2-Amino-3-methylphenol Chemical Properties

Melting point:

149-152 °C (lit.)

Boiling point:

229.26°C (rough estimate)

Density 

1.0877 (rough estimate)

refractive index 

1.5706 (estimate)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

form 

powder to crystalline

pka

9.87±0.10(Predicted)

color 

White to Brown

CAS DataBase Reference

2835-97-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39

WGK Germany 

3

HS Code 

29222990

MSDS

• Language:English Provider:SigmaAldrich

2-Amino-3-methylphenol Usage And Synthesis

Chemical Properties

Light yellow solid

Uses

2-Amino-3-methylphenol was used in the preparation of Schiff base ligands.

General Description

2-Amino-3-methylphenol is an aminophenol formed by incubating isopropyl-β-D-thiogalactopyranoside-induced E. coli JS996 strain cells with various nitroaromatic compounds.

Synthesis

The general procedure for the synthesis of 2-amino-3-methylphenol from 2-nitro-3-methylphenol was as follows: 3-methyl-2-nitrophenol (1.0 g, 6.53 mmol) was dissolved in methanol (10 mL) at 23 °C, and Pd/C catalyst (10 wt%, 400 mg) was added. The reaction mixture was deoxygenated under vacuum and then hydrogenated with a hydrogen balloon. After the reaction was carried out under stirring for 5 h, the reaction mixture was filtered through a diatomaceous earth pad and the diatomaceous earth pad was washed with methanol (100 mL). The combined filtrates were concentrated under vacuum to afford the target product 2-amino-3-methylphenol (803 mg, 100% yield).

References

[1] Patent: US2006/211603, 2006, A1. Location in patent: Page/Page column 68
[2] Patent: EP1346982, 2003, A1
[3] Journal of the Chemical Society, 1925, vol. 127, p. 498
[4] Chemische Berichte, 1961, vol. 94, p. 2551 - 2561
[5] Journal of Organic Chemistry, 1989, vol. 54, # 15, p. 3740 - 3744

2-Amino-3-methylphenol(2835-97-4)Related Product Information

• 3-Methylanthranilic acid
• 3-Aminophenol
• 4-Aminophenol
• Cresol
• Glycine
• m-Cresol
• p-Cresol
• 3-Ethylphenol
• 2-Amino-3-nitrophenol
• 2-AMINO-4-METHYLPHENOL,2-AMINO-4-METHYLPHENOL / 2-AMINO-P-CRESOL / 3-AMINO-4-HYDROXYTOLUENE,O-AMINO-P-METHYLPHENOL
• Xylenol
• o-Cresol
• ALTRENOGEST
• Acetaminophen
• Betaine
• 2-Aminophenol
• Tris(hydroxymethyl)aminomethane
• 2,3,6-TRINITROPHENOL