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Merck
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Documenti fondamentali

901267

Sigma-Aldrich

Hexamethylborazine

≥95%

Sinonimo/i:

1,2,3,4,5,6-Hexamethyl-1,3,5,2,4,6-triazatriborinane

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About This Item

Formula empirica (notazione di Hill):
C6H18B3N3
Numero CAS:
877-07-6
Peso molecolare:
164.66
Numero MDL:
MFCD00161355
Codice UNSPSC:
12161600
NACRES:
NA.22

Livello qualitativo

100

Saggio

≥95%

Stato

powder or crystals

Impiego in reazioni chimiche

core: boron
reagent type: catalyst

Punto di fusione

99 °C

Temperatura di conservazione

−20°C

Stringa SMILE

B1(N(B(N(B(N1C)C)C)C)C)C

InChI

1S/C6H18B3N3/c1-7-10(4)8(2)12(6)9(3)11(7)5/h1-6H3
LCHQMXUQYONIOI-UHFFFAOYSA-N

Applicazioni

Hexamethylborazine has been developed by the Szymczak lab for the delivery of alkyl and hydride nucleophiles in addition to being a key component in the synthesis of recyclable trifluoromethylation reagents.

Altre note

Recyclable Trifluoromethylation Reagents from Fluoroform

Manganese-mediated hydride delivery to a borazine by stepwise reduction and protonation

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

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Certificati d'analisi (COA)

Lot/Batch Number

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Boron nitride powder, ~1 μm, 98%

Sigma-Aldrich

255475

Boron nitride

Hydrogen fluoride pyridine pyridine ~30 %, hydrogen fluoride ~70 %

Sigma-Aldrich

184225

Hydrogen fluoride pyridine

Borane pyridine complex ~8 M BH3

Sigma-Aldrich

179752

Borane pyridine complex

Tyler J Carter et al.
Angewandte Chemie (International ed. in English), 51(52), 13168-13172 (2012-11-20)
Recharging spent BN fuel: {Cr(CO)(3)} mediates the reduction of borazines by hydride and methyl nucleophiles to generate anionic complexes of dearomatized hexamethylborazine. Subsequent quenching leads to the release of a substituted cyclotriborazane, successfully demonstrating the stepwise reduction of a B=N
Borazine?CF3? Adducts for Rapid, Room Temperature, and Broad Scope Trifluoromethylation.
Geri J B, et al.
Angewandte Chemie (Weinheim an der Bergstrasse, Germany), 130(5), 1395-1399 (2018)
Reduction of Borazines Mediated by Low?Valent Chromium Species.
Carter T J, et al.
Angewandte Chemie (International Edition in English), 51(52), 13168-13172 (2012)
Manganese-Mediated Hydride Delivery to a Borazine by Stepwise Reduction and Protonation.
Carter T J, et al.
Organometallics, 33(7), 1540-1543 (2014)
Anna S Lisovenko et al.
Inorganic chemistry, 49(22), 10357-10369 (2010-10-23)
Donor-acceptor complexes of borazine (BZ) and its substituted derivatives with Lewis acids (A = MCl(3), MBr(3); M = B, Al, Ga) and Lewis bases (D = NH(3), Py) have been theoretically studied at the B3LYP/TZVP level of theory. The calculations
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