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P26252

Phenylhydrazine

97%

Synonym(s):

Hydrazinobenzene, Monophenylhydrazine

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About This Item

Linear Formula:
C6H5NHNH2
CAS Number:
100-63-0
Molecular Weight:
108.14
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24898342
EC Number:
202-873-5
Beilstein/REAXYS Number:
606080
MDL number:
MFCD00007573
Assay:
97%
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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

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.

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flash_point_f

192.2 °F - closed cup

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_c

89 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN1130
BCCM0998
BCCK6818
BCCJ0841
BCCG1074

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Articles

Glycan Labeling

Glycans play a key role in protein structure and disease; representation on cell surfaces is the glycome.

聚糖标记

蛋白质的结构修饰对于活细胞是必不可少的。发生调节异常时，它们往往是会引发疾病。聚糖是生物系统中许多结构变异的原因，它们在细胞表面的表现通常被称为“糖”。

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)
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Global Trade Item Number

SKUGTIN
P26252-5G04061834365082
P26252-500G04061836834135
P26252-100G04061836834111