P26252

Phenylhydrazine

97%

• Synonym(s): Hydrazinobenzene, Monophenylhydrazine
• Linear Formula: C₆H₅NHNH₂
• CAS Number: 100-63-0
• Molecular Weight: 108.14
• Beilstein: 606080
• EC Number: 202-873-5
• MDL number: MFCD00007573
• UNSPSC Code: 12352100
• PubChem Substance ID: 24898342
• NACRES: NA.22

Properties

• vapor density: 4.3 (vs air)
• Quality Level: 200
• vapor pressure: <0.1 mmHg ( 20 °C)
• Assay: 97%
• autoignition temp.: 345 °F
• refractive index: n20/D 1.607 (lit.)
• bp: 238-241 °C (lit.)
• mp: 18-21 °C (lit.)
• density: 1.098 g/mL at 25 °C (lit.)
• SMILES string: NNc1ccccc1
• InChI: 1S/C6H8N2/c7-8-6-4-2-1-3-5-6/h1-5,8H,7H2
• InChI key: HKOOXMFOFWEVGF-UHFFFAOYSA-N

Description

Application

Phenylhydrazine can be used as a reactant in the synthesis of:

• 4, 4′-(arylmethylene)-bis(3-methyl-1-phenyl-1H-pyrazol-5-ol)s by reacting with aryl aldehydes and acetoacetates in presence of N-bromo sulfonamide as a catalyst via one-pot pseudo-five-component condensation.
• Thiazolidinones by treating with mercaptoacetic acid and aldehydes or ketones.
• 5-[3,3,3-trifluoro-2-(phenylhydrazono)propyl]-1-phenyl-1H-pyrazole-3-carboxylic acid by reacting with 6-(trifluoromethyl)comanic acid.

It can be also used as a precursor for the preparation of selective carboxymethylated products at N-1 and N-2 by reacting with dimethyl carbonate (DMC) in the presence of a Bronsted base and metal salts as a catalyst.

Safety Information

• Pictograms: GHS06,GHS08,GHS09
• Signal Word: Danger
• Hazard Statements: H301 + H311 + H331 - H315 - H317 - H319 - H341 - H350 - H372 - H400
• Precautionary Statements: P273 - P280 - P301 + P310 - P302 + P352 + P312 - P304 + P340 + P311 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Carc. 1B - Eye Irrit. 2 - Muta. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT RE 1
• Storage Class Code: 6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 3
• Flash Point(F): 192.2 °F - closed cup
• Flash Point(C): 89 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves