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2-(Dimethylamino)-2-phenylacetonitrile

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Identification
Molecular formula
C10H12N2
CAS number
1558-24-3
IUPAC name
2-(dimethylamino)-2-phenyl-acetonitrile
State
State

At room temperature, 2-(Dimethylamino)-2-phenylacetonitrile is typically found in a liquid state.

Melting point (Celsius)
-19.00
Melting point (Kelvin)
254.15
Boiling point (Celsius)
145.00
Boiling point (Kelvin)
418.15
General information
Molecular weight
160.22g/mol
Molar mass
160.2220g/mol
Density
1.0073g/cm3
Appearence

2-(Dimethylamino)-2-phenylacetonitrile typically appears as a colorless to pale yellow liquid. The liquid is clear and tends to have a low viscosity.

Comment on solubility

Solubility of 2-(Dimethylamino)-2-phenyl-acetonitrile

The solubility of 2-(dimethylamino)-2-phenyl-acetonitrile in various solvents is an intriguing aspect of this compound. Generally, the solubility of a compound can be influenced by its molecular structure, polarity, and the nature of the solvent. Here are some key points to consider:

  • Polarity: 2-(dimethylamino)-2-phenyl-acetonitrile contains both polar and nonpolar functional groups, which can lead to variable solubility depending on the solvent used.
  • Hydrophilicity vs. Hydrophobicity: While the dimethylamino group is polar and suggests potential solubility in water, the aromatic phenyl moiety and the acetonitrile component may contribute to hydrophobic characteristics.
  • Common Solvents: This compound is typically more soluble in organic solvents such as:
    • Alcohols (e.g., methanol, ethanol)
    • Aromatic hydrocarbons (e.g., toluene)
    • Dimethyl sulfoxide (DMSO)
  • Water Solubility: As for solubility in water, it may exhibit limited solubility due to its hydrophobic features.
  • Temperature and Concentration: Solubility can also be affected by temperature and concentration; generally, increased temperature enhances solubility.

In summary: The solubility of 2-(dimethylamino)-2-phenyl-acetonitrile is dictated by a complex interplay of its unique molecular characteristics and the solvent properties. This makes it suitable for certain organic reactions while possibly limiting its use in aqueous environments.

Interesting facts

Interesting Facts About 2-(dimethylamino)-2-phenyl-acetonitrile

2-(dimethylamino)-2-phenyl-acetonitrile, often referred to simply as DMAP or a related variant, belongs to a class of compounds that are highly valuable in organic synthesis and medicinal chemistry. Here are some fascinating insights into this compound:

  • Structure and Function: The compound features a dimethylamino group attached to a phenyl group, which significantly contributes to its reactivity and functional properties. Its structural configuration allows it to act effectively as a nucleophile.
  • Role in Reactions: DMAP is commonly utilized as a catalyst in various organic reactions, especially in acylation and esterification processes. Its ability to enhance reaction rates while being a mild base makes it a preferred choice among chemists.
  • Applications in Healthcare: This compound is implicated in the synthesis of pharmaceutical agents, including those used for analgesic and anesthetic properties. It plays a crucial role in producing drugs that target complex neurological pathways.
  • Environmental Considerations: Its derivatives and the processes involving them are often studied for environmental impacts. Chemists are keen on understanding the degradation and toxicology of related compounds to promote safer synthetic methodologies.
  • Research and Innovation: The versatility of 2-(dimethylamino)-2-phenyl-acetonitrile has led to ongoing research in fields such as materials science and biochemistry, pushing the boundaries of how we utilize organic compounds in innovative applications.

In conclusion, the study of 2-(dimethylamino)-2-phenyl-acetonitrile unveils not just its synthetic utility but also the broader implications it holds in the realms of health and environment. As chemists continue to explore this compound, we anticipate exciting advancements in both theoretical and applied chemistry.

Synonyms
827-36-1
ACETONITRILE, (DIMETHYLAMINO)PHENYL-
alpha-(Dimethylamino)phenylacetonitrile
Acetonitrile, 2-(dimethylamino)-2-phenyl-
alpha-Dimethylaminophenyl acetonitrile
NSC 37416
BRN 2089853
Benzeneacetonitrile, alpha-(dimethylamino)-
4-14-00-01321 (Beilstein Handbook Reference)
alpha-(Dimethylamino)benzeneacetonitrile
Benzeneacetonitrile, alpha-(dimethylamino)-(9CI)
624-137-6
inchi=1/c10h12n2/c1-12(2)10(8-11)9-6-4-3-5-7-9/h3-7,10h,1-2h
2-(dimethylamino)-2-phenylacetonitrile
A-(DIMETHYLAMINO)PHENYLACETONITRILE
2-(dimethylamino)-2-phenyl-acetonitrile
ALPHA-(N,N-DIMETHYLAMINO)PHENYLACETONITRILE
MFCD00013810
N,N-Dimethyl-2-phenylglycinonitrile
a-N,N-Dimethylaminophenylacetonitrile
NSC-37416
.alpha.-(Dimethylamino)phenylacetonitrile
alpha-DIMETHYLAMINOPHENYLACETONITRILE
NSC37416
alpha-N,N-Dimethylaminophenylacetonitrile
Benzeneacetonitrile, .alpha.-(dimethylamino)-
WLN: NCYR&N1&1
F3284-8073
SCHEMBL3447644
W5R673V7DN
phenyl(dimethylamino)-acetonitrile
PAGHXXKYFBGJEH-UHFFFAOYSA-N
DTXSID601290345
(dimethylamino)(phenyl)acetonitrile
AAA82736
|A-N,N-Dimethylaminophenylacetonitrile
AKOS002364198
AKOS016045670
MB00227
I+/--(Dimethylamino)benzeneacetonitrile
alpha -N,N-Dimethylaminophenylacetonitrile
CS-10042
.alpha.,N,N-Dimethylaminophenylacetonitrile
DB-056653
A-DIMETHYLAMINOPHENYLACETONITRILE 95%
CS-0204528
alpha-N,N-Dimethylaminophenylacetonitrile, 97%
EN300-235647