2,4-Dihydroxybenzonitrile

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2,4-Dihydroxybenzonitrile manufacturers

2,4-Dihydroxybenzonitrile Basic information
Product Name:2,4-Dihydroxybenzonitrile
Synonyms:2,4-DIHYDROXYBENZONI;Benzonitrile, 2,4-dihydroxy-;2,4-Dihydroxybenzonitrile
CAS:64419-24-5
MF:C7H5NO2
MW:135.12
EINECS:264-886-2
Product Categories:
Mol File:64419-24-5.mol
2,4-Dihydroxybenzonitrile Structure
2,4-Dihydroxybenzonitrile Chemical Properties
Melting point 179 °C
Boiling point 339.4±12.0 °C(Predicted)
density 1.42±0.1 g/cm3(Predicted)
storage temp. Inert atmosphere,Room Temperature
form powder
pka6.95±0.10(Predicted)
color Yellow
InChIInChI=1S/C7H5NO2/c8-4-5-1-2-6(9)3-7(5)10/h1-3,9-10H
InChIKeyJFZAJWBGISKERI-UHFFFAOYSA-N
SMILESC(#N)C1=CC=C(O)C=C1O
Safety Information
HS Code 2926907090
MSDS Information
2,4-Dihydroxybenzonitrile Usage And Synthesis
Chemical PropertiesWhite to light yellow solid
Synthesis
2,4-DIHYDROXYBENZALDEHYDE OXIME

5399-68-8

2,4-DIHYDROXYBENZONITRILE

64419-24-5

The general procedure for the synthesis of 2,4-dihydroxybenzonitrile from 2,4-dihydroxybenzaldehyde oxime was as follows: n-C4F9SO2F (20.0 mmol, 2.0 eq.) was slowly added dropwise using a syringe to a solution of n-C4F9SO2F (20.0 mmol, 2.0 eq.) containing substrate 2,4-dihydroxybenzaldehyde oxime (10.0 mmol) and 1,8-diazabicyclo[5.4.0]undec-7-ene ( DBU, 50.0 mmol, 5.0 equiv) in a solution of dichloromethane (CH2Cl2, 20 mL). The reaction mixture was stirred at the same temperature for 10 min. Subsequently, the volatile components were removed by distillation under reduced pressure to obtain the crude product. The crude product was purified by silica gel column chromatography with the eluent being a solvent mixture of petroleum ether and ethyl acetate, resulting in the target product 2,4-dihydroxybenzonitrile in 95% yield.

References[1] Synthetic Communications, 2013, vol. 43, # 13, p. 1778 - 1786
[2] Chinese Chemical Letters, 2016, vol. 27, # 1, p. 96 - 98
[3] Journal of the American Chemical Society, 1995, vol. 117, # 32, p. 8312 - 8321
[4] Soft Matter, 2011, vol. 7, # 18, p. 8266 - 8280
[5] Advanced Functional Materials, 2014, vol. 24, # 12, p. 1703 - 1717
2,4-Dihydroxybenzonitrile Preparation Products And Raw materials
Raw materials2,4-Dihydroxybenzaldehyde-->2,4-Diacetoxybenzonitrile-->2,3-Dihydroxybenzaldehyde-->2,4-Dihydroxybenzaldehyde oxime-->DBU-->Nonafluorobutanesulfonyl fluoride-->Dichloromethane
Preparation ProductsDeferitrin
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