4-PHENOXYPHENYLBORONIC ACID

Bezeichnung:4-PHENOXYPHENYLBORONIC ACID

CAS-Nr51067-38-0

Englisch Name:4-PHENOXYPHENYLBORONIC ACID

CBNumberCB9278200

SummenformelC12H11BO3

Molgewicht214.02

MOL-Datei51067-38-0.mol

4-PHENOXYPHENYLBORONIC ACID physikalisch-chemischer Eigenschaften

Schmelzpunkt	141-145 °C(lit.)
Siedepunkt	377.0±44.0 °C(Predicted)
Dichte	1.23±0.1 g/cm3(Predicted)
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
Löslichkeit	soluble in Methanol
pka	8.76±0.10(Predicted)
Aggregatzustand	Crystalline Powder
Farbe	White to beige
InChI	InChI=1S/C12H11BO3/c14-13(15)10-6-8-12(9-7-10)16-11-4-2-1-3-5-11/h1-9,14-15H
InChIKey	KFXUHRXGLWUOJT-UHFFFAOYSA-N
SMILES	B(C1=CC=C(OC2=CC=CC=C2)C=C1)(O)O
CAS Datenbank	51067-38-0(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	37/39-26
WGK Germany	3
HazardClass	IRRITANT
HS Code	29319090

Gefahreninformationscode (GHS)

4-PHENOXYPHENYLBORONIC ACID Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
Chemische Eigenschaften
white to off-white powder and chunk
Verwenden
4-Phenoxyphenylboronic acid can be used as a reactant:
- In the Suzuki-Miyaura coupling reaction to synthesize aryl derivatives via C-C bond formation by reacting with different aryl halides over a palladium catalyst.
- To prepare 1-phenoxy-4-(trifluoromethyl)benzene via oxidative trifluoromethylation using Chan-Lam-type reaction conditions.
- To synthesize evobrutinib, a potent Bruton′s tyrosine kinase (BTK) inhibitor.
Verwenden
4-Phenoxybenzeneboronic Acid is an intermediate used to prepare biphenyl derivatives of nitotrifluoromethoxybenzyloxydihydroimidazooxazines with antitubercular activity. It is also used in the synthesis of pyrrolo pyrimidines as potent inhibitors of Lck kinase.
Verwenden
suzuki reaction
Synthese
4-Bromodiphenyl ether (100 g, 0.402 mol)Was dissolved in anhydrous THF (800 mL)Under nitrogen protection,Cooled to -78 ° C,N-butyllithium (n-BuLi) (177 mL, 0.442 mol)The temperature is kept below -65 ° C,After stirring for 1 h,Continue to maintain the temperature -60 ,Triisopropyl borate (90 g, 0.482 mol) was added dropwise,Slowly rose to 0 ° C, stir for 3 h.Water (300 mL) was added under ice bath overnight. The reaction solution was concentrated to remove the organic phase,With 12N concentrated hydrochloric acid pH adjusted to 1 ~ 2,Precipitation of solids,Filtration and drying gave 4-phenoxyphenylboronic acid (77 g, yield 90%).

4-PHENOXYPHENYLBORONIC ACID Upstream-Materialien And Downstream Produkte

4-PHENOXYPHENYLBORONIC ACID Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

51067-38-0, 4-PHENOXYPHENYLBORONIC ACID Verwandte Suche:

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