2-Bromo-2′-hydroxyacetophenone Chemical Properties

Melting point:

44-48 °C(lit.)

Boiling point:

152-158 °C(Press: 18 Torr)

Density 

1.622±0.06 g/cm3(Predicted)

Flash point:

>230 °F

storage temp. 

Keep in dark place,Inert atmosphere,2-8°C

solubility 

Chloroform, Methanol

pka

7.63±0.30(Predicted)

form 

Solid

color 

Yellow

Sensitive 

Lachrymatory

CAS DataBase Reference

2491-36-3(CAS DataBase Reference)

Safety Information

Hazard Codes 

C

Risk Statements 

22-34

Safety Statements 

26-36/37/39-45

RIDADR 

UN 3263 8/PG 2

WGK Germany 

3

RTECS 

KM5556400

Hazard Note 

Corrosive/Lachrymatory/Keep Cold

HazardClass 

8

PackingGroup 

II

HS Code 

29147000

Toxicity

mouse,LD50,oral,821mg/kg (821mg/kg),BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)LUNGS, THORAX, OR RESPIRATION: DYSPNEABEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD,Acute Toxicity Data. Journal of the American College of Toxicology, Part B. Vol. 1, Pg. 183, 1992.

MSDS

• Language:English Provider:SigmaAldrich

2-Bromo-2′-hydroxyacetophenone Usage And Synthesis

Chemical Properties

Off-White Powder

Uses

2-Bromo-2′-hydroxyacetophenone is used as a pharmaceutical intermediate.

Synthesis

The general procedure for the synthesis of 2-bromo-1-(2-hydroxyphenyl)ethanone from 2'-hydroxyacetophenone is as follows: in a 50 mL round-bottomed flask equipped with a magnetic stirrer, 2'-hydroxyacetophenone (10 mmol) was added. Subsequently, potassium bromide (40 mmol) dissolved in 20 mL of water was added to this solution and mixed with stirring at room temperature. Next, 30% hydrogen peroxide (4 mmol) was slowly added. Vanadium (V) complex (0.01 mmol) and 70% perchloric acid (4 mmol) were further added to the reaction system, and the reaction mixture was stirred at 0°C, followed by raising to room temperature and continued stirring for 10 minutes. Under continuous stirring conditions, additional 70% perchloric acid (4 mmol) was added every 10 min for three times. The reaction process was monitored by thin layer chromatography (TLC). The nuclear magnetic resonance (NMR) spectral data of the final brominated product is detailed in the Supporting Information.

References

[1] Tetrahedron Letters, 2009, vol. 50, # 6, p. 700 - 703
[2] Tetrahedron, 2001, vol. 57, # 11, p. 2203 - 2211
[3] Archiv der Pharmazie, 2009, vol. 342, # 9, p. 541 - 545
[4] Synthetic Communications, 2006, vol. 36, # 19, p. 2877 - 2881
[5] Journal of Organometallic Chemistry, 2018, vol. 876, p. 10 - 16

2-Bromo-2′-hydroxyacetophenone(2491-36-3)Related Product Information

• 3-BROMOCHROMONE
• 2-BROMO-2'-METHOXYACETOPHENONE
• 2-BROMO-2',5'-DIMETHOXYACETOPHENONE
• 2-Bromo-2′,4′-dimethoxyacetophenone
• 2'-BROMO-4'-HYDROXYACETOPHENONE,2-BROMO-4'-HYDROXYACETOPHENONE,ALPHA-BROMO-4-HYDROXYACETOPHENONE,2-Bromo-4-Hydroxyacetophenone98%,α-Bromo-4-hydroxyacetophenone
• 5-Bromo-2-hydroxyacetophenone
• w-Bromo-4-Hydroxyacetophenone,OMEGA-BROMO-4-HYDROXYACETOPHENONE
• 3',5'-Dibromo-4'-hydroxyacetophenone
• 4'-BROMO-2-HYDROXYACETOPHENONE
• 3',5'-Dibromo-2'-hydroxyacetophenone
• 4-BROMO-2-HYDROXYACETOPHENONE,4-Bromo-2-hydroxyacetophenone ,97%
• 3'-BROMO-5'-CHLORO-2'-HYDROXYACETOPHENONE
• 2'-Hydroxyacetophenone
• 2-BROMO-2'-HYDROXYACETOPHENONE OXIME
• 2-Bromo-3'-hydroxyacetophenone
• 3'-BROMO-4'-HYDROXYACETOPHENONE
• 2,3-DIBROMO-1-(5-CHLORO-2-HYDROXYPHENYL)-3-PHENYLPROPAN-1-ONE
• 2-BROMO-2,3-DIHYDRO-4,7-DIMETHOXY-1H-INDEN-1-ONE