ChemicalBook--->CAS DataBase List--->3290-99-1

3290-99-1

3290-99-1 Structure

3290-99-1 Structure
IdentificationMore
[Name]

p-Anisohydrazide
[CAS]

3290-99-1
[Synonyms]

4-METHOXYBENZENE-1-CARBOHYDRAZIDE
4-METHOXYBENZHYDRAZIDE
4-METHOXYBENZOHYDRAZIDE
4-METHOXY-BENZOIC ACID HYDRAZIDE
4-METHOXYBENZOYLHYDRAZINE
AKOS 92185
AKOS BBS-00004504
LABOTEST-BB LT00025103
P-ANISIC HYDRAZIDE
p-anisohydrazide
P-ANISOYLHYDRAZINE
P-METHOXY BENZHYDRAZIDE
(p-methoxybenzoyl)hydrazine
4-methoxybenzoylhydrazide
4-methoxybenzoyl-hydrazin
anisicacidhydrazide
anisichydrazide
anisoylhydrazine
p-anisicacid,hydrazide
p-methoxybenzoicacidhydrazide
[EINECS(EC#)]

221-952-5
[Molecular Formula]

C8H10N2O2
[MDL Number]

MFCD00017073
[Molecular Weight]

166.18
[MOL File]

3290-99-1.mol
Chemical PropertiesBack Directory
[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
[InChI]

1S/C8H10N2O2/c1-12-7-4-2-6(3-5-7)8(11)10-9/h2-5H,9H2,1H3,(H,10,11)
[InChIKey]

REKQLYUAUXYJSZ-UHFFFAOYSA-N
[SMILES]

COc1ccc(cc1)C(=O)NN
[CAS DataBase Reference]

3290-99-1(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
[WGK Germany ]

3
[RTECS ]

BZ4800000
[HazardClass ]

IRRITANT
[HS Code ]

2928009090
[Storage Class]

11 - Combustible Solids
[Safety Profile]

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

LD50 ivn-mus: 178 mg/kg CSLNX* NX#00894
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Methyl anisate-->4-Methoxybenzamide-->Ethyl 4-methoxybenzoate-->4-Methoxybenzoic acid-->4-Methoxybenzoyl chloride-->Hydrazine hydrate-->Ethanol
[Preparation Products]

N''-(Chloroacetyl)-4-methoxybenzohydrazide-->5-(4-Methoxyphenyl)-1 3 4-oxadiazole-2-&-->2-(4-methoxyphenyl)-1,3,4-oxadiazole-->4-Allyl-5-(4-methoxyphenyl)-4H-1,2,4-triazole-3-thiol-->4-(5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl)benzene-1,2-diamine
Hazard InformationBack Directory
[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]
[Uses]

4-Methoxybenzhydrazide is used as pharmaceutical intermediates and it is also involved in a variety of organic synthesis.
[Synthesis Reference(s)]

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

Methyl anisate

121-98-2

p-Anisohydrazide

3290-99-1

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
Spectrum DetailBack Directory
[Spectrum Detail]

p-Anisohydrazide(3290-99-1)MS
p-Anisohydrazide(3290-99-1)1HNMR
p-Anisohydrazide(3290-99-1)13CNMR
p-Anisohydrazide(3290-99-1)IR1
p-Anisohydrazide(3290-99-1)IR2
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

4-methoxybenzene-1-carbohydrazide(3290-99-1)
[Alfa Aesar]

4-Methoxybenzhydrazide, 98+%(3290-99-1)
[Sigma Aldrich]

3290-99-1(sigmaaldrich)
[TCI AMERICA]

4-Methoxybenzohydrazide,>98.0%(GC)(T)(3290-99-1)
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