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Sigma-Aldrich

Boron triiodide

95%

Synonym(s):

Boron iodide (BI3), Triiodoborane

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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

Quality Level

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.

Pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis and growth mechanism of BCN nanowires
Yin Y and Chen Y
Materials Letters, 65(15-16), 2476-2478 (2011)
Daniel Franz et al.
Dalton transactions (Cambridge, England : 2003), 43(11), 4451-4461 (2013-12-18)
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
Susumu Oda et al.
Organic letters, 22(2), 700-704 (2020-01-08)
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
Boron triiodide
Ronald R and Karatholuvhu MS
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2009)
Multiple Electrophilic C-H Borylation of Arenes Using Boron Triiodide
Oda S, et al.
Organic Letters, 22(2), 700-704 (2020)

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