2-Bromo-5-fluorobenzyl alcohol Chemical Properties

Melting point:

91-94 °C

Boiling point:

252.5±25.0 °C(Predicted)

Density 

1.658±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

13.67±0.10(Predicted)

form 

Solid

color 

Yellow

Water Solubility 

Slightly soluble in water.

InChI

InChI=1S/C7H6BrFO/c8-7-2-1-6(9)3-5(7)4-10/h1-3,10H,4H2

InChIKey

HXGZPMHPSBJMKB-UHFFFAOYSA-N

SMILES

C1(CO)=CC(F)=CC=C1Br

CAS DataBase Reference

202865-66-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-36-22

Safety Statements 

26-36

WGK Germany 

3

Hazard Note 

Irritant

HS Code 

2906290090

2-Bromo-5-fluorobenzyl alcohol Usage And Synthesis

Chemical Properties

Colorless liquid

Uses

2-Bromo-5-fluorobenzyl alcohol is used as intermediates in pharmaceutical and organic synthesis.

Synthesis

General procedure for the synthesis of 2-bromo-5-fluorobenzyl alcohol from 2-bromo-5-fluorobenzaldehyde: To a solution of 2-bromo-5-fluorobenzaldehyde (75.0 g, 369 mmol) in ethanol (375 mL) was slowly added a solution of sodium borohydride (4.47 g, 118 mmol) in water (9 mL) at 0 °C. The reaction mixture was kept stirred at 0°C for 1 hour. Upon completion of the reaction, the mixture was treated with water and ethyl acetate and extracted with ethyl acetate. The combined organic extracts were washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was removed by concentration under reduced pressure to give 75.6 g of 2-bromo-5-fluorobenzyl alcohol (yield = 99.8%) as a colorless solid.1H NMR (CDCl3) δ 7.50-7.46 (1H, m), 7.29-7.25 (1H, m), 6.92-6.85 (1H, m), 4.72 (2H, s).

References

[1] Journal of Organic Chemistry, 2005, vol. 70, # 2, p. 756 - 759
[2] Patent: WO2007/19098, 2007, A2. Location in patent: Page/Page column 44
[3] Tetrahedron, 2007, vol. 63, # 38, p. 9401 - 9405
[4] Patent: CN108358961, 2018, A. Location in patent: Paragraph 0016; 0057; 0058-0060; 0062; 0069; 0071; 0078
[5] CrystEngComm, 2014, vol. 16, # 23, p. 4999 - 5011

2-Bromo-5-fluorobenzyl alcohol(202865-66-5)Related Product Information

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