4-Bromo-2-nitrobenzyl alcohol Chemical Properties

Boiling point:

338.5±27.0 °C(Predicted)

Density 

1.767±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

13.57±0.10(Predicted)

Appearance

Light yellow to light brown Solid

Safety Information

HS Code 

2909498090

4-Bromo-2-nitrobenzyl alcohol Usage And Synthesis

Uses

4-Bromo-2-nitrobenzyl alcohol is an alcoholic organic compound that can be used as an intermediate in organic synthesis.

Synthesis

Step 1. A solution of borane tetrahydrofuran complex (1 M solution of tetrahydrofuran, 13 mL, 13 mmol) was slowly added dropwise to a tetrahydrofuran solution of 4-bromo-2-nitrobenzoic acid (2.00 g, 8.13 mmol) over 5 min at room temperature. Subsequently, the reaction mixture was heated to 72 °C and the reaction was stirred. Upon completion of the reaction, the mixture was carefully poured into saturated aqueous sodium bicarbonate solution to quench the reaction. The aqueous phase was extracted with ethyl acetate, the organic phases were combined and dried over anhydrous magnesium sulfate. The solvent was removed by concentration under reduced pressure to give the white solid product (4-bromo-2-nitrophenyl)methanol (1.85 g, 96% yield). The product was characterized by 1H-NMR (300 MHz, CDCl3): δ 8.25 (d, J = 1.8Hz, 1H), 7.80 (dd, J = 8.1, 1.8Hz, 1H), 7.67 (d, J = 8.1Hz, 1H), 4.96 (d, J = 6.3Hz, 2H), 2.37 (t, J = 6.3Hz, 1H).

References

[1] Patent: US2007/191603, 2007, A1. Location in patent: Page/Page column 40
[2] Patent: WO2007/117607, 2007, A2. Location in patent: Page/Page column 333
[3] MedChemComm, 2018, vol. 9, # 5, p. 862 - 869
[4] Journal of Medicinal Chemistry, 2018, vol. 61, # 18, p. 8402 - 8416

4-Bromo-2-nitrobenzyl alcohol(22996-19-6)Related Product Information

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• 2-Bromo-5-nitropyridine
• 4-Nitrobenzyl alcohol
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• Bromine
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• 4-Nitrobenzyl chloride
• 4-Bromobenzyl alcohol
• tert-Butyl 4-bromo-2-nitrobenzoate
• 4-Bromo-2-nitrobenzoic acid
• 4-BROMO-5-FLUORO-2-NITROBENZOIC ACID
• METHYL 4-BROMO-2-NITROBENZOATE
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• DINITRO BROMO FLUORESCEIN
• 4-Bromo-2-nitrobenzyl alcohol