4-Amino-2-methoxyphenol

Base Information

• Chemical Name: 4-Amino-2-methoxyphenol
• CAS No.: 52200-90-5
• Molecular Formula: C7H9NO2
• Molecular Weight: 139.154
• Hs Code.: 2922509090
• European Community (EC) Number: 810-940-0
• NSC Number: 405988
• UNII: 2SA6Z96YSE
• DSSTox Substance ID: DTXSID00200245
• Nikkaji Number: J89.684E
• Wikidata: Q72438810
• ChEMBL ID: CHEMBL4294643
• Mol file: 52200-90-5.mol

Synonyms:4-Amino-2-methoxyphenol;52200-90-5;4-Amino-2-methoxy-phenol;Phenol, 4-amino-2-methoxy-;4-Aminoguaiacol;4-Hydroxy-3-methoxyaniline;2-methoxy-4-aminophenol;NSC 405988;BRN 2803126;2SA6Z96YSE;M & B 5358;MFCD01707809;NSC-405988;4-Hydroxy-3-methoxy aniline;NSC405988;O(C)c1cc(N)ccc1O;UNII-2SA6Z96YSE;NCIOpen2_003811;GUAIACOL, 4-AMINO-;SCHEMBL1119364;CHEMBL4294643;DTXSID00200245;AMY41478;CCA20090;STL196569;4-Amino-2-methoxyphenol, AldrichCPR;AKOS000111367;CS-W008263;SY051139;TS-01797;LS-103920;BB 0258373;FT-0678746;EN300-197099;A828974

Chemical Property of 4-Amino-2-methoxyphenol

Chemical Property:

• Appearance/Colour: Dark-brown crystalline solid
• Vapor Pressure: 0.000382mmHg at 25°C
• Melting Point: 178.0 to 182.0 °C
• Refractive Index: 1.599
• Boiling Point: 308.1 °C at 760 mmHg
• PKA: 10.23±0.18(Predicted)
• Flash Point: 140.1 °C
• PSA: 55.48000
• Density: 1.219 g/cm³
• LogP: 1.56420
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 139.063328530
• Heavy Atom Count: 10
• Complexity: 108

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Amino-2-methoxyphenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)N)O

Technology Process of 4-Amino-2-methoxyphenol

There total 16 articles about 4-Amino-2-methoxyphenol 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: 97.0%

2-methoxy-4-nitrophenol (3251-56-7) → 4-amino-2-methoxyphenol (52200-90-5)

Guidance literature:

With hydrogen; In ethanol; water; at 25 ℃; for 6h; under 11251.1 Torr; chemoselective reaction;

DOI:10.1039/c4gc01664e

Reference yield:

2-methoxy-4-(4'-sulfophenylazo)-phenol (18513-39-8) → 4-amino-2-methoxyphenol (52200-90-5)

Guidance literature:

With sulfuric acid; acetic acid; bei der elektrochemischen Reduktion an einer Kupfer-Kathode;

DOI:10.1021/jo50007a023

Reference yield:

2-methoxy-phenol (90-05-1) → 4-amino-2-methoxyphenol (52200-90-5)

Guidance literature:

Multi-step reaction with 2 steps

1: water; sodium hydroxide / 0 °C

2: phenylhydrazine / 115 - 120 °C

With sodium hydroxide; water; phenylhydrazine;

upstream raw materials:

2-methoxy-4-[(4-phenyl)azo]phenol

2-methoxy-4-nitrophenol

2-methoxy-4-(4'-sulfophenylazo)-phenol

2-methoxy-phenol

Downstream raw materials:

[1,4]benzoquinone-mono-(4-hydroxy-3-methoxy-phenylimine)

decanoic acid-(4-hydroxy-3-methoxy-anilide)

2-chloro-N-(4-hydroxy-3-methoxyphenyl)acetamide

4-(5-Chloro-pyrimidin-2-yloxy)-3-methoxy-phenylamine

Refernces

• 1、 -. "Substituted-3H-imidazo[4,5-c]pyridine and 1H-pyrrolo[2,3-c]pyridine series of novel Ectonucleotide Pyrophosphatase/Phosphodiesterase-1 (ENPP1) and Stimulator for Interferon Genes (STING) modulators as cancer immunotherapeutics". Paragraph 0347-0348. . Retrieved 2020/02/19.
• 2、 -. "Synthesis method of 2-amino-4-chloro-6-metoxyphenol". Paragraph 0004; 0007. . Retrieved 2016/11/14.