4-Bromo-2-(hydrazinylmethyl)phenol

Base Information

• Chemical Name: 4-Bromo-2-(hydrazinylmethyl)phenol
• CAS No.: 911430-99-4
• Molecular Formula: C₇H₉BrN₂O
• Molecular Weight: 217.065
• DSSTox Substance ID: DTXSID20693251
• Wikidata: Q82622293
• Mol file: 911430-99-4.mol

Synonyms:4-BROMO-2-(HYDRAZINYLMETHYL)PHENOL;911430-99-4;DTXSID20693251;AKOS005215486;EN300-1894142

Chemical Property of 4-Bromo-2-(hydrazinylmethyl)phenol

Chemical Property:

• XLogP3: 1.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 215.98983
• Heavy Atom Count: 11
• Complexity: 123

Purity/Quality:

4-bromo-2-(hydrazinylmethyl)phenol 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Br)CNN)O

Technology Process of 4-Bromo-2-(hydrazinylmethyl)phenol

There total 3 articles about 4-Bromo-2-(hydrazinylmethyl)phenol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

N'-(5-bromo-2-hydroxy-benzyl)-hydrazinecarboxylic acid tert-butyl ester (851205-58-8) → 4-bromo-2-hydrazinomethyl-phenol (911430-99-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane;

DOI:10.1016/j.bmcl.2006.06.086

Reference yield:

5-bromosalicyclaldehyde (1761-61-1) → 4-bromo-2-hydrazinomethyl-phenol (911430-99-4)

Guidance literature:

Multi-step reaction with 3 steps

1: AcOH

2: Na(OAc)3BH

3: TFA / CH₂Cl₂

With sodium tris(acetoxy)borohydride; acetic acid; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/j.bmcl.2006.06.086

Reference yield:

N'-[1-(5-Bromo-2-hydroxy-phenyl)-meth-(E)-ylidene]-hydrazinecarboxylic acid tert-butyl ester (457611-34-6) → 4-bromo-2-hydrazinomethyl-phenol (911430-99-4)

Guidance literature:

Multi-step reaction with 2 steps

1: Na(OAc)3BH

2: TFA / CH₂Cl₂

With sodium tris(acetoxy)borohydride; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/j.bmcl.2006.06.086

upstream raw materials:

N'-(5-bromo-2-hydroxy-benzyl)-hydrazinecarboxylic acid tert-butyl ester

N'-[1-(5-Bromo-2-hydroxy-phenyl)-meth-(E)-ylidene]-hydrazinecarboxylic acid tert-butyl ester

5-bromosalicyclaldehyde

Downstream raw materials:

1-(5-bromo-2-hydroxybenzyl)-5-methyl-1H-pyrazole-3-carboxylic acid ethyl ester

ethyl 1-[(5-bromo-2-{[(2,4-dichlorophenyl)methyl]oxy}phenyl)methyl]-5-methyl-1H-pyrazole-3-carboxylate