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About This Item
Linear Formula:
C6H5NHNH2
CAS Number:
Molecular Weight:
108.14
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
202-873-5
Beilstein/REAXYS Number:
606080
MDL number:
Assay:
97%
vapor density
4.3 (vs air)
Quality Level
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
Application
Phenylhydrazine can be used as a reactant in the synthesis of:
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.
- 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.
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signalword
Danger
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
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
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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Erika Lattova et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 793(1), 167-179 (2003-07-26)
A well-known reaction of carbonyl compounds with phenylhydrazine has been applied to saccharides, providing increased sensitivity for mass spectrometric (MS) and ultraviolet (UV) detection during high-performance liquid chromatographic (HPLC) separations. After a simple derivatization procedure for 1 h at 70
Tandem cyclocondensation-Knoevenagel-Michael reaction of phenyl hydrazine, acetoacetate derivatives and arylaldehydes
Khazaei A, et al.
New. J. Chem., 38(11), 5287-5292 (2014)
Regioselective solvent-sensitive reactions of 6-(trifluoromethyl) comanic acid and its derivatives with phenylhydrazine
Usachev BI, et al.
Tetrahedron Letters, 50(31), 4446-4448 (2009)


