PHENYLHYDRAZINE

PRODUCT IDENTIFICATION

CAS NO. 100-63-0 (Base), 59-88-1 (HCl)

PHENYL HYDRAZINE

EINECS NO. 202-873-5
FORMULA C6H5NHNH2
MOL WT.

108.14

H.S. CODE

2928.00

TOXICITY

Oral rat LD50: 188 mg/kg
SYNONYMS Hydrazinobenzene; Phenyldiazane; Fenilidrazina (Italian);
Monophenylhydrazine; Fenylhydrazine (Dutch); Phenylhydrazin (German);
INGREDIENTS

 

CLASSIFICATION

 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE yellow to pale brown oily liquid.
MELTING POINT 19.5 C
BOILING POINT

243.5 C

SPECIFIC GRAVITY

1.099

SOLUBILITY IN WATER sparingly soluble

SOLVENT SOLUBILITY

miscible with other organic solvents
pH  
VAPOR DENSITY

3.7

REFRACTIVE INDEX

1.6080
AUTOIGNITION

174 C

NFPA RATINGS Health: 3; Flammability: 2; Reactivity: 0
FLASH POINT

88 C

STABILITY Stable under ordinary conditions. Light sensitive

APPLICATIONS

Phenylhydrazine is the starting material to produce heterocycle indoles. This indole forming reaction with an aldehyde or ketone under acidic conditions is called Fischer indole synthesis.  A (substituted). Other reactions include;
  • Bartoli reaction
  • Bischler-Möhlau reaction
  • Fischer reaction
  • Gassman reaction
  • Hemetsberger reaction
  • Larock reaction
  • Leimgruber-Batcho reaction
  • Madelung reaction
  • Martinet dioxreaction
  • Nenitzescu reaction
  • Reissert reaction

Phenylhydrazine is used as a chemical intermediate in the pharmaceutica1ls particularly of tryptamine drugs used in the treatment of migraine and cluster headaches. It is used to prepare agrochemical, and other chemical. It is used to detect sugars and aldehydes in analytical chemistry.

SALES SPECIFICATION

APPEARANCE

yellow to pale brown oily liquid

CONTENT

99.0% min or 85.0% min

MELTING POINT

19 C

ASH

0.5% max

TRANSPORTATION
PACKING

200kgs in drum

HAZARD CLASS 6.1(Packing group : II)
UN NO. 2572

GENERAL DESCRIPTION OF HYDRAZINE

Hydrazine (anhydrous), H2NNH2, is a clear, fuming, corrosive liquid with an ammonia-like odor; melting at 1.4 C, boiling at 113.5 C, specific gravity 1.011. It is very soluble in water and soluble in alcohol. It decomposes on heating or exposure to UV to form ammonia, hydrogen, and nitrogen, which may be explosive with a blue flame when catalysed by metal oxides and some metals such as platinum or Raney nickel. It is prepared from ammonia with chloramine in the presence of glue or gelatin (to inhibit decomposition of the hydrazine by unreacted oxidants) as the hydrate form usually (100% monohydrate contains 64% by weight hydrazine). Hydrazine is also prepared from sodium hypochlorite with urea in the presence of glue or gelatin.  Botht ammonia and amines are nitrogen nucleophiles which donate electrons (they are Lewis bases). But hydrazine (diamine) has much stronger nucleophilicity which makes it more reactive than ammonia. Hydrazine has dibasic and very reactive properties. Hydrazine is used as a component in jet fuels because it produce a large amount of heat when burned. It is less flammable and less volatile than hydrocarbon fuels. It is relatively environmentally friendly because they degrade quickly in the environment. Hydrazine is used as an oxygen scavenger for water boiler feed and heating systems to prevent corrosion damage. Hydrazine is used as a reducing agent for the recovery of precious metals. It is used as a polymerization catalyst and a chain extender in urethane coatings. It, or a derivative thereof, is versatile intermediate. They have active applications in organic synthesis for agrochemicals, pharmaceuticals, photographic, heat stabilizers, polymerization catalysts, flame-retardants, blowing agents for plastics, explosives, and dyes. Recently, hydrazine is applied to LCD (liquid crystal displays) as the fuel to make faster thin-film transistors. Hydrazone is a compound containing the group -NH·N:C-. It is formed from a condensation reaction aldehydes or ketones with hydrazines (commonly phenylhydrazine). It is used as an exotic fuel. Aromatic hydrazones are used to form indole by a ring closure reaction (Fischer synthesis). Hydrazones and hydrazines are converted to aldehydes and ketones to corresponding hydrocarbons by heating the carbonyl compound with sodium ethoxide (Wolf-Kishner reduction). Azide contains the group -N3 represented as a resonance hybrid of two structures, -N-N-N+    -N=N+=N-. Organic azides are compounds replaced by a hydrocarbon group as in alkyl or aryl from hydrazoic acid (HN3)and have general formula RN3. Acyl azide is a compound in which the hydroxy group of a carboxylic acid is replaced by the azido group (HN3). Hydrazide is an acyl hydrazine. Acyl (-CO) is an organic radical formed by removal of a hydroxyl group from an organic acid (carboxyl group). Organic azides are useful for the synthesis of target compounds. They act as electrophiles on the nitrogen attached to the carbon and have electron-donating character for the neighboring carbon.