230367

Boron tribromide

≥99.99%

• Synonim(y): Tribromoboron
• Wzór empiryczny (zapis Hilla): BBr₃
• Numer CAS: 10294-33-4
• Masa cząsteczkowa: 250.52
• Numer WE: 233-657-9
• Numer MDL: MFCD00011312
• Kod UNSPSC: 12352101
• Identyfikator substancji w PubChem: 24853799
• NACRES: NA.22

Właściwości

• gęstość pary: 8.6 (vs air)
• ciśnienie pary: 40 mmHg ( 14 °C)
• Próba: ≥99.99%
• Postać: liquid
• tw: ~90 °C (lit.)
• mp: −46 °C (lit.)
• gęstość: 2.60 g/mL at 20 °C (lit.)
• ciąg SMILES: BrB(Br)Br
• InChI: 1S/BBr3/c2-1(3)4
• Klucz InChI: ILAHWRKJUDSMFH-UHFFFAOYSA-N

Opis

Opis ogólny

Boron tribromide (BBr₃) is a strong Lewis acid generally used as a reagent for the deprotection of ethers. Alkyl aryl ethers are cleaved at the alkyl-oxygen bond to give ArOH and alkyl bromides. In a particular case, BBr₃ was used to cleave acetals that could not be deprotected under standard acidic conditions. Similarly, amino acid-protecting groups such as benzyloxycarbonyl and tert-butoxycarbonyl groups can be deprotected by BBr₃. It can also be used to deprotect carbohydrate derivatives and polyoxygenated intermediates in the preparation of deoxyvernolepin, vernolepin, and vernomenin.

Zastosowanie

Reactant for preparation of:

• Drug intermediate 6-nitro-L-DOPA
• Luminescent polystyrene derivatives with sterically protected carbazolylborane moieties
• High-quality boron-doped graphene via Wurtz-type reductive coupling reaction
• Mercapto-(+)-methamphetamine haptens for synthesis of (+)-methamphetamine conjugate vaccines with improved epitope densities
• Micrometer-sized organic molecule-DNA hybrid structures
• Borane complexes via electrophilic aromatic borylation reactions
• A 5-HT2C receptor agonist
• Biphenyl-derivatives possessing tertiary amino groups as β-secretase(BACE1) inhibitors for the treatment of Alzheimer′s disease
• A highly near-IR region fluorescent p-extended boron aza-dipyrromethene moiety unit
• Tetrahydroisoquinoline derivatives via intramolecular cyclization of methoxy-substituted N-phenethylimides

With alkynes forms 2-alkenyldibromoboranes, which show reversed regiochemistry in Diels-Alder reactions as compared to BBN. Intermediates generated from 1-alkynes couple to alkyl halides providing trisubstituted alkenes. Reacts with chiral sulfonamides to provide precursors of chiral glycidol esters, acetate diols, β-hydroxy esters, and amino acid esters. Useful for the synthesis of precursors to group 13-15 semiconductor materials.

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Informacja o środkach bezpieczeństwa

• Piktogramy: GHS06,GHS05
• Hasło ostrzegawcze: Danger
• Zwroty wskazujące rodzaj zagrożenia: H300 + H330,H314
• Zwroty wskazujące środki ostrożności: P260 - P271 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Klasyfikacja zagrożeń: Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Eye Dam. 1 - Skin Corr. 1A
• Kod klasy składowania: 6.1B - Non-combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• Klasa zagrożenia wodnego (WGK): WGK 3
• Środki ochrony indywidualnej: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter