73454-78-1

Basic information

• Product Name: 4-HYDROXYMETHYLPHENYLHYDRAZINE
• Synonyms: 4-HYDROXYMETHYLPHENYLHYDRAZINE
• CAS NO: 73454-78-1
• Molecular Formula: C₇H₁₀N₂O
• Molecular Weight: 138.1671
• Mol File: 73454-78-1.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 332.7°C at 760 mmHg
• Flash Point: 155°C
• Appearance: /
• Density: 1.257g/cm³
• Vapor Pressure: 5.7E-05mmHg at 25°C
• Refractive Index: 1.673
• CAS DataBase Reference: 4-HYDROXYMETHYLPHENYLHYDRAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-HYDROXYMETHYLPHENYLHYDRAZINE(73454-78-1)
• EPA Substance Registry System: 4-HYDROXYMETHYLPHENYLHYDRAZINE(73454-78-1)

Safety Data

• Hazardous Substances Data: 73454-78-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C7H10N2O/c8-9-7-3-1-6(5-10)2-4-7/h1-4,9-10H,5,8H2

Upstream product

• 4510-12-7 methyl 4-hydrazinobenzoate 

Downstream Products

• 71426-48-7 N²-(benzyloxycarbonyl)-L-glutamic acid 1-(benzyl ester) 5-(2-<4-(hydroxymethyl)phenyl>hydrazide) 
• 112177-79-4 4-(hydroxymethyl)benzenediazonium chloride 
• 168701-53-9 (p-hydroxymethyl)benzenediazonium hydrogen sulfate 
• 2757-90-6 β-N-[γ-L-(+)glutamyl]-4-(hydroxymethyl)phenylhydrazine 
• 18023-09-1 2-hydroxynaphthalene-1-azo-4'-methanolbenzene 

Relevant articles and documents

Novel Synthesis of Agaritine, a 4-Hydrazinobenzyl-Alcohol Derivative Occuring in Agaricaceae

The 4-hydrazinobenzyl alcohol (3) was prepared (58percent) by diisobutylaluminiumhydride reduction of methyl 4-hydrazinobenzoate (4), whereas LiAlH4 of LiBH4 reduction of 4 proceeded further to yield (via intermediate 3) (4-tolylhydrazine (5).The alcohol 3 was stable under O2-free conditions and exhibited no tendency to eliminate H2O, neither thermally nor with H+ catalysis.Oxidation of 3 with SeO2 yielded 4-(hydroxymethyl)benzenediazonium ion (8), identified by its azo coupling product 9 with 2-naphthol.Condensation of 3 with 1-benzyl 5-hydrogen N-(benzyloxycarbonyl)-L-glutamate (1) in presence of dicyclohexylcarbodiimide afforded 82percent of N2-(benzyloxycarbonyl)-L-glutamic acid 1-(benzyl-ester) 5-(2-hydrazide) (11) which upon controlled hydrogenolysis (quinoline-sulfur-poisoned Pd/C catalyst) gave 82percent of L-glutamic acid 5-(2-hydrazide) (1), i.e. agaritine, a metabolite of Agaricus bisporus.Without poisoning of the catalyst, hydrogenolysis of (11) yielded L-glutamic acid 5-2-(4-tolyl)hydrazide) (12).