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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

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

signalword

Danger

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

supp_hazards

EUH019

Storage Class

4.2 - Pyrophoric and self-heating hazardous materials

wgk_germany

WGK 1

flash_point_f

-40.0 °F - closed cup

flash_point_c

-40 °C - closed cup

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Certificates of Analysis (COA)

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

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