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Benzyl azide

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Identification
Molecular formula
C7H7N3
CAS number
622-79-7
IUPAC name
azidomethylbenzene
State
State

At room temperature, benzyl azide is in a liquid state.

Melting point (Celsius)
-29.00
Melting point (Kelvin)
244.15
Boiling point (Celsius)
170.00
Boiling point (Kelvin)
443.15
General information
Molecular weight
133.16g/mol
Molar mass
133.1560g/mol
Density
1.1960g/cm3
Appearence

Benzyl azide is typically a colorless to pale yellow liquid. It may also appear slightly oily depending on the purity and specific conditions.

Comment on solubility

Solubility of Azidomethylbenzene

Azidomethylbenzene, with the chemical formula C7H8N4, exhibits unique solubility characteristics that can greatly impact its utility in various chemical processes.

In general, the solubility of azidomethylbenzene can be summarized as follows:

  • Solvent Compatibility: This compound is typically soluble in organic solvents such as ethanol, methanol, and acetone.
  • Water Solubility: Azidomethylbenzene has limited solubility in water due to its hydrophobic benzene ring, which hinders interaction with polar solvent molecules.
  • Temperature Effects: Like many organic compounds, its solubility may increase with temperature, facilitating its dissolution in higher temperatures of organic solvents.
  • Concentration Differences: The solubility can vary significantly depending on the concentration of the compound in solution, and a higher concentration may lead to precipitation if the solubility limit is exceeded.

As a reminder, it is important to note that the solubility properties of azidomethylbenzene can be influenced by various factors, including:

  1. Presence of Functional Groups: Additional functional groups in a solvent or solute can affect solubility.
  2. pH Levels: The acidity or basicity of the solution can also modulate solubility.
  3. Miscibility: In some cases, intermolecular forces between azidomethylbenzene and solvent molecules can determine the overall miscibility.

In conclusion, understanding the solubility of azidomethylbenzene is crucial for its applications in organic synthesis and chemical reactions. As stated in solubility theory, “like dissolves like”, emphasizing the importance of solvent choice when working with azidomethylbenzene.

Interesting facts

Interesting Facts About Azidomethylbenzene

Azidomethylbenzene, also known as benzylic azide, is a fascinating organic compound with interesting applications and properties:

  • Functional Group Diversity: This compound features an azide group, which is characterized by the presence of three nitrogen atoms (–N₃). This unique functional group makes azidomethylbenzene a versatile intermediate in organic synthesis.
  • Synthetic Utility: Azidomethylbenzene is widely used in the synthesis of pharmaceuticals and fine chemicals. The azide group can be converted into various functional groups, such as amines or other nitrogen-containing moieties, through well-established reactions.
  • Click Chemistry: The compound is a participant in click chemistry, specifically in the copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) reaction. This reaction highlights the importance of azides in the development of new materials and bioconjugates.
  • Safety Considerations: Despite its utility, it is important to handle azidomethylbenzene with care due to its potential explosiveness under certain conditions. Chemists working with azides are always advised to follow strict safety protocols.
  • Research Avenues: Ongoing research seeks to explore new pathways for using azidomethylbenzene in bioconjugation and as a tool in chemical biology, demonstrating the compound's growing significance in modern chemistry.

Overall, azidomethylbenzene serves as a striking example of how an organic compound can bridge traditional synthetic chemistry with cutting-edge applications in fields like drug discovery and material science.

Synonyms
Benzyl azide
(Azidomethyl)benzene
622-79-7
Benzylazide
Benzene, (azidomethyl)-
alpha-Azidotoluene
Toluene, .alpha.-azido-
.alpha.-Azidotoluene
NSC 26304
CCRIS 8029
UNII-HFD57Z7J9J
TOLUENE, alpha-AZIDO-
HFD57Z7J9J
BRN 1907583
Toluene, alpha-triazo-
NSC-26304
DTXSID90211244
4-05-00-00877 (Beilstein Handbook Reference)
DTXCID90133735
udllflqfqmacjb-uhfffaoysa-n
azidomethylbenzene
Benzyl Azide, Pract.
Triazotoluene
azidomethyl-benzene
CHEMBL3236190
MFCD00013836
Benzene, azidomethyl-
a-Azidotoluene
(azidomethyl) benzene
Bn-N3
WLN: NNNR B1
(Azidomethyl)benzene, Pract.
LCZC2717
SCHEMBL13437571
NSC26304
BDBM50573332
STL192368
AKOS005166902
AT41578
FS-5590
SY040161
DB-054116
EN300-82312
10.14272/UDLLFLQFQMACJB-UHFFFAOYSA-N.1
doi:10.14272/UDLLFLQFQMACJB-UHFFFAOYSA-N.1
Q13438697
F1905-6985