307629
Boron triiodide
95%
Synonym(s):
Boron iodide (BI3), Triiodoborane
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All Photos(2)
About This Item
Empirical Formula (Hill Notation):
BI3
CAS Number:
Molecular Weight:
391.52
EC Number:
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22
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Assay
95%
form
solid
density
3.35 g/mL at 25 °C (lit.)
storage temp.
2-8°C
SMILES string
IB(I)I
InChI
1S/BI3/c2-1(3)4
InChI key
YMEKEHSRPZAOGO-UHFFFAOYSA-N
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General description
Boron triiodide is a strong Lewis acid. It can be prepared by treating iodine (I2) with potassium borohydride (KBH4) in heptane.
Application
Boron triiodide can be used as a reagent to cleave C-O bonds in ethers, esters, and alcohols. It can also be used to cleave silanes and halides. Boron triiodide converts alcohols to alkyl iodides; sulfonyl and sulfinyl to disulfides. Borylation of triarylamines can be achievd using this reagent.
It can also be used to prepare imidazole based imino aluminum dihalide metal complexes and boron carbonitride (BCN) nanowires.
It can also be used to prepare imidazole based imino aluminum dihalide metal complexes and boron carbonitride (BCN) nanowires.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Skin Corr. 1B
Storage Class Code
8A - Combustible corrosive hazardous materials
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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The reaction of bis(2,6-diisopropylphenyl)imidazolin-2-imine (LH, 1) with Me3N·AlH3 furnishes {μ-LAlH2}2 (2). The marked tendency of 2 to release its hydride substituents is ascribed to the strong electron-donor character of the imidazolin-2-iminato ligand. This is supported by its reactivity study and
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Electrophilic C-H borylation of arenes using boron triiodide has been developed. This reaction proceeded smoothly in the absence of additives, and the diiodoboryl group was installed at the most sterically accessible carbon, where the HOMO is localized to a certain
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Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)
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