p-Anisohydrazide Chemical Properties

Melting point:

136-140 °C(lit.)

Boiling point:

294.38°C (rough estimate)

Density 

1.2265 (rough estimate)

refractive index 

1.6180 (estimate)

storage temp. 

Sealed in dry,Room Temperature

form 

powder to crystal

pka

12.65±0.10(Predicted)

color 

White to Orange to Green

Water Solubility 

Slightly soluble in water.

BRN 

389017

InChIKey

REKQLYUAUXYJSZ-UHFFFAOYSA-N

CAS DataBase Reference

3290-99-1(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39

WGK Germany 

3

RTECS 

BZ4800000

HazardClass 

IRRITANT

HS Code 

2928009090

Toxicity

LD50 ivn-mus: 178 mg/kg CSLNX* NX#00894

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

p-Anisohydrazide Usage And Synthesis

Uses

4-Methoxybenzhydrazide is used as pharmaceutical intermediates and it is also involved in a variety of organic synthesis.

Uses

4-Methoxybenzhydrazide may be used to synthesize:

• N′-[(E)-5-bromo-2-hydroxy-3-methoxybenzylidene]-4-methoxybenzohydrazide monohydrate
• 2,5-bis(4-methoxyphenyl)-1,3,4-oxadiazole
• hydrazone ligands, which readily forms ruthenium(II) hydrazone complexes via reaction with [RuHCl(CO)(PPh₃)₃]

Synthesis Reference(s)

Journal of Medicinal Chemistry, 27, p. 1565, 1984 DOI: 10.1021/jm00378a007

Safety Profile

Poison by intravenous route. Questionable carcinogen with experimental neoplastigenic data. When heated to decomposition it emits toxic fumes of Nox.

Synthesis

4-Methoxybenzoic acid hydrazide was synthesized according to literature [22]. A mixture of methyl 4-methoxybenzoate (1.66 g, 10 mmol) with 80% hydrazine hydrate (3.6 mL, 60 mmol) in anhydrous ethanol (20 mL) was heated and refluxed for 6 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure to give a white precipitate. The crude product was recrystallized from anhydrous ethanol to give 4-methoxybenzohydrazide as colorless needle-like crystals. Yield 96%, melting point 138-139°C (literature values in accordance).

References

[1] Journal of the American Chemical Society, 2013, vol. 135, # 15, p. 5656 - 5668
[2] Journal of the Chilean Chemical Society, 2012, vol. 57, # 4, p. 1492 - 1496
[3] Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 2017, vol. 174, p. 272 - 278
[4] European Journal of Medicinal Chemistry, 1985, vol. 20, # 3, p. 257 - 266
[5] Bioorganic and Medicinal Chemistry, 2005, vol. 13, # 16, p. 4842 - 4850

p-Anisohydrazide(3290-99-1)Related Product Information

• 4-Methoxybenzoyl chloride
• p-Anisidine-3-sulfonic acid
• p-Anisidine
• p-Anisaldehyde
• p-Anisohydrazide
• 3,4-METHYLENEDIOXYBENZHYDRAZIDE
• 1-(4-METHOXYBENZOYL)-2-(1-NAPHTHOYL)-HYDRAZINE
• 3,4-DIMETHOXYBENZHYDRAZIDE
• 3,4,5-TRIMETHOXYBENZHYDRAZIDE
• 4-ETHOXYBENZHYDRAZIDE
• o-anisohydrazide
• Formylhydrazine
• Benzoyl hydrazine
• 3,5-DIIODO-4-METHOXYBENZHYDRAZIDE
• 4-PHENOXYBENZHYDRAZIDE
• 3,5-DICHLORO-4-METHOXYBENZENECARBOHYDRAZIDE
• 2,3-DICHLORO-4-[2-(4-METHOXYBENZOYL)HYDRAZONO]BUT-2-ENOIC ACID
• 4-(4-METHOXYPHENYL)-1-(3,4,5-TRIMETHOXYBENZOYL)THIOSEMICARBAZIDE