4'-Hydroxy-3'-nitroacetophenone Chemical Properties

Melting point:

132-135 °C(lit.)

Boiling point:

314.24°C (rough estimate)

Density 

1.4283 (rough estimate)

refractive index 

1.5468 (estimate)

storage temp. 

Sealed in dry,Room Temperature

solubility 

soluble in Chloroform, Dichloromethane, DMSO, Ethyl Acetate

form 

powder to crystal

pka

5.18±0.14(Predicted)

color 

Light yellow to Amber to Dark green

BRN 

1959078

CAS DataBase Reference

6322-56-1(CAS DataBase Reference)

NIST Chemistry Reference

4-Hydroxy-3-nitroacetophenone(6322-56-1)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39-36-24/25

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29147000

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

4'-Hydroxy-3'-nitroacetophenone Usage And Synthesis

Chemical Properties

Yellow Solid

Uses

4’-Hydroxy-3’-nitroacetophenone, >95% (cas# 6322-56-1) is a compound useful in organic synthesis.

Uses

4′-Hydroxy-3′-nitroacetophenone may be used in chemical synthesis.

Preparation

Preparation by nitration of 4-hydroxyacetophenone.

Synthesis

The general procedure for the synthesis of 4'-hydroxy-3'-nitroacetophenone from p-hydroxyacetophenone was as follows: phenol (94 mg, 1 mmol) was dissolved in 3 mL of glacial acetic acid in a 50 mL test tube. Solid Y(NO3)3-6H2O (383 mg, 1 mmol) was then added and the reaction mixture was shaken continuously for 10 min at room temperature. The reaction process was monitored by thin layer chromatography (TLC) in petroleum ether with 10% ethyl acetate. After completion of the reaction, 30 mL of ice-cold water was added to the reaction mixture and allowed to stand for 15 min. The solid product was collected by filtration and washed with distilled water. The resulting solid product was used for analysis without further purification. The experimental methods for synthesizing compounds 2a-2e are detailed in Supporting Information.

References

[1] Synthetic Communications, 1997, vol. 27, # 19, p. 3301 - 3311
[2] Synlett, 2003, # 2, p. 191 - 194
[3] Synthetic Communications, 2008, vol. 38, # 19, p. 3366 - 3374
[4] Chinese Chemical Letters, 2011, vol. 22, # 7, p. 827 - 830
[5] Synthetic Communications, 1998, vol. 28, # 15, p. 2773 - 2781

4'-Hydroxy-3'-nitroacetophenone(6322-56-1)Related Product Information

• 2'-Hydroxyacetophenone
• CHLOROPHOSPHONAZO III
• 2-Nitroacetophenone
• 4-Nitroacetophenone
• 2-Bromoacetophenone
• 2',4'-Dichloroacetophenone
• 3-Aminoacetophenone
• 3-Nitroacetophenone
• 4'-Bromoacetophenone
• Acetophenone
• 2-HYDROXYACETOPHENONE
• 4'-Hydroxyacetophenone
• NITROGEN DIOXIDE
• Tolcapone
• 4-METHOXY-3-NITROACETOPHENONE
• 4-HYDROXY-3-NITROBENZOPHENONE
• 2-HYDROXY-5-NITROACETOPHENONE,2'-HYDROXY-5'-NITROACETOPHENONE
• 5'-Chloro-2'-hydroxy-3'-nitroacetophenone