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Key Documents

178969

Sigma-Aldrich

Tri-sec-butylborane solution

1.0 M in THF

Synonym(s):

Tris(1-methylpropyl)borane

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About This Item

Linear Formula:
[C2H5CH(CH3)]3B
CAS Number:
Molecular Weight:
182.15
MDL number:
UNSPSC Code:
12352001
PubChem Substance ID:
NACRES:
NA.22

Quality Level

reaction suitability

reagent type: reductant

concentration

1.0 M in THF

density

0.799 g/mL at 25 °C

SMILES string

CCC(C)B(C(C)CC)C(C)CC

InChI

1S/C12H27B/c1-7-10(4)13(11(5)8-2)12(6)9-3/h10-12H,7-9H2,1-6H3

InChI key

YUPAWYWJNZDARM-UHFFFAOYSA-N

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Application

Catalyst for:
  • Allylic alkylations for synthesis of unsaturated aldehydes and alcohols
  • Cis-addition of carbon-hydrogen bonds of pyrroles and thiophenes to alkynes
  • Borane-induced radical reduction of alkenyl and alkynyliodanes
  • Initiating polymerization for synthesis of polymethylenes and ethylene-propylene
  • Asymmetric synthesis of vinylglycidols
  • Asymmetric addition of alcohols to vinyl epoxides

Signal Word

Danger

Hazard Statements

Hazard Classifications

Carc. 2 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3

Target Organs

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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