2-Tolylboronic acid

Bezeichnung:2-Tolylboronic acid

CAS-Nr16419-60-6

Englisch Name:2-Tolylboronic acid

CBNumberCB5186691

SummenformelC7H9BO2

Molgewicht135.96

MOL-Datei16419-60-6.mol

2-Tolylboronic acid physikalisch-chemischer Eigenschaften

Schmelzpunkt	162-164 °C(lit.)
Siedepunkt	283.4±33.0 °C(Predicted)
Dichte	1.10±0.1 g/cm3(Predicted)
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
Löslichkeit	Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
pka	8.61±0.58(Predicted)
Aggregatzustand	Crystalline Powder
Farbe	Beige
Wasserlöslichkeit	Slightly soluble in water.
BRN	2935796
InChI	InChI=1S/C7H9BO2/c1-6-4-2-3-5-7(6)8(9)10/h2-5,9-10H,1H3
InChIKey	NSJVYHOPHZMZPN-UHFFFAOYSA-N
SMILES	B(C1=CC=CC=C1C)(O)O
CAS Datenbank	16419-60-6(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-36-37/39
WGK Germany	3
RTECS-Nr.	ED7777777
HazardClass	IRRITANT
HS Code	29163990

Gefahreninformationscode (GHS)

2-Tolylboronic acid 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.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
Physikalische Eigenschaften
beige crystalline powder
Verwenden
2-Methylbenzeneboronic acid is a reagent used for Pd-catalyzed arylation using Suzuki-Miyaura cross-coupling in water, Ruthenium catalyzed direct arylation reactions, Ligand-free copper-catalyzed coupling reactions, Rhodium-catalyzed asymmetric 1,4-addition reactions. Reagent used in Preparation of chiral monophosphorus ligands in asymmetric Suzuki-Miyaura coupling reaction, Human farnesyl pyrophosphate synthase inhibitors as antitumor agents for multiple myeloma cells
Verwenden
suzuki reaction
Synthese
Triphenylphosphene (0.131 g, 0.5 mmol, 20 mol %), p-iodoanisol (0.585 g, 2.5 mmol), and triethylamine (1.78 mL, 12.5 mmol) were added to a 50 mL round-bottomed flask equipped with a sidearm, condenser, and stir bar. This solution was then degassed by alternating vacuum and argon three times. Palladium dichloride (0.023 g, 0.13 mmol, 5 mol %) was then added under positive argon pressure. After stirring at room temperature for 15 min, diisopropylaminoborane (5 mL, 1 M solution in THF, 5 mmol) was added and the reaction mixture was degassed again by alternating vacuum and argon three times. The reaction solution was then heated to reflux. After 12 h of reflux the reaction was cooled to 0 °C and 6 mL of methanol was added through the condenser slowly (Caution: exothermic reaction with evolution of hydrogen). After 15 min of stirring all the solvent was removed under reduced pressure to yield a black solid. This solid was dissolved with sodium hydroxide (3 M, 8 mL) and subsequently washed with hexanes (3×10 mL). The aqueous layer was then cooled to 0 °C (ice bath) and acidified to pH ≤1 with concentrated HCl, with the boronic acid usually precipitating out as a white solid. The aqueous fraction was then extracted with diethyl ether (3×10 mL). The organic fractions were combined, dried with magnesium sulfate and filtered. The solvent was then removed under reduced pressure yielding a white solid named 2-Tolylboronic acid.

2-Tolylboronic acid Upstream-Materialien And Downstream Produkte

2-Tolylboronic acid Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

16419-60-6, 2-Tolylboronic acid Verwandte Suche:

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