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2,2-Diphenylacetaldehyde

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Identification
Molecular formula
C14H12O
CAS number
947-91-1
IUPAC name
2,2-diphenylacetaldehyde
State
State

At room temperature, 2,2-Diphenylacetaldehyde is typically a liquid, though it might solidify if temperature drops below its melting point of 21°C.

Melting point (Celsius)
21.00
Melting point (Kelvin)
294.15
Boiling point (Celsius)
144.00
Boiling point (Kelvin)
417.15
General information
Molecular weight
196.25g/mol
Molar mass
196.2450g/mol
Density
1.1110g/cm3
Appearence

2,2-Diphenylacetaldehyde is a colorless to pale yellow liquid. It tends to darken upon prolonged exposure to light due to gradual oxidation.

Comment on solubility

Solubility of 2,2-Diphenylacetaldehyde

2,2-Diphenylacetaldehyde, with the chemical formula C15H14O, exhibits specific solubility characteristics that are noteworthy. This compound is known to be sparingly soluble in water, making its dissolution in aqueous solutions quite limited.

Here are some key points regarding its solubility:

  • Solvent Dependency: It shows greater solubility in organic solvents such as ethanol, ethyl acetate, and chloroform.
  • Influence of Molecular Structure: The bulky diphenyl groups contribute to its hydrophobic nature, thus diminishing its interaction with polar solvents.
  • Temperature Factor: As with many organic compounds, an increase in temperature may enhance its solubility in organic solvents.

In summary, the solubility behavior of 2,2-diphenylacetaldehyde highlights the influence of molecular structure on solvent interactions, with a clear preference for non-polar environments over polar ones.

Interesting facts

Interesting Facts about 2,2-Diphenylacetaldehyde

2,2-Diphenylacetaldehyde is a fascinating compound that has garnered attention due to its unique molecular structure and intriguing applications in various fields of chemistry. Here are some notable points about this compound:

  • Structure: The compound features a distinctive carbonyl group, which is a hallmark of aldehydes. This group is flanked by two phenyl groups, providing the molecule with significant steric hindrance and influencing its reactivity.
  • Synthesis: Synthesizing 2,2-diphenylacetaldehyde can be accomplished through various methodologies, typically involving the use of aromatic aldehydes. This synthesis process demonstrates the importance of carbon chain length and substituents in organic chemistry.
  • Applications: This compound is notably explored in organic synthesis as an intermediate for:
    • Pharmaceuticals
    • Fragrances
    • Flavors
  • Reactivity: As an aldehyde, it is predisposed to reactions such as nucleophilic addition, making it a versatile building block in organic reactions.
  • Research Interest: Due to its unique properties, 2,2-diphenylacetaldehyde is often studied in research focusing on:
    • New synthetic pathways
    • Mechanistic studies
    • Material science
  • Safety and Handling: Like many organic compounds, it is essential to handle 2,2-diphenylacetaldehyde with appropriate safety precautions, including the use of personal protective equipment (PPE) to mitigate risks.

In summary, 2,2-diphenylacetaldehyde represents a remarkable junction between theoretical and practical chemistry. Its varied applications and the depth of understanding it provides about organic compounds make it a subject of interest for both students and professionals in the field.

Synonyms
DIPHENYLACETALDEHYDE
947-91-1
Acetaldehyde, diphenyl-
Diphenylketen
alpha-Phenylbenzeneacetaldehyde
Diphenylethanal
AI3-20753
EINECS 213-433-7
NSC 21645
BRN 1424292
2-Phenyl-benzeneacetaldehyde
DTXSID80241575
4-07-00-01400 (Beilstein Handbook Reference)
DPAA cpd
DTXCID10164066
213-433-7
hllgfgblkoizom-uhfffaoysa-n
inchi=1/c14h12o/c15-11-14(12-7-3-1-4-8-12)13-9-5-2-6-10-13/h1-11,14
2,2-Diphenylacetaldehyde
DIPHENYL-ACETALDEHYDE
Benzeneacetaldehyde, .alpha.-phenyl-
Benzeneacetaldehyde, alpha-phenyl-
MFCD00006972
GMF2B8R7DD
Diphenylacetaldehyde (>80%)
NSC-21645
diphenylacetoaldehyde
UNII-GMF2B8R7DD
WLN: VHYR&R
2,2-diphenyl-acetaldehyde
Diphenylacetaldehyde, 97%
SCHEMBL193931
CHEMBL4460620
NSC21645
AKOS001043900
BENZENEACETALDEHYDE, ?-PHENYL-
DS-14725
SY051214
D2492
NS00040419
EN300-17215
Z56899117