5-Amino-2-methoxyphenol Chemical Properties

Melting point:

130-132 °C(lit.)

Boiling point:

255.1°C (rough estimate)

Density 

1.1997 (rough estimate)

refractive index 

1.4800 (estimate)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

slightly soluble

pka

10.02±0.10(Predicted)

form 

powder to crystal

color 

Light yellow to Amber to Dark green

Water Solubility 

slightly soluble

BRN 

2717084

InChI

InChI=1S/C7H9NO2/c1-10-7-3-2-5(8)4-6(7)9/h2-4,9H,8H2,1H3

InChIKey

BLQFHJKRTDIZLX-UHFFFAOYSA-N

SMILES

C1(O)=CC(N)=CC=C1OC

CAS DataBase Reference

1687-53-2(CAS DataBase Reference)

NIST Chemistry Reference

5-Amino-2-methoxyphenol(1687-53-2)

Safety Information

Hazard Codes 

Xn

Risk Statements 

20/21/22-36/37/38-20/22

Safety Statements 

26-36-37/39

RIDADR 

2811

WGK Germany 

3

PackingGroup 

II

HS Code 

29225000

MSDS

• Language:English Provider:3-Hydroxy-4-methoxyaniline
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

5-Amino-2-methoxyphenol Usage And Synthesis

Chemical Properties

grey-brown to dark brown crystalline powder

General Description

5-Amino-2-methoxyphenol reacts with ninhydrin to yield tetrahydroindeno[1,2-b]indolones.

Synthesis

Commercially available 2-methoxy-5-nitrophenol (40 g, 236.5 mmol) was dissolved in methanol (300 mL) under argon protection and palladium/carbon catalyst (3 g) was added. The suspension was vacuum degassed and purged repeatedly with hydrogen several times. Subsequently, the reaction mixture was stirred at room temperature under hydrogen pressure (40 psi) for 24 hours. After completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated to afford the intermediate 2-methoxy-5-aminophenol (25 g, 76% yield) as a yellow solid. Electrospray ionization mass spectrometry (ESI-MS) showed [M + 1] peak of 140.1, which was consistent with the calculated value. Elemental analysis (C7H9NO2) calculated value: 139.06.

References

[1] Patent: WO2015/192981, 2015, A1. Location in patent: Page/Page column 71-72
[2] Gazzetta Chimica Italiana, 1907, vol. 37 II, p. 372
[3] Atti della Accademia Nazionale dei Lincei, Classe di Scienze Fisiche, Matematiche e Naturali, Rendiconti, 1912, vol. <5> 21 II, p. 207
[4] Journal of the American Chemical Society, 1948, vol. 70, p. 168,170
[5] Journal of the Chemical Society, 1951, p. 2426,2429

5-Amino-2-methoxyphenol(1687-53-2)Related Product Information

• 2-Methoxy-5-nitrophenol
• 5-Amino-2-methoxypyridine
• 5-Amino-2-methylpyridine
• 4-Aminophenol
• Guaifenesin
• CHLOROPHOSPHONAZO III
• ALTRENOGEST
• Acetaminophen
• 4-Methoxyphenol
• 2-Methoxy-4-methylphenol
• Potassium guaiacolsulfonate hemihydrate
• 3-Ethoxyaniline
• Guaiacol
• 6-Aminocaproic acid
• Glycine
• 2-Aminophenol
• Tris(hydroxymethyl)aminomethane
• 3-Aminophenol