Phenylhydrazine
From Wikipedia, the free encyclopedia
| Phenylhydrazine[1][2] | |
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| Chemical name | Phenylhydrazine |
| Other names | Hydrazinobenzene |
| Chemical formula | C6H8N2 |
| Molecular mass | 108.14 g/mol |
| CAS number | [100-63-0] |
| Density | 1.0978 g/cm3 |
| Melting point | 19.5 °C 24 °C for hemihydrate |
| Boiling point | 243.5 °C (decomposition) |
| SMILES | c1ccccc1NN |
| NFPA 704 |
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| Disclaimer and references | |
Phenylhydrazine is the chemical compound with the formula C6H5NHNH2. Organic chemists abbreviate the compound PhNHNH2.
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[edit] Chemical properties
Phenylhydrazine forms monoclinic prisms that melt to an oil around room temperature which may turn yellow to dark red upon exposure to air.[1] Phenylhydrazine is miscible with ethanol, diethyl ether, chloroform, and benzene. It is sparingly soluble water.
[edit] History
Phenylhydrazine was the first hydrazine derivative characterized, reported by Emil Fischer in 1875.[3] He prepared it by reduction of a phenyl diazonium salt using sulfite salts. Fischer used phenylhydrazine to characterize sugars via formation of hydrazones with the sugar aldehyde. He also demonstrated in this first paper many of the key properties recognized for hydrazines.
[edit] Uses
Phenylhydrazine is used in preparation of indoles which are intermediates in the synthesis of various dyes and pharmaceuticals.
[edit] Safety
Exposure to phenylhydrazine may cause contact dermatitis, hemolytic anemia, and liver and kidney injury.[1]
[edit] See also
[edit] References
- ^ a b c Merck Index, 11th Edition, 7264.
- ^ Pure component properties
- ^ Fischer, E. "Ueber aromatische Hydrazinverbindungen" Ber. Dtsch. Chem. Ges., 1875, band 8, 589-594.
