Phenylhydrazine

• Catalog No.: A11246
• CAS Number: 100-63-0
• M. F.: C6H8N2
• M. W.: 108.14112
• Purity: 97%

SYNONYMS

• Title: 苯肼
• IUPAC name: phenylhydrazine
• IUPAC Traditional name: phenylhydrazine

DATABASE IDS

• EC Number: 202-873-5
• Merck Index: 147293
• Beilstein Number: 606080
• MDL Number: MFCD00007573
• CAS Number: 100-63-0

PROPERTIES

• Purity: 97%
• Boiling Point: 238-241°C
• Density: 1.099
• Flash Point: 88°C(190°F)
• Melting Point: 18-20°C
• Refractive Index: 1.6065
• Solubility: Soluble in dilute acids
• GHS Hazard statements: H301-H311-H331-H315-H319-H317-H350-H372-H341-H400-H227
• European Hazard Symbols: Toxic (T)
• European Hazard Symbols: Nature polluting (N)
• GHS Precautionary statements: P210-P301+P310-P305+P351+P338-P361-P405-P501A
• Risk Statements: 45-23/24/25-36/38-43-48/23/24/25-68-50
• RTECS: MV8925000
• Safety Statements: 53-45-61
• Storage Warning: Air & Light Sensitive
• TSCA Listed: 是
• Hazard Class: 6.1
• UN Number: UN2572
• Packing Group: II

REFERENCES

• Derivatizing agent for the conversion of carbonyl compounds to their phenylhydrazones best known as intermediates in the Fischer indole synthesis, by cyclization under acidic conditions with loss of ammonia. The classical reagent is anhydrous ZnCl₂: Org. Synth. Coll., 3, 725 (1976). For reviews, see: Chem. Rev., 63, 373 (1963); 69, 227 (1969); Tetrahedron, 36, 161 (1980); Org. Prep. Proced. Int., 25,609 (1993). Milder cyclization conditions are sometimes effective, e.g.: dilute H₂SO₄: J. Org. Chem., 59, 3738 (1994); PCl₃: J. Chem. Soc., Chem. Commun., 563 (1981); Tetrahedron, 41, 4615 (1985). Cyclohexanone phenylhydrazone gives tetrahydrocarbazole on heating in acetic acid: Org. Synth. Coll., 4, 884 (1963).
• Methods used for the cleavage of phenylhydrazones include exchange by refluxing with acetone: J. Org. Chem., 40, 3302 (1975), or oxidative cleavage by Fe(NO₃)₃ on a clay support: Synthesis, 439 (1985).