
BRN 0981727
AI3-16120
DTXSID00183261
3-09-00-03308 (Beilstein Handbook Reference)
DTXCID10105752
220-798-6
inchi=1/c14h10cl2o/c15-13(17)14(16,11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10
2-Chloro-2,2-diphenylacetyl chloride
benzeneacetyl chloride, alpha-chloro-alpha-phenyl-
diphenylchloroacetyl chloride
NSC-400463
2-Chloro-2,2-diphenylacetylchloride
Diphenylchloroacetylchlorid
WDU827PD7T
SCHEMBL1321231
Benzeneacetyl chloride, .alpha.-chloro-.alpha.-phenyl-
alpha-Chlorodiphenylacetyl chloride
diphenyl-alpha-chloroacetyl chloride
NSC400463
AKOS000121269
DB-047506
2-Chloro-2,2-diphenylacetyl chloride, 97%
NS00021991
.alpha.-Chloro-.alpha.,.alpha.-diphenylacetyl chloride