3-HYDROXYBENZAMIDE

3-HYDROXYBENZAMIDE Property

Melting point:

170 °C

Boiling point:

318.3±25.0 °C(Predicted)

Density 

1.449 g/cm3

storage temp. 

Inert atmosphere,Room Temperature

solubility 

soluble in Methanol

form 

powder to crystal

pka

9.26±0.10(Predicted)

color 

White to Light yellow

Safety

Hazard Codes 

Xn

Risk Statements 

22-36

Safety Statements 

26

HS Code 

2924.29.7790

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P501Dispose of contents/container to..…

3-HYDROXYBENZAMIDE Chemical Properties,Usage,Production

Synthesis

General procedure for the synthesis of 3-hydroxybenzamide from 3-hydroxybenzonitrile: 3-cyanophenol (295 mg, 2.48 mmol, 100 mol%) and sodium perborate tetrahydrate (NaBO3-4H2O, 1146 mg, 7.45 mmol, 300 mol%) were dissolved in water (8 mL) and heated to 50 °C. Methanol (14 mL) was then added slowly until the mixture became clear. The reaction mixture was stirred continuously at 50 °C for 70 hours. After completion of the reaction, excess methanol was removed by evaporation. The pH of the remaining mixture was adjusted with dilute hydrochloric acid (aq) to 5. Extraction was carried out with dichloromethane (12 mL) and ethyl acetate (5 x 15 mL). The organic phases were combined, washed with brine (25 mL) and dried over anhydrous sodium sulfate (Na2SO4). After filtration, the solvent was evaporated to give the target product, 3-hydroxybenzamide (49a), as a spectroscopically pure white solid (183 mg, 54% yield): melting point 165-168 °C; thin-layer chromatography Rf value (50% ethyl acetate/hexane) 0.10.

References

[1] RSC Advances, 2015, vol. 5, # 16, p. 12152 - 12160
[2] Tetrahedron, 1989, vol. 45, # 11, p. 3299 - 3306
[3] ChemMedChem, 2010, vol. 5, # 2, p. 213 - 231
[4] Patent: WO2008/129129, 2008, A1. Location in patent: Page/Page column 66