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P26252

Sigma-Aldrich

Phenylhydrazine

97%

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Synonym(s):
Hydrazinobenzene, Monophenylhydrazine
Linear Formula:
C6H5NHNH2
CAS Number:
Molecular Weight:
108.14
Beilstein:
606080
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

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

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1 of 4

This Item
114715412295170267
Phenylhydrazine 97%

P26252

Phenylhydrazine

Phenylhydrazine hydrochloride &#8805;99%

114715

Phenylhydrazine hydrochloride

4-(Trifluoromethyl)phenylhydrazine 96%

412295

4-(Trifluoromethyl)phenylhydrazine

1-Methyl-1-phenylhydrazine 97%

170267

1-Methyl-1-phenylhydrazine

Quality Level

200

Quality Level

-

Quality Level

-

Quality Level

-

mp

18-21 °C (lit.)

mp

250-254 °C (dec.) (lit.)

mp

63-65 °C (lit.)

mp

-

bp

238-241 °C (lit.)

bp

-

bp

118-122 °C/17 mmHg (lit.)

bp

54-55 °C/0.3 mmHg (lit.)

density

1.098 g/mL at 25 °C (lit.)

density

-

density

-

density

1.038 g/mL at 25 °C (lit.)

refractive index

n20/D 1.607 (lit.)

refractive index

-

refractive index

-

refractive index

n20/D 1.583 (lit.)

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

EU REACH Annex XVII (Restriction List)

CAS No.

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Customers Also Viewed

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1 of 2

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
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)
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)
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)

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