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Key Documents

179906

Sigma-Aldrich

Tributylborane solution

1.0 M in THF

Synonym(s):

TBB, Tributylboron

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About This Item

Linear Formula:
[CH3(CH2)3]3B
CAS Number:
Molecular Weight:
182.15
MDL number:
UNSPSC Code:
12352001
PubChem Substance ID:

form

liquid

reaction suitability

reagent type: reductant

concentration

1.0 M in THF

density

0.834 g/mL at 25 °C

SMILES string

CCCCB(CCCC)CCCC

InChI

1S/C12H27B/c1-4-7-10-13(11-8-5-2)12-9-6-3/h4-12H2,1-3H3

InChI key

CMHHITPYCHHOGT-UHFFFAOYSA-N

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Application

Reactant for:
  • Addition reactions for synthesis of phenyltrialkylborate salts
  • Boron-based multicomponent reactions for generation of substituted aziridines, oxazolidines, and pyrrolidines
  • Suzuki-Miyaura cross coupling of halopurines with trialkylboranes for the synthesis of adenosine A2A receptor antagonists
  • Multicomponent C-alkylation reactions with aromatic aldimines
  • One-pot alkylation-boration and electrophilic substitution

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3

Target Organs

Central nervous system, Respiratory system

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

1.4 °F

Flash Point(C)

-17 °C


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Yohsuke Taira et al.
Journal of dentistry, 36(8), 595-599 (2008-05-24)
The purpose of the present study was to evaluate the effect of five primers (two sulfur, one phosphate, and two sulfur-phosphate dual-function primers) on the bond strength between a self-curing luting agent and gold-copper-silver (Au-Cu-Ag) alloy. The primers used were
Johanna Claustre et al.
Transplantation, 99(2), 444-450 (2014-08-08)
After lung transplantation (LT), immunoglobulin (Ig) G plasma concentrations<6 g/L are common and correlate with an increased risk of chronic lung allograft dysfunction (CLAD) and a poorer survival. We conducted an open substitution intervention with nonspecific intravenous Ig (IVIg), in
R M Carvalho et al.
Journal of dental research, 82(8), 597-601 (2003-07-30)
Re-expansion of dried demineralized dentin is required to optimize resin adhesion. This study tested the hypothesis that bond strengths to dentin depend upon the ability of experimental HEMA(2-hydroxy-ethyl-methacrylate)/solvent primers to re-expand the matrix. Dentin surfaces were acid-etched with 37% phosphoric
Hiroyasu Koizumi et al.
The journal of adhesive dentistry, 12(3), 215-222 (2010-02-17)
The purpose of the current study was to evaluate the effects of thione and phosphate functional monomers on bond strength and durability of a methacrylic resin luting agent joined to silver-palladium based alloy and titanium. Disk specimens of two different
Atsushi Kameyama et al.
Dental materials journal, 22(1), 1-9 (2003-06-07)
The purpose of this study was to compare the tensile bond strengths (TBSs) and failure mode of 4-META/MMA-TBB resin to 60 degrees C-heated and unheated bovine dentin, especially to investigate the influence of ferric chloride contained in citric acid pre-conditioning.

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