4-Hydroxyphthalonitrile Chemical Properties

Melting point:

~218 °C

Boiling point:

394.6±37.0 °C(Predicted)

Density 

1.34±0.1 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

soluble in Methanol

form 

powder to crystal

pka

6.45±0.18(Predicted)

color 

White to Gray to Brown

BRN 

2718847

InChIKey

FTVOPKROFUTOKY-UHFFFAOYSA-N

CAS DataBase Reference

30757-50-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

HS Code 

2926907090

MSDS

• Language:English Provider:SigmaAldrich

4-Hydroxyphthalonitrile Usage And Synthesis

Chemical Properties

Colorless transparent liquid

Synthesis Reference(s)

Synthetic Communications, 19, p. 3231, 1989 DOI: 10.1080/00397918908052723

Synthesis

The general procedure for the synthesis of 3,4-dicyanophenol from 4-nitrophthalonitrile was as follows: 1) 103.9 g (600 mmol) of 4-nitrophthalonitrile and 800 mL of dimethyl sulfoxide (DMSO) were added to a three-necked flask equipped with a stirrer. After the solid was completely dissolved, 91.0 g (660 mmol) of potassium carbonate and 46.0 g (660 mmol) of sodium nitrite were added sequentially. The reaction mixture was heated to 160 °C and kept at reflux for 5 hours. Upon completion of the reaction, the mixture was cooled to room temperature and subsequently poured into a large amount of water to precipitate the product. The yellow solid was collected by filtration and dried under vacuum at 110 °C to give 73.3 g of 4-hydroxyphthalonitrile in 85% yield.

References

[1] RSC Advances, 2015, vol. 5, # 96, p. 79207 - 79215
[2] Patent: CN104910113, 2017, B. Location in patent: Paragraph 0041-0042; 0045-0046
[3] Synthetic Communications, 1989, vol. 19, # 18, p. 3231 - 3240
[4] Russian Journal of General Chemistry, 2011, vol. 81, # 4, p. 768 - 772

4-Hydroxyphthalonitrile(30757-50-7)Related Product Information

• Xylenol
• 4-Cyanophenol
• 3,4-Dimethylphenol
• 4,5-Dihydroxy-1,2-benzenedicarbonitrile
• 2,5-DINITROPHENOL
• 4-N-PENTYLOXYPHTHALONITRILE
• 4-N-BUTOXYPHTHALONITRILE
• 1,2-BENZENEDICARBONITRILE, 4-(2,2,3,3-TETRAFLUOROPROPOXY)
• 4-PHENOXYPHTHALONITRILE
• 4-N-HEXYLOXYPHTHALONITRILE
• 4,5-DIOCTYLOXY-1,2-BENZENEDICARBONITRILE
• 4-(2',6'-DIMETHYLPHENOXY)PHTHALONITRILE
• 4-N-PROPOXYPHTHALONITRILE
• 1,2-BENZENEDICARBONITRILE, 4-[(2,2,3,3,4,4,5,5-OCTAFLUOROPENTYL)OXY]
• 4-METHOXYPHTHALONITRILE
• 4-N-DODECYLOXYPHTHALONITRILE
• 4-(4-ALPHA-CUMYLPHENOXY)PHTHALONITRILE
• 1,2-BENZENEDICARBONITRILE, 4,5-BIS(PHENYLMETHOXY)-