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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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Daisuke Nakayama et al.
The journal of adhesive dentistry, 12(4), 305-310 (2010-02-17)
The purpose of the current study was to evaluate the effect of acidic primers on the bond strength and durability of an acrylic resin luting agent to zirconia. Disk specimens were fabricated from zirconia partially stabilized with yttrium oxide (Katana
Hiroshi Shimizu et al.
Journal of dentistry, 36(2), 138-142 (2008-01-15)
The shear bond strengths of a barbituric acid derivative-activated autopolymerizing acrylic resin to two magnetic stainless steel alloys using a metal conditioner were investigated. The surfaces of the two magnetic stainless steel alloys were abraded with 600-grit silicon carbide paper.
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.
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

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