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4-Aminophenol

Base Information
  • Chemical Name:4-Aminophenol
  • CAS No.:123-30-8
  • Deprecated CAS:52985-09-8,1309774-68-2
  • Molecular Formula:C6H7NO
  • Molecular Weight:109.128
  • Hs Code.:2922.29 Oral rat LD50: 375 mg/kg
  • European Community (EC) Number:204-616-2
  • NSC Number:1545
  • UN Number:2512
  • UNII:R7P8FRP05V
  • DSSTox Substance ID:DTXSID3024499
  • Nikkaji Number:J3.620J
  • Wikipedia:4-Aminophenol
  • Wikidata:Q2548040
  • RXCUI:1435279
  • Metabolomics Workbench ID:37637
  • ChEMBL ID:CHEMBL1142
  • Mol file:123-30-8.mol
4-Aminophenol

Synonyms:Phenol,p-amino- (8CI);1-Amino-4-hydroxybenzene;4-Amino-1-hydroxybenzene;4-Hydroxy-1-aminobenzene;4-Hydroxyaniline;4-Hydroxybenzenamine;4-Hydroxyphenylamine;Activol;Azol;BASF Ursol P Base;Benzofur P;C.I. 76550;C.I. Oxidation Base 6;Certinal;Citol;Durafur Brown RB;Fouramine P;Fourrine84;Fourrine P Base;Furro P base;NSC 1545;Nako Brown R;Paranol;PelagolGrey P Base;Pelagol P Base;Renal AC;Rodinal;Tertral P Base;Unal;Ursol P;Ursol P Base;Zoba Brown P Base;p-Aminophenol;p-Hydroxyaniline;p-Hydroxyphenylamine;p-Amino phenol;4-Aminophenol, para amino phenol;4-Aminophenol;

Suppliers and Price of 4-Aminophenol
Supply Marketing:
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • Usbiological
  • 4-Aminophenol
  • 1g
  • $ 312.00
  • TRC
  • 4-Aminophenol
  • 10g
  • $ 70.00
  • TCI Chemical
  • 4-Aminophenol >98.0%(GC)(T)
  • 500g
  • $ 73.00
  • TCI Chemical
  • 4-Aminophenol >98.0%(GC)(T)
  • 25g
  • $ 17.00
  • SynQuest Laboratories
  • 4-Aminophenol
  • 25 g
  • $ 15.00
  • SynQuest Laboratories
  • 4-Aminophenol
  • 100 g
  • $ 30.00
  • Sigma-Aldrich
  • 4-Aminophenol for synthesis. CAS 123-30-8, chemical formula 4-(NH )C H OH., for synthesis
  • 8004219050
  • $ 1940.00
  • Sigma-Aldrich
  • 4-Aminophenol for synthesis
  • 50 kg
  • $ 1859.25
  • Sigma-Aldrich
  • 4-Aminophenol United States Pharmacopeia (USP) Reference Standard
  • 100mg
  • $ 373.00
  • Sigma-Aldrich
  • 4-Aminophenol for synthesis. CAS 123-30-8, chemical formula 4-(NH )C H OH., for synthesis
  • 8004211000
  • $ 75.60
Total 41 raw suppliers
Chemical Property of 4-Aminophenol
Chemical Property:
  • Appearance/Colour:Off white granular powder 
  • Vapor Pressure:0.00202mmHg at 25°C 
  • Melting Point:188 °C 
  • Refractive Index:1.637 
  • Boiling Point:281.984 °C at 760 mmHg 
  • PKA:5.48, 10.30(at 25℃) 
  • Flash Point:124.34 °C 
  • PSA:46.25000 
  • Density:1.21 g/cm3 
  • LogP:1.55560 
  • Storage Temp.:Refrigerator 
  • Sensitive.:Air & Light Sensitive 
  • Solubility.:water: slightly soluble 
  • Water Solubility.:1.5 g/100 mL (20 ºC) 
  • XLogP3:0
  • Hydrogen Bond Donor Count:2
  • Hydrogen Bond Acceptor Count:2
  • Rotatable Bond Count:0
  • Exact Mass:109.052763847
  • Heavy Atom Count:8
  • Complexity:66.9
  • Transport DOT Label:Poison
Purity/Quality:

99% *data from raw suppliers

4-Aminophenol *data from reagent suppliers

Safty Information:
  • Pictogram(s): HarmfulXn,Dangerous
  • Hazard Codes:Xn,N 
  • Statements: 20/22-50/53-68-40-R68-R50/53-R20/22 
  • Safety Statements: 28-36/37-60-61-28A-S61-S60-S36/37-S28A 
MSDS Files:

SDS file from LookChem

Useful:
  • Chemical Classes:Nitrogen Compounds -> Amino Phenols
  • Canonical SMILES:C1=CC(=CC=C1N)O
  • description 4-Aminophenol (or para-aminophenol or p-aminophenol) is the organic compound with the formula H2NC6H4OH, belongs to the class of organic compounds known as aniline and substituted anilines.Typically available as a white powder, it was commonly used as a developer for black-and-white film, marketed under the name Rodinal.Reflecting its slightly hydrophilic character, the white powder is moderately soluble in alcohols and can be recrystallized from hot water. In the presence of a base, it oxidizes readily. The methylated derivatives N-methylaminophenol and N,N-dimethylaminophenol are of commercial value.The compound is one of three isomeric aminophenols, the other two being 2-aminophenol and 3-aminophenol.
  • Uses 4-Aminophenol is widely used in the synthesis of pharmaceuticals, dyes and other organic products and is mainly for the synthesis of paracetamol, clofibrate ketone, vitamin B1 and compound nicotinamide. It can be used for the production of Sulphur Blue FBG and weak acid dyes such as yellow 5G.The product is the intermediate of pharmaceutical intermediates, dyes and other fine chemicals. It can be used for the production of paracetamol, azo dyes, sulfur dyes, acid dyes, fur dye and developer, antioxidants as well as oil additive.It can be used for gold assay as well as determination of copper, iron, magnesium, vanadium, nitrite and cyanate, antioxidants.p-Aminophenol is an oxidative hair dye precursor. It is incorporated in oxidative hair dye formulations and in the bottle on the market at a maximum concentration of 1.8% and is typically mixed in a 1:1 ratio with an oxidative agent thereby reaching a concentration of 0.9% for in use application. 4-Aminophenol is suitable for use in the synthesis of 2,2-bis(4-aminophenoxy) benzonitrile [4-APBN], a monomer required for the preparation of series of polyamides and poly(amide-imide)s. It may be used as derivatization reagent to improve the ionization of aliphatic and aromatic aldehydes by paper spray ionization mass spectrometry.
  • Description 4-Aminophenol, also known as 4-hydroxyaniline, is an organic building block. Its quantification in water samples upto the detection limit of 8×10-10mol l-1 has been proposed by employing single-wall carbon nanotubes (SWNT)-nafion film coated glassy carbon electrodes. It is present as the main contaminant in pharmaceutical formulations of paracetamol. High-performance liquid chromatographic (HPLC) method with amperometric detection has been reported for its determination in various analgesic formulations. It has been reported to be formed from the reduction of 4-nitrophenol (Nip) under metal-free conditions catalyzed by N-doped graphene (NG).
Technology Process of 4-Aminophenol

There total 395 articles about 4-Aminophenol 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:
Guidance literature:
With ammonium formate; palladium on activated charcoal; In methanol; for 0.5h; Heating;
DOI:10.1016/j.tetlet.2006.05.176
Guidance literature:
With potassium fluoride; polymethylhydrosiloxane; palladium diacetate; In tetrahydrofuran; at 20 ℃; for 0.5h;
DOI:10.1055/s-2006-950231
Guidance literature:
With peroxomonophosphoric acid; In water; at 35 ℃; for 5h; Rate constant; Kinetics; Mechanism; various pH, various initial PMPA concentration, other temp., ΔH(excit.), ΔS(excit.), other solvents;
DOI:10.1021/jo00333a013
Refernces

Green synthesis of gold, silver, platinum, and palladium nanoparticles reduced and stabilized by sodium rhodizonate and their catalytic reduction of 4-nitrophenol and methyl orange

10.1039/c8nj01223g

The research focuses on the green synthesis of gold (Au), silver (Ag), platinum (Pt), and palladium (Pd) nanoparticles using sodium rhodizonate as a bifunctional reducing and stabilizing agent. The study involves the preparation of these nanoparticles in water through a single-step process and evaluates their catalytic efficiency in reducing 4-nitrophenol (4-NP) to 4-aminophenol (4-AP) using sodium borohydride (NaBH4) and in the dual-catalytic oxidation of formic acid followed by the reduction of methyl orange (MO). The synthesized nanoparticles were characterized using UV-Vis spectroscopy, transmission electron microscopy (TEM), energy-dispersive X-ray (EDX) spectroscopy, and zeta potential measurements to determine their size, morphology, crystallinity, elemental composition, and surface charge. The catalytic activities of the nanoparticles were assessed through UV-Vis spectrophotometer monitoring of the absorbance changes at specific wavelengths, corresponding to the reactants and products in the reduction reactions.

Oxidative dearomatization in the synthesis of erythrina, oxindole and hexahydropyrrolo[2,3-b]indole skeletons

10.1039/c001465f

The research focuses on the development of new synthetic strategies for the synthesis of highly functional erythrina, oxindole, and pyrrolidinoindoline skeletons, which are structural motifs found in bioactive alkaloids. The experiments involve the use of 4-aminophenol-derived amides as building blocks for these complex alkaloid structures. Key reactants include 4-aminophenol, homoveratroyl chloride, lithium aluminium hydride, and ethyl 3-chloro-3oxopropanoate, among others. The oxidative dearomatization process is central to the synthesis, utilizing iodobenzene diacetate (IBD) in methanol to form cyclohexenone intermediates, which are then further reacted with allyl bromide and potassium carbonate to yield oxindoles. The study also reports an unprecedented rearrangement leading to the formation of 3-hydroxyoxindole and the synthesis of a mimic of the natural alkaloid CPC-1. Analytical techniques such as 1H NMR and 13C NMR spectroscopy were employed to characterize key intermediates and final products, confirming the success of the synthetic routes and the structural diversity of the synthesized compounds.

Convergent Versus Divergent Three-Step Synthesis of the First (4-Aminophenoxy)alkanoic Acid-Based Tripodal Melamines

10.1080/00397911.2015.1041048

The research details the convergent versus divergent three-step synthesis of the first (4-aminophenoxy)alkanoic acid-based tripodal melamines. The study aimed to develop novel tripodal N-substituted melamines as s-triazine derivatives, which have potential applications in the construction of luminescent enantiomorphic three-dimensional metal-organic frameworks. The researchers compared two synthetic routes, starting from either N-(4-hydroxyphenyl)acetamide (Paracetamol) for the convergent approach or cyanuric chloride with 4-aminophenol for the divergent approach. Key chemicals used in the process included Paracetamol, cyanuric chloride, 4-aminophenol, ethyl bromoacetate, and various reagents for the hydrolysis and etherification steps. The conclusions highlighted that N-(4-hydroxyphenyl)acetamide was a promising starting material for the convergent synthesis of the novel tripodal melamines with overall yields of 76% for (4-aminophenoxy)acetic acid and 47% for 4-(4-aminophenoxy)butyric acid derivatives. The divergent approach yielded similar compounds with overall yields ranging between 36 and 48%. The crucial steps in both strategies were the Williamson etherification of N-masked forms of 4-aminophenol and the acidic hydrolysis of the (4-aminophenoxy)alkanoic segments during their N-, O-chemoselective deprotection.

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