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2-(1-naphthyl)acetonitrile

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Identification
Molecular formula
C12H9N
CAS number
132-75-2
IUPAC name
2-(1-naphthyl)acetonitrile
State
State

At room temperature, 2-(1-naphthyl)acetonitrile is in a solid state. The compound is often found in its crystalline form, contributing to its stability at ambient conditions.

Melting point (Celsius)
58.00
Melting point (Kelvin)
331.15
Boiling point (Celsius)
331.00
Boiling point (Kelvin)
604.15
General information
Molecular weight
155.20g/mol
Molar mass
155.1920g/mol
Density
1.0606g/cm3
Appearence

2-(1-naphthyl)acetonitrile typically appears as a crystalline solid with a pale yellow color. The compound may also appear white, depending on the purity and conditions of observation. Its crystalline nature gives it a generally transparent or translucent appearance.

Comment on solubility

Solubility of 2-(1-naphthyl)acetonitrile

2-(1-naphthyl)acetonitrile is a compound characterized by specific solubility properties that are influenced by its molecular structure. Here are some key points regarding its solubility:

  • Solvent Compatibility: This compound exhibits moderate solubility in organic solvents such as ethanol, dimethyl sulfoxide (DMSO), and chloroform. However, it is poorly soluble in water due to its hydrophobic naphthalene ring.
  • Temperature Dependence: Generally, the solubility of organic compounds like 2-(1-naphthyl)acetonitrile can increase with temperature, so it’s advisable to consider heating while trying to dissolve it in the chosen solvent.
  • pH Influence: Given that 2-(1-naphthyl)acetonitrile does not possess acidic or basic functional groups, its solubility is not significantly affected by pH changes.

In summary, 2-(1-naphthyl)acetonitrile showcases a distinct solubility behavior that can be categorized as moderate in organic solvents while remaining significantly insoluble in aqueous environments. When working with this compound, always consider the choice of solvent carefully to ensure efficient dissolution.

Interesting facts

Interesting Facts about 2-(1-naphthyl)acetonitrile

2-(1-naphthyl)acetonitrile, often known for its unique structural attributes and applications in various fields, is a fascinating compound for chemists and pharmaceutical scientists alike.

Structural Characteristics

This compound contains a naphthalene ring, which contributes to its aromatic nature, making it intriguing from an electronic standpoint. The presence of the acetonitrile functional group adds reactivity, allowing it to participate in numerous chemical reactions.

Applications and Importance

  • Pharmaceutical Synthesis: It serves as an intermediate in the synthesis of various pharmaceuticals, illustrating the compound's value in medicinal chemistry.
  • Material Science: The aromatic structure provides stability, making it a candidate for research in material properties.
  • Organic Chemistry Reactions: It is often utilized in organic synthesis as a building block, highlighting its versatility in laboratory settings.

Reactivity and Transformations

The reactivity of 2-(1-naphthyl)acetonitrile can be attributed to both the cyanide group and the adjacent aromatic system. One interesting aspect is its participation in:

  • Nucleophilic substitutions: where the nitrile can be transformed into various functional groups.
  • Electrophilic aromatic substitution: which showcases the compound’s reactivity as a nucleophile.

Research and Discoveries

In educational settings, students often delve into reactions involving this compound due to its balance of stability and reactivity. Learning about compounds like 2-(1-naphthyl)acetonitrile enhances understanding of:

  • Reaction Mechanisms: Students can observe both nucleophilic and electrophilic mechanisms in action.
  • Physical Properties: Analyzing such compounds helps students appreciate how molecular structure affects behavior and interactions.

In conclusion, 2-(1-naphthyl)acetonitrile exemplifies the rich interplay between structure and function in organic chemistry. As researchers continue to explore its potential, the compound remains a significant topic for study and development within the chemical sciences.

Synonyms
1-Naphthylacetonitrile
132-75-2
2-(Naphthalen-1-yl)acetonitrile
1-NAPHTHALENEACETONITRILE
1-Naphthyl acetonitrile
alpha-Naphthyl acetonitrile
2-naphthalen-1-ylacetonitrile
Acetonitrile, (1-naphthyl)-
alpha-Naphthylacetonitrile
.alpha.-Naphthylacetonitrile
2-(1-naphthyl)acetonitrile
MFCD00004041
NSC 9844
EINECS 205-078-1
BRN 1101012
OV0P82P2R0
AI3-26061
UNII-OV0P82P2R0
DTXSID3059630
.alpha.-(1-naphthyl)acetonitrile
4-09-00-02428 (Beilstein Handbook Reference)
(Naphthalen-1-yl)acetonitrile (1-Naphthylacetonitrile)
Naphthaleneacetonitrile
NAPHAZOLINE HYDROCHLORIDE IMPURITY C [EP IMPURITY]
1-Naphthylmethylcyanide
alpha-(1-Naphthyl)acetonitrile
NAPHAZOLINE HYDROCHLORIDE IMPURITY C (EP IMPURITY)
naphthylacetonitrile
1-naphtylacetonitrile
1-naphthyl-acetonitrile
1-naphthylaceto-nitrile
naphth-1-ylacetonitrile
naphthalenyl-acetonitrile
(1-naphthyl)acetonitrile
naphthalen-1-ylacetonitrile
naphthalen-1-yl-acetonitrile
.alpha.-naphthyl acetonitrile
WLN: L66J B1CN
1-Naphthylacetonitrile, 97%
SCHEMBL182660
DTXCID3034080
NSC9844
STL182770
AKOS000155895
AC-5788
CS-W021449
FS-2653
DB-038067
N0366
NS00024236
EN300-37277
D77923
Z285184572