Structure via PubChem · Public domain (PubChem)
4-dimethylaminophenylpentazole
Sign in to saveAlso known as [4-(dimethylamino)phenyl]pentazole
4-Dimethylaminophenylpentazole is an unstable, explosive compound that contains the rare pentazole ring, which is composed of five nitrogen atoms. The electron donating effect of the 4-dimethylamino substituent on the phenyl ring makes this compound one of the more stable of the phenylpentazoles. At room temperature, its chemical half-life is only a few hours, although storage is possible at cryogenic temperatures. The compound was first prepared in 1956 along with other substituted phenylpentazoles. Studies have been conducted on various other derivatives, though necessarily limited by the in
Chemical data
- Formula
- C8H10N6
- Molecular weight
- 190.21 g/mol
- IUPAC name
- N,N-dimethyl-4-(pentazol-1-yl)aniline
- SMILES
- CN(C)C1=CC=C(C=C1)N2N=NN=N2
- InChIKey
- OICBARXSRMXZPL-UHFFFAOYSA-N
- XLogP
- 1.9
- Polar surface area
- 59.7 Ų
- H-bond donors
- 0
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Has part
- hydrogen
- Mass
- 190.096694
Show 3 more facts
- Commons category
- 4-Dimethylaminophenylpentazole
- chemical formula
- C₈H₁₀N₆
- canonical SMILES
- CN(C)C1=CC=C(C=C1)N2N=NN=N2
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
4-Dimethylaminophenylpentazole is an unstable, explosive compound that contains the rare pentazole ring, which is composed of five nitrogen atoms. The electron donating effect of the 4-dimethylamino substituent on the phenyl ring makes this compound one of the more stable of the phenylpentazoles. At room temperature, its chemical half-life is only a few hours, although storage is possible at cryogenic temperatures. The compound was first prepared in 1956 along with other substituted phenylpentazoles. Studies have been conducted on various other derivatives, though necessarily limited by the instability of these compounds. Some more highly substituted derivatives, such as 2,6-dihydroxy-4-dimethylaminophenylpentazole, are slightly more stable but conversely, more difficult to make. Current research has focused on forming transition metal complexes of these pentazole derivatives, as the pentazole ring should be stabilised by bonding to the metal centre.
==References==
Excerpted from Wikipedia’s “4-dimethylaminophenylpentazole” article, available under the CC BY-SA 4.0 licence.