4-(4-broMo-3-(hydroxyMethyl)phenoxy)benzonitrile Chemical Properties

Boiling point:

447.6±45.0 °C(Predicted)

Density 

1.57±0.1 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

13.96±0.10(Predicted)

Appearance

Light yellow to yellow Solid

InChI

InChI=1S/C14H10BrNO2/c15-14-6-5-13(7-11(14)9-17)18-12-3-1-10(8-16)2-4-12/h1-7,17H,9H2

InChIKey

DAMOSKSUIVLOJT-UHFFFAOYSA-N

SMILES

C(#N)C1=CC=C(OC2=CC=C(Br)C(CO)=C2)C=C1

4-(4-broMo-3-(hydroxyMethyl)phenoxy)benzonitrile Usage And Synthesis

Uses

4-(4-Bromo-3-(hydroxymethyl)phenoxy)benzonitrile is a useful research chemical.

Chemical Properties

Class white powder

Synthesis

The general procedure for the synthesis of 4-(4-bromo-3-(hydroxymethyl)phenoxy)benzonitrile from 4-(4-bromo-3-formylphenoxy)benzonitrile was as follows: 100 g of 4-(4-bromo-3-formylphenoxy)benzonitrile (VI) was dissolved in 500 mL of methanol at 25-30 °C, and subsequently cooled to 10-15 °C. While maintaining 10-15 °C, 6.2 g of sodium borohydride was slowly added for 60-90 min. After the addition was completed, the temperature of the reaction system was slowly increased to 15-20°C. Upon completion of the reaction, 1000 mL of water was added to the reaction mixture and stirred at 25-30 °C for 1 hour. The resulting solid product was collected by vacuum filtration, washed with water and dried under vacuum at not more than 55 °C to obtain 4-(4-bromo-3-(hydroxymethyl)phenoxy)benzonitrile (V). Yield: 99.0%; purity: 99.02%.

References

[1] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 8, p. 2129 - 2132
[2] Patent: WO2018/207216, 2018, A1. Location in patent: Page/Page column 10
[3] Patent: CN108659024, 2018, A. Location in patent: Paragraph 0038-0039
[4] Patent: WO2018/115362, 2018, A1. Location in patent: Paragraph 0121
[5] Patent: US2007/293457, 2007, A1. Location in patent: Page/Page column 39-40

4-(4-broMo-3-(hydroxyMethyl)phenoxy)benzonitrile(906673-45-8)Related Product Information

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