Skip to Content
MilliporeSigma
All Photos(1)

Documents

P26252

Sigma-Aldrich

Phenylhydrazine

97%

Synonym(s):

Hydrazinobenzene, Monophenylhydrazine

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

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

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

Looking for similar products? Visit Product Comparison Guide

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.

Signal Word

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 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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 2

1 of 2

1-Acetyl-2-phenylhydrazine &#8805;98%

Sigma-Aldrich

A4626

1-Acetyl-2-phenylhydrazine

Polyphosphoric acid reagent grade, 115% H3PO4 basis

Sigma-Aldrich

208213

Polyphosphoric acid

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)
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
Reaction of the ambident electrophile dimethyl carbonate with the ambident nucleophile phenylhydrazine
Rosamilia AE, et al.
The Journal of Organic Chemistry, 73(4), 1559-1562 (2008)
Efficient solvent-free synthesis of thiazolidin-4-ones from phenylhydrazine and 2, 4-dinitrophenylhydrazine
Neuenfeldt PD, et al.
Tetrahedron Letters, 51(23), 3106-3108 (2010)
Tandem cyclocondensation-Knoevenagel-Michael reaction of phenyl hydrazine, acetoacetate derivatives and arylaldehydes
Khazaei A, et al.
New. J. Chem., 38(11), 5287-5292 (2014)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service