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Merck
CN

297976

Sigma-Aldrich

Tributylborane solution

1.0 M in diethyl ether

Synonym(s):

TBB, Tributylboron

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About This Item

Linear Formula:
[CH3(CH2)3]3B
CAS Number:
122-56-5
Molecular Weight:
182.15
MDL number:
MFCD00009423
UNSPSC Code:
12352001
PubChem Substance ID:
24857950
NACRES:
NA.22

Key Documents

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reaction suitability

reagent type: reductant

concentration

1.0 M in diethyl ether

density

0.719 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 Statements

H225,H250,H302,H314,H336

Hazard Classifications

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

Target Organs

Central nervous system

Supplementary Hazards

EUH019

Storage Class Code

4.2 - Pyrophoric and self-heating hazardous materials

WGK

WGK 1

Flash Point(F)

-40.0 °F - closed cup

Flash Point(C)

-40 °C - closed cup

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
SHBH8867
60096DJ
11622LR
09321EO
00128BB

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R M Carvalho et al.
Journal of dental research, 82(8), 597-601 (2003-07-30)
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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.
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.
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
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