4-Formylphenylboronic acid

Bezeichnung:4-Formylphenylboronic acid

CAS-Nr87199-17-5

Englisch Name:4-Formylphenylboronic acid

CBNumberCB1491072

SummenformelC7H7BO3

Molgewicht149.94

MOL-Datei87199-17-5.mol

4-Formylphenylboronic acid physikalisch-chemischer Eigenschaften

Schmelzpunkt	237-242 °C (lit.)
Siedepunkt	347.6±44.0 °C(Predicted)
Dichte	1.24±0.1 g/cm3(Predicted)
Dampfdruck	0Pa at 25℃
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
Löslichkeit	<10g/l
Aggregatzustand	Liquid
pka	7.34±0.10(Predicted)
Farbe	Clear colorless to yellow-orange
PH	5.5 (1g/l, H2O, 20℃)
Wasserlöslichkeit	Slightly Soluble in water.
Sensitive	Air Sensitive
BRN	3030770
InChIKey	VXWBQOJISHAKKM-UHFFFAOYSA-N
LogP	1.36 at 20℃
CAS Datenbank	87199-17-5(CAS DataBase Reference)
EPA chemische Informationen	Boronic acid, (4-formylphenyl)- (87199-17-5)

Sicherheit

Kennzeichnung gefährlicher	C,Xi
R-Sätze:	34-36/37/38
S-Sätze:	22-26-36/37/39-45-37/39-36
RIDADR	UN 1759 8/PG 3
WGK Germany	3
F	10
Hazard Note	Irritant
TSCA	T
HazardClass	IRRITANT, AIR SENSITIVE
HS Code	29163990

Gefahreninformationscode (GHS)

4-Formylphenylboronic acid Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R34:Verursacht Verätzungen.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S22:Staub nicht einatmen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Chemische Eigenschaften
white to light yellow crystal powder
Verwenden
4-Formylphenylboronic acid is a substrate for Suzuki cross-coupling reactions and it can be used as a reagent for:
- Palladium-catalyzed Suzuki-Miyaura cross-coupling in water.
- Copper-mediated ligandless aerobic fluoroalkylation of arylboronic acids with fluoroalkyl iodides.
- Ligand-free copper-catalyzed coupling of nitro arenes with arylboronic acids.
- Triethylamine-catalyzed three-component Hantzsch condensations.
- Copper-catalyzed nitrations.
- Oxidative mono-cleavage of dialkenes catalyzed by Trametes hirsuta.
- Palladacycle-catalyzed cross-coupling of arylboronic acids with carboxylic anhydrides or acyl chlorides.
- Palladium-catalyzed aerobic oxidative cross-coupling reactions.
- The synthesis of sensitizers with dithiafulvenyl unit as electron donor for high-efficiency dye-sensitized solar cells.
- The synthesis of a novel protein synthesis inhibitor active against Gram-positive bacteria.
- The Suzuki aryl-aryl coupling of the upper rim of hexahomotrioxacalix[3]arene.
- A rhodium-catalyzed cyclization, converting 1,5-enynes to cyclopentenes and spiro-cyclopentenes.
Verwenden
4-Formylbenzeneboronic acid acts as a reagent used for Palladium-catalyzed arylation Suzuki-Miyaura cross-coupling in water, copper-mediated ligandless aerobic fluoroalkylation of arylboronic acids with fluoroalkyl iodides, ligand-free copper-catalyzed coupling of nitro arenes with arylboronic acids, triethylamine-catalyzed three-component Hantzsch condensations, copper-catalyzed nitrations, oxidative mono-cleavage of dialkenes catalyzed by Trametes hirsuta, palladacycle-catalyzed cross-coupling of arylboronic acids with carboxylic anhydrides or acyl chlorides, palladium-catalyzed aerobic oxidative cross-coupling reactions. It acts as a reagent used in preparation of sensitizers with dithiafulvenyl unit as electron donor for high-efficiency dye-sensitized solar cells, a novel protein synthesis inhibitor active against Gram-positive bacteria.
Verwenden
suzuki reaction
Flammability and Explosibility
Not classified
Synthese
Potassium phenyltrifluoroborate (184 mg, 1.00 mmol) was added to a solution of iron trichloride (185 mg, 1.10 mmol) in 3 mL of 1:1 THF/water. The mixture was stirred at room temperature for 30 min. The reaction mixture was then passed through a short column containing neutral absorption alumina. The alumina was then washed with a mixture of ethyl acetate/hexanes (2:1) to obtain 4-Formylphenylboronic acid (105 mg, 86%). [The boronic acid products can also be isolated by simple extraction techniques.]

4-Formylphenylboronic acid Upstream-Materialien And Downstream Produkte

4-Formylphenylboronic acid Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

87199-17-5, 4-Formylphenylboronic acid Verwandte Suche:

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