Phenylhydrazine hydrochloride

Phenylhydrazine hydrochloride Basic information
Product Name:Phenylhydrazine hydrochloride
Synonyms:PHENYLHYDRAZINE HCL;PHENYLHYDRAZINE HYDROCHLORIDE;PHENYLHYDRAZINIUM CHLORIDE;PHNEYLHYDRAZINE HYDROCHLORIDE;HYDRAZINOBENZENE HYDROCHLORIDE;Hydrazine,phenyl-,monohydrochloride;PHENYLHYDRAZINIUM CHLORIDE R. G.;PhenylHydrazineHydrochlorideGr
CAS:59-88-1
MF:C6H9ClN2
MW:144.6
EINECS:200-444-7
Product Categories:Hydrazines;Nitrogen Compounds;Organic Building Blocks;Food&Beverage;Reagents for analysis of carbohydrates;Reagents for Food Analysis;HydrazinesStains and Dyes;P;Stains&Dyes, A to
Mol File:59-88-1.mol
Phenylhydrazine hydrochloride Structure
Phenylhydrazine hydrochloride Chemical Properties
Melting point 250-254 °C (dec.)(lit.)
Boiling point 236.22°C (rough estimate)
density 1.1672 (rough estimate)
refractive index 1.5210 (estimate)
storage temp. Store below +30°C.
solubility H2O: soluble50mg/mL
form Fine Crystalline Powder
color White to light yellow or pinkish-beige
PH2.6-2.9 (50g/l, H2O)
Water Solubility 50 g/L (20 ºC)
Merck 14,7293
BRN 3594958
Stability:Stable. Incompatible with most common metals.
InChIKeyJOVOSQBPPZZESK-UHFFFAOYSA-N
CAS DataBase Reference59-88-1(CAS DataBase Reference)
EPA Substance Registry SystemPhenylhydrazine hydrochloride (59-88-1)
Safety Information
Hazard Codes T,N
Risk Statements 45-23/24/25-36/38-43-48/23/24/25-50-68
Safety Statements 53-45-61
RIDADR UN 2811 6.1/PG 3
WGK Germany 3
RTECS MV9000000
3-8-10-23
TSCA Yes
HazardClass 6.1
PackingGroup III
HS Code 29280090
MSDS Information
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Phenylhydrazine hydrochloride Usage And Synthesis
Chemical PropertiesPhenylhydrazine is a colorless to pale yellow liquid or solid with a weak aromatic odor.
Usesmanufacture of dyes, antipyrine, nitron (a stabilizer for explosives); reagent for sugars, aldehydes, ketones.
UsesPhenylhydrazine hydrochloride is used as a selective mannosidase inhibitor. It is used in the study of tyrosine phosphorylation of janus protein tyrosine kinase in the EPO-responsive normal erythroblastoid cells of anemic mice. It is used in steroid assays and as an N-protecting reagent. Its free base, phenylhydrazine is used to prepare indoles, which find application as intermediates in the synthesis of various dyes and pharmaceuticals.
DefinitionChEBI: Phenylhydrazine hydrochloride is a hydrochloride resulting from the reaction of equimolar amounts of phenylhydrazine and hydrogen chloride. It contains a phenylhydrazine.
General DescriptionWhite to tan solid with a weak aromatic odor.
Air & Water ReactionsForms corrosive acidic solutions.
Reactivity ProfilePhenylhydrazine hydrochloride may be corrosive to metals [USCG, 1999].
Health HazardPhenylhydrazine hydrochloride is poisonous if swallowed or if fumes are inhaled. Dust is irritating to eyes, nose, and throat. Phenylhydrazine is a chronic poison. Phenylhydrazine is an industrial substance suspect of carcinogenic potential for humans.
Fire HazardToxic and irritating hydrogen chloride and oxides of nitrogen may be produced in fire. May be corrosive to metals. Hazardous polymerization may not occur.
Biochem/physiol ActionsPhenylhydrazine hydrochloride causes acute hemolysis when injected intraperitoneally in to wild-type and Hp and Hx single-null mice. It suppresses the horseradish peroxide (HRP) residual activity in tissue sections of animals.
Safety ProfilePoison by ingestion, intraperitoneal, and subcutaneous routes. Experimental reproductive effects. Questionable carcinogen with experimental neoplastigenic and tumorigenic data. Mutation data reported. When heated to decomposition it emits very toxic fumes of NOx and HCl.
Potential ExposurePhenylhydrazine is a widely used reagent in conjunction with sugars, aldehydes, and ketones. In addition, to its use in the synthesis of dyes; pharmaceuticals, such as antipyrin; cryogenin, and pyramidone; and other organic chemicals. The hydrochloride salt is used in the treatment of polycythemia vera.
ShippingUN2572 Phenylhydrazine, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.
Purification MethodsDissolve 100g of phenylhydrazine hydrochloride in 200mL of warm H2O (60-70o) during 1-3hours, then add 1L of boiling EtOH. The solution is filtered, while still hot, through Whatman No 2 filter paper and cooled in a refrigerator. The precipitate is collected on a medium sintered-glass filter and recrystallised twice this way, then washed with cold EtOH, dried thoroughly and stored in a stoppered brown bottle. [Peterson et al. Anal Chem 29 144 1957.] Hough, Powell and Woods [J Chem Soc 4799 1956] boiled the hydrochloride with three times its weight of water, filtered hot (charcoal), added one-third volume of concentrated HCl and cooled to 0o. The crystals were washed with acetone, and dried over P2O5 under vacuum. The salt has also been crystallised from 95% EtOH, and it can be sublimed. [Coleman Org Synth Coll Vol I 442 1941, Beilstein 15 III 71.]
IncompatibilitiesPhenylhydrazine is very reactive with carbonyl compounds, strong oxidizers; strong bases; alkali metals; ammonia, lead dioxide (violent). Attacks copper salts, nickel, and chromates.
Waste DisposalControlled incineration whereby oxides of nitrogen are removed from the effluent gas by scrubber, catalytic or thermal device.
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