Styrylboronic acid

HCID 5702628

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Grundinformationen

CAS: 6783-05-7
Standard-SMILES: OB(O)/C=C/c1ccccc1
InChIKey: VKIJXFIYBAYHOE-VOTSOKGWSA-N
Summenformel: C8H9BO2
Durchschnittliche Molmasse: 147,97 g/mol
Monoisotopische Masse: 148,06955993

Überblick

See also: [(1E)-2-phenylethenyl]boronic acid (annotation moved to).

Namen und Bezeichner

Bevorzugter Name: Styrylboronic acid
IUPAC: [(E)-2-phenylethenyl]boronic acid
Englischer Name: E-Phenylethenylboronic acid
Summenformel: C8H9BO2
Molmasse: 147.97

Namen und Synonyme

styrylboronic acidRefChem:10991146783-05-7E-Phenylethenylboronic acidtrans-2-Phenylvinylboronic acid(E)-Styrylboronic acid[(E)-2-phenylethenyl]boronic acidTrans-Beta-Styreneboronic Acid[(E)-styryl]boronic acid(E)-2-phenylethenylboronic acidMFCD00963621(E)-Phenylethenylboronic acid

Weitere Namen anzeigen

RARECHEM AH PB 0201(E)-Styreneboronic acidPhenylethenylboronicacidTRANS-B-STYRENEBORONIC ACIDtrans-^b-Styrylboronic acidTRANS-β-STYRENEBORONIC ACID

[(E)-2-phenylvinyl]boronic acid(Z/E)-Styrylboronic acidtrans-Phenylvinylboronic acidCHEMBL559289trans-2-phenylvinyl boronic acid(E)-2-PHENYL-ETHENEBORONIC ACIDNCGC00249460-02(2-phenylethenyl)boronic acid

Datenbank-Bezeichner

CAS: 6783-05-7
PubChem CID: 5702628
DTXSID: DTXSID201346540
ChEMBL: CHEMBL559289
Nikkaji: J271.000E、J813.854K

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA): 40,5 Å²
H-Brücken-Donoren: 2
H-Brücken-Akzeptoren: 2
Frei drehbare Bindungen: 2
Schwere Atome: 11
Formalladung: 0
Komplexität: 128

Physikochemische Eigenschaften

Schmelzpunkt: 146 · 146-156 °C(lit.)
Siedepunkt: 315.9 · 315.9±35.0 °C(Predicted)
Dichte: 1.13 · 1.130±0.06 g/cm3(Predicted)
storage temp.: -20 °C · Inert atmosphere,Store in freezer, under -20°C
Aggregatzustand: Powder and/or Chunks
pka: 9.38 · 9.38±0.43(Predicted)
Farbe: Light yellow to beige
InChI: 1S/C8H9BO2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7,10-11H/b7-6+
InChIKey: VKIJXFIYBAYHOE-VOTSOKGWSA-N
SMILES: OB(O)\C=C\c1ccccc1
CAS Datenbank: 6783 · 6783-05-7(CAS DataBase Reference)

Sicherheit und Regulatorisches

Sicherheitsdaten

wgk: 3
hs_code: 29310099
risk_code: 36/37/38
hazard_code: Xi
safety_code: 37/39-26
hazard_class: IRRITANT
Speicherklasse: 11 - Combustible Solids

Chemie und Industrie

Anwendungen · 1 Eintrag

VerwendenE-Phenylethenylboronic acid is a reagent used for• ;Palladium (Pd)-catalyzed Suzuki-Miyaura coupling reactions 1 Rhodium (Rh)-catalyzed intramolecular amination of aryl azides 2 Diastereoselective synthesis via Pd-catalyzed Heck-Suzuki cascade reaction 3 Copper (Cu)-mediated cyanation 4 Rhodium (Rh)-catalyzed asymmetric addition 5 Diastereoselective synthesis via iridium (Ir)-catalyzed addition 6 Palladium (Pd)-catalyzed cascade cyclization 7 Reagent used in Preparation of • ;Optically active unsaturated amino acids by diastereoselective Petasis borono-Mannich reactio