Benzolboronsäure

Bezeichnung:Benzolboronsäure

CAS-Nr98-80-6

Englisch Name:Phenylboronic acid

CBNumberCB5323625

SummenformelC6H7BO2

Molgewicht121.93

MOL-Datei98-80-6.mol

Synonyma

Dihydroxy(phenyl)boran

Benzolboronsäure

Benzolboronsäure physikalisch-chemischer Eigenschaften

Schmelzpunkt	216-219 °C(lit.)
Siedepunkt	265.9±23.0 °C(Predicted)
Dichte	1.13±0.1 g/cm3(Predicted)
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
Löslichkeit	Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
Aggregatzustand	Crystalline Powder
pka	8.83(at 25℃)
Farbe	White to off-white
Wasserlöslichkeit	10 g/L (20 ºC)
Sensitive	Hygroscopic
Merck	14,1068
BRN	970972
Stabilität	Hygroscopic
InChIKey	HXITXNWTGFUOAU-UHFFFAOYSA-N
CAS Datenbank	98-80-6(CAS DataBase Reference)
EPA chemische Informationen	Boronic acid, phenyl- (98-80-6)

Sicherheit

Kennzeichnung gefährlicher	Xn,Xi,N
R-Sätze:	22-36/37/38-20/21/22
S-Sätze:	22-24/25-36/37/39-26-36
WGK Germany	3
RTECS-Nr.	CY8575000
Hazard Note	Harmful
TSCA	Yes
HazardClass	IRRITANT, MOISTURE SENSITIVE
HS Code	29310095
Toxizität	LD50 orl-rat: 740 mg/kg 14KTAK -,693,64

Gefahreninformationscode (GHS)

Phenylboronic acid Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
S-Sätze Betriebsanweisung:
S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Chemische Eigenschaften
white to light yellow crystal powder. Insoluble in water and benzene, easily soluble in ether and methanol. When exposed to air or under heating conditions, it is easy to dehydrate and form a three-molecular polymer.
Verwenden
Phenylboronic Acid is a compound used in organic synthesis of various pharmaceutical goods.
Phenylboronic acid (PBA) and its derivatives can bind sugars and other diol compounds to form cyclic boronate esters. These esters bear negative charges. Due to this reaction, sugars can be detected by means of electrochemical and optical techniques.
PBA modified electrodes have been constructed as reagentless electrochemical sensors. There, PBA is absorbed on the electrode surface either as a self- assembled monolayer film ore a polymer thin film. Basically, for optical detection techniques for the detection of sugars, PBA is modified with a chromophore that should change its properties on reaction with a sugar.

Reaction of Phenylboronic acid with a sugar
Charakteristisch
Phenylboronic acid and its derivatives form complexes with polyol compounds such as saccharides and poly(vinyl alcohol) (PVA). Glucose-sensitive hydrogels can be prepared by using phenylhoronic acid as a ligand for target glucose. For example. a copolymer with phenylboronic acid moieties was synthesized by copolymerization of 4V-vinyl-2-pyrrolidone (NVP) and 3-(acryl- amide)phcnylhoronic acid (PBA). The complexes between the NVP-PBA copolymer and PVA enable us to construct glucose-sensitive insulin release systems because the complexes dissociated in response to the glucose concentration.
This phenylboronic acid is soluble in water and the coupling reaction can even be carried out in water. It is compatible with many organic substituents such as esters, ketones, alcohols, etc. which would prohibit the use of Grignard reagents in coupling reactions.
Definition
ChEBI: Phenylboronic acid is a member of boronic acids. It is functionally related to a boronic acid.
Synthesis Reference(s)
Organic Syntheses, Coll. Vol. 4, p. 68, 1963
The Journal of Organic Chemistry, 49, p. 5237, 1984 DOI: 10.1021/jo00200a045
Allgemeine Beschreibung
Phenylboronic acid (PBA) is an organoboronic acid. It behaves as a molecular receptor that can attach to compounds containing cis-diol group. Microwave-assisted Suzuki coupling of aryl chlorides with phenylboronic acid in the presence of Pd/C (catalyst) and water (solvent) has been described. Palladium-catalyzed cross-coupling reaction of phenylboronicacid with haloarenes to afford biaryls has been reported.
Sicherheitsprofil
Poison by intravenous andintraperitoneal routes. Moderately toxic by ingestion.Mildly toxic by skin contact. When heated to decomposition it emitsacrid smoke and irritating fumes.

Phenylboronic acid Upstream-Materialien And Downstream Produkte

Benzolboronsäure Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

98-80-6, Phenylboronic acid Verwandte Suche:

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