2-(4-BROMO-1H-PYRAZOL-1-YL)ETHANOL

2-(4-BROMO-1H-PYRAZOL-1-YL)ETHANOL Property

Boiling point:

299.2±20.0 °C(Predicted)

Density 

1.74±0.1 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

14.30±0.10(Predicted)

Appearance

White to yellow Solid

Safety

Hazard Codes 

Xi

HazardClass 

IRRITANT

HS Code 

2933199090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H227Combustible liquid

H290May be corrosive to metals

H314Causes severe skin burns and eye damage

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P234Keep only in original container.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P363Wash contaminated clothing before reuse.

P370+P378In case of fire: Use … for extinction.

P390Absorb spillage to prevent material damage.

P403+P235Store in a well-ventilated place. Keep cool.

P405Store locked up.

P406Store in corrosive resistant/… container with a resistant inner liner.

P501Dispose of contents/container to..…

2-(4-BROMO-1H-PYRAZOL-1-YL)ETHANOL Chemical Properties,Usage,Production

Uses

2-(4-Bromo-1H-pyrazol-1-yl)ethanol, can be used in the synthesis of more complex pharmaceutical compounds, such as 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-ethanol (T302675).

Synthesis

General procedure for the synthesis of 1-(2-hydroxyethyl)-4-bromopyrazole from 4-bromopyrazole and 2-bromoethanol: 4-bromopyrazole (400 mg, 2.72 mmol), potassium iodide (671 mg, 4.04 mmol), potassium hydroxide (290 mg, 5.2 mmol), and 2-bromoethanol (625 mg, 5.0 mmol) were reacted in an ethanol (10 mL) The mixture in a microwave reactor was placed in a microwave reactor and reacted at 155 °C for 8 hours. Upon completion of the reaction, the reaction mixture was cooled to room temperature, filtered to remove insoluble material, followed by rotary evaporation to remove the solvent. The residue was dissolved in 20 mL of ethyl acetate, washed with 20 mL of water, dried over anhydrous sodium sulfate, and concentrated to give 1-(2-hydroxyethyl)-4-bromopyrazole (0.45 g, 86% yield) as a yellow oil.

References

[1] Patent: WO2008/88881, 2008, A1. Location in patent: Page/Page column 47
[2] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 21, p. 6804 - 6820