2-(Bromomethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

HCID 10955110

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Grundinformationen

CAS: 166330-03-6
Standard-SMILES: CC1(C)OB(CBr)OC1(C)C
InChIKey: KBGMAXNDJAGTDD-UHFFFAOYSA-N
Summenformel: C7H14BBrO2
Durchschnittliche Molmasse: 220,9 g/mol
Monoisotopische Masse: 220,02702219

Namen und Bezeichner

Bevorzugter Name: 2-(Bromomethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
IUPAC: 2-(bromomethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Englischer Name: (Bromomethyl)boronic Acid Pinacol Ester
Summenformel: C7H14BBrO2
Molmasse: 220.9

Namen und Synonyme

166330-03-62-(bromomethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneDTXSID90449681RefChem:253338DTXCID60400502679-528-4(Bromomethyl)boronic Acid Pinacol EsterBromomethylboronic acid pinacol ester1,3,2-Dioxaborolane, 2-(bromomethyl)-4,4,5,5-tetramethyl-C7H14BBrO2MFCD09271779Bromomethylboronic acid, pinacol ester

Weitere Namen anzeigen

90.0%(GC&Bromomethyl)boronic Acid Pinacol Este2-(Bromomethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane >

(Bromomethyl)boronicAcidPinacolEsterAKOS016007637PB41155EN300-67235A50013Z1070087794pinacol (bromomethyl)boronateBCP08431

Datenbank-Bezeichner

CAS: 166330-03-6
PubChem CID: 10955110
DTXSID: DTXSID90449681
UNII: 9K6Q729KUL
EC Number: 679-528-4
Nikkaji: J1.147.016E

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA): 18,5 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 2
Frei drehbare Bindungen: 1
Schwere Atome: 11
Formalladung: 0
Komplexität: 143

Physikochemische Eigenschaften

Siedepunkt: 68 °C · 68 °C / 6mmHg
Dichte: 1.26 · 1.26
Brechungsindex: 1.452 · 1.4520-1.4560
Flammpunkt: 62.8 · 62.8±22.6℃
storage temp.: 2 · Inert atmosphere,2-8°C
Aggregatzustand: clear liquid
Farbe: Colorless to Light orange to Yellow
InChI: InChI=1S/C7H14BBrO2/c1-6(2)7(3,4)11-8(5-9)10-6/h5H2,1-4H3
InChIKey: KBGMAXNDJAGTDD-UHFFFAOYSA-N
SMILES: O1C(C)(C)C(C)(C)OB1CBr
CAS Datenbank: 166330 · 166330-03-6

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H226 (60%): 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, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 5 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesFlam. Liq. 3 (60%)

Sicherheitsdaten

hs_code: 2931900090

Chemie und Industrie

Anwendungen · 1 Eintrag

Beschreibung(Bromomethyl)boronic Acid Pinacol Ester, also known as 2-(Bromomethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (BMTMD), is an organoboron compound extensively researched for its potential applications in organic synthesis and catalysis. It is a versatile reagent, exhibiting a broad range of reactivity suitable for various reactions, including Diels-Alder, Michael, and Wittig reactions. Moreover, BMTMD proves valuable as a catalyst in the synthesis of diverse compounds like heterocycles, amines, polymers (such as polyesters and polyamides), and organometallic compounds (including boronates, boronic esters, and boronic acids). Its ability to react with various functional groups, including carbonyl and carboxyl, facilitates nucleophilic addition and substitution mechanisms. Additionally, BMTMD can interact with amines, alcohols, and sulfonates, where nucleophilic addition and substitution mechanisms are involved depending on the functional group.