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100-63-0 - Phenylhydrazine, 97% - A11246 - Alfa Aesar

A11246 Phenylhydrazine, 97%

CAS-Nummer
100-63-0
Synonyme

Größe Preis ($) Menge Verfügbarkeit
50g 15,39
250g 32,96
1000g 91,16
Zum Warenkorb hinzufügen Zur Angebotsanfrage hinzufügen Artikel anzeigen

Phenylhydrazine, 97%

MDL
MFCD00007573
EINECS
202-873-5

Chemische Eigenschaften

Formel
C6H8N2
Molmasse
108.14
Schmelzpunkt
18-20°
Siedepunkt
238-241°
Flammpunkt
88°(190°F)
Dichte
1.099
Brechungsindex
1.6065
Sensitivität
Air & Light Sensitive
Löslichkeit
Soluble in dilute acids.

Anwendungen

Phenyl hydrazine is involved in Fischer indole synthesis to prepare indoles, which find application as intermediates in the pharmaceuticals particularly for the tryptamine drug. In analytical chemistry, it is used to differentiate and separate sugars by forming phenyhydrazones. It is used as an N-protecting reagent and for cleavage of phthaloyl group.

Bemerkungen

Air and light sensitive. Keep the container tightly closed in a dry and well-ventilated place. Incompatible with oxidizing agents.

Literaturverweise

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).

Wang, L.; Wang, P.; Liu, Y.; Zheng, L.; Sun, Q.; Qiu, S.; Liu, C. Effects of phenylhydrazine-4-sulfonic acid on the reduction of GO and preparation of hydrophilic graphene with broad pH stability and antioxidant activity. RSC Adv. 2015, 5 (48), 38696-38705.

Gein, V. L.; Mar’yasov, M. A. Reactions of 5-aryl-4-(hetaren-2-ylcarbonyl)-3-hydroxy-1-(1, 3-thiazol-2-yl)-2, 5-dihydro-1H-pyrrol-2-ones with hydrazine, phenylhydrazine, and hydroxylamine. Russ. J. Org. Chem. 2015, 51 (1), 110-115.

GHS Gefahren- und Sicherheitshinweise

Gefahrenhinweise (EU): H301-H311-H331-H315-H319-H317-H350-H372-H341-H400-H227

Toxic if swallowed. Toxic in contact with skin. Toxic if inhaled. Causes skin irritation. Causes serious eye irritation. May cause an allergic skin reaction. May cause cancer. Causes damage to organs through prolonged or repeated exposure. Suspected of causing genetic defects. Very toxic to aquatic life. Combustible liquid.

Sicherheitshinweise: P210-P260-P201-P261-P273-P301+P310-P305+P351+P338-P361-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dust/fume/gas/mist/vapours/spray. Obtain special instructions before use. Avoid breathing dust/fume/gas/mist/vapours/spray. Avoid release to the environment. IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Remove/Take off immediately all contaminated clothing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Weitere Referenzen

Merck
14,7293
Beilstein
606080
Gefahrenklasse
6.1
Verpackungsgruppe
II
Harmonized Tariff Code
2928.00
TSCA
Yes
RTECS
MV8925000

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