4,4,5,5-Tetramethyl-2-(prop-2-en-1-yl)-1,3,2-dioxaborolane

HCID 2763171

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Grundinformationen

CAS: 72824-04-5
Standard-SMILES: C=CCB1OC(C)(C)C(C)(C)O1
InChIKey: YMHIEPNFCBNQQU-UHFFFAOYSA-N
Summenformel: C9H17BO2
Durchschnittliche Molmasse: 168,04 g/mol
Monoisotopische Masse: 168,13216018

Namen und Bezeichner

Bevorzugter Name: 4,4,5,5-Tetramethyl-2-(prop-2-en-1-yl)-1,3,2-dioxaborolane
IUPAC: 4,4,5,5-tetramethyl-2-prop-2-enyl-1,3,2-dioxaborolane
Englischer Name: Allylboronic acid pinacol ester
Summenformel: C9H17BO2
Molmasse: 168.04

Namen und Synonyme

4,4,5,5-tetramethyl-2-(prop-2-en-1-yl)-1,3,2-dioxaborolaneRefChem:507166672-877-3Allylboronic acid pinacol ester72824-04-52-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneAllylboronic acid, pinacol cyclic esterMFCD000133474,4,5,5-tetramethyl-2-prop-2-enyl-1,3,2-dioxaborolaneallyl boronic acid pinacol esterAllylboronic acid, pinacol esterPINACOLYL 2-PROPENYLBORONATE

Weitere Namen anzeigen

AKOS BRN-1082PINACOL ALLYLBORONATEAllyl pinacol boronateAllylboronic acid pinacolateAllylboronic acid picol esterAllyl boronic acid pinal ester

2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (stabilized with Phenothiazine)4,4,5,5-TETRAMETHYL-2-(2-PROPEN-1-YL)-1,3,2-DIOXABOROLANE1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-(2-propenyl)-allylboronic acid pinacolesterSCHEMBL838241allyl-boronic acid pinacol esterDTXSID70376784YMHIEPNFCBNQQU-UHFFFAOYSA-N

Datenbank-Bezeichner

CAS: 72824-04-5
PubChem CID: 2763171
DTXSID: DTXSID70376784
EC Number: 672-877-3
Nikkaji: J306.393C

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA): 18,5 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 2
Frei drehbare Bindungen: 2
Schwere Atome: 12
Formalladung: 0
Komplexität: 171

Physikochemische Eigenschaften

Siedepunkt: 50 · 50-53 °C/5 mmHg (lit.)
Dichte: 0.896 g/mL · 0.896 g/mL at 25 °C (lit.)
Brechungsindex: 20 · n20/D 1.4268(lit.)
Flammpunkt: 115 °F · 115 °F
storage temp.: 2 · 2-8°C
Löslichkeit: Chloroform, Methanol (Slightly)
Aggregatzustand: Liquid
Farbe: Clear colorless
Wasserlöslichkeit: Not miscible or difficult to mix in water.
BRN: 4244068 · 4244068
InChI: InChI=1S/C9H17BO2/c1-6-7-10-11-8(2,3)9(4,5)12-10/h6H,1,7H2,2-5H3
InChIKey: YMHIEPNFCBNQQU-UHFFFAOYSA-N
SMILES: O1C(C)(C)C(C)(C)OB1CC=C
CAS Datenbank: 72824 · 72824-04-5(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H226 (98.3%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 58 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesFlam. Liq. 3 (98.3%)

Sicherheitsdaten

wgk: 3
ridadr: UN 1993 3/PG 3
hs_code: 29310095
risk_code: 10-36/37/38
hazard_code: Xi
hazard_note: Irritant
safety_code: 26-36
hazard_class: 3
packing_group: III
Speicherklasse: 3 - Flammable liquids
Hazard Classifications: Flam. Liq. 3

Chemie und Industrie

Anwendungen · 1 Eintrag

VerwendenAllylboronic acid pinacol ester can act as reagent used for Palladium-catalyzed Suzuki-Miyaura cross-coupling reactions and olefin metathesis; Intermolecular radical additions; Allylboration of aldehydes catalyzed by chiral spirobiindane diol (SPINOL) based phosphoric acids and Cobalt-catalyzed regioselective hydrovinylation of dienes with alkenes ; Nucleic acid-templated energy transfer leading to a photorelease reaction .