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P26252 Sigma-Aldrich

Phenylhydrazine

97%

  • CAS Number 100-63-0

  • Linear Formula C6H5NHNH2

  • Molecular Weight 108.14

  •  Beilstein/REAXYS Number 606080

  •  EC Number 202-873-5

  •  MDL number MFCD00007573

  •  PubChem Substance ID 24898342

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, Chemical Synthesis, Chromophores, Glycan Labeling, Glycan Labeling and Analysis,
Quality Level   200
vapor density   4.3 (vs air)
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.

Packaging

5, 100, 500 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
RIDADR 
UN 2572 6.1 / PGII
WGK Germany 
WGK 3
RTECS 
MV8925000
Flash Point(F) 
192.2 °F - closed cup
Flash Point(C) 
89 °C - closed cup

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Meet Synthia - Retrosynthesis Sofware
Protocols & Articles

Articles

Glycan Labeling

GlycoProfile™ Products for Metabolic Glycan Labeling FLAG® Antibodies for Detection of FLAG-labeled Glycans GlycoProfile™ Labeling Kits Fluorophores Chromophores Additional Reagents for Reductive Ami...
Glycobiology Analysis Manual, 2nd Edition
Keywords: Aminations, Atomic absorption spectroscopy, Capillary electrophoresis, Cell proliferation, Chromatography, Degradations, Derivatizations, Electrophoresis, Gel electrophoresis, Glycosylations, High performance liquid chromatography, Ion Exchange, Mass spectrometry, Metabolism, Peptide synthesis, Phase transitions, Post translational modifications, Reductive aminations, Separation

Peer-Reviewed Papers
15

References

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