4-Hydroxyphthalonitrile

Bezeichnung:4-Hydroxyphthalonitrile

CAS-Nr30757-50-7

Englisch Name:4-Hydroxyphthalonitrile

CBNumberCB5354797

SummenformelC8H4N2O

Molgewicht144.13

MOL-Datei30757-50-7.mol

4-Hydroxyphthalonitrile physikalisch-chemischer Eigenschaften

Schmelzpunkt	~218 °C
Siedepunkt	394.6±37.0 °C(Predicted)
Dichte	1.34±0.1 g/cm3(Predicted)
storage temp.	Inert atmosphere,Room Temperature
Löslichkeit	soluble in Methanol
pka	6.45±0.18(Predicted)
Aggregatzustand	powder to crystal
Farbe	White to Gray to Brown
BRN	2718847
InChIKey	FTVOPKROFUTOKY-UHFFFAOYSA-N
CAS Datenbank	30757-50-7(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-36
WGK Germany	3
HS Code	2926907090

Gefahreninformationscode (GHS)

4-Hydroxyphthalonitrile Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Chemische Eigenschaften
Colorless transparent liquid
Synthesis Reference(s)
Synthetic Communications, 19, p. 3231, 1989 DOI: 10.1080/00397918908052723
Synthese

31643-49-9

30757-50-7

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.
Einzelnachweise
[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

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