2-(BROMOMETHYL)BENZYL ALCOHOL, 95% Chemical Properties

Melting point:

66-68 °C

Boiling point:

279.6±20.0 °C(Predicted)

Density 

1.514±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

pka

14.18±0.10(Predicted)

form 

solid

Appearance

White to off-white Solid

InChI

InChI=1S/C8H9BrO/c9-5-7-3-1-2-4-8(7)6-10/h1-4,10H,5-6H2

InChIKey

JDBQNNKIOFSPOA-UHFFFAOYSA-N

SMILES

C1(CO)=CC=CC=C1CBr

Safety Information

Hazard Codes 

C,N

Risk Statements 

22-34-43-50

Safety Statements 

26-28-36/37/39-45-61

RIDADR 

UN 3261 8/PG 2

WGK Germany 

3

2-(BROMOMETHYL)BENZYL ALCOHOL, 95% Usage And Synthesis

Synthesis

To 48% hydrobromic acid (15.0 mL) was added 1,2-benzenedimethanol (4.0 g, 29.0 mmol), and the reaction mixture was stirred for 2 h at room temperature. After the reaction was completed, 1N NaOH aqueous solution was added to neutralize to pH 7. The reaction mixture was diluted with ethyl acetate (200 mL), washed sequentially with saturated NaHCO3 solution (20 mL) and brine (20 mL), and the organic phase was dried over anhydrous Na2SO4. The solvent was removed by concentration under reduced pressure and the crude product was purified by silica gel column chromatography (Combi Flash Rf apparatus, ethyl acetate/hexane solvent system, 0-30% gradient elution) to afford 2.6 g (45% yield) of the target compound S14 as a white solid.1H NMR (500 MHz, CDCl3) δ: 7.30-7.45 (m, 4H), 4.85 (s, 2H), 4.64 (s, 2H), 1.81 (br s, 1H).

References

[1] Journal of the American Chemical Society, 2010, vol. 132, # 49, p. 17366 - 17369
[2] Journal of the American Chemical Society, 1980, vol. 102, p. 4193
[3] Synthesis, 1982, # 12, p. 1014 - 1015
[4] Patent: WO2015/69932, 2015, A1. Location in patent: Page/Page column 90; 91
[5] Patent: WO2015/188197, 2015, A2. Location in patent: Page/Page column 78

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