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Merck
CN

307629

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
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352101
EC Number:
236-857-4
MDL number:
Assay:
95%
Form:
solid
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InChI key

YMEKEHSRPZAOGO-UHFFFAOYSA-N

InChI

1S/BI3/c2-1(3)4

SMILES string

IB(I)I

assay

95%

form

solid

density

3.35 g/mL at 25 °C (lit.)

storage temp.

2-8°C

Quality Level

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


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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
Synthesis and growth mechanism of BCN nanowires
Yin Y and Chen Y
Materials Letters, 65(15-16), 2476-2478 (2011)
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 (2001)
Synthesis, characterization and reactivity of an imidazolin-2-iminato aluminium dihydride
Franz D, et al.
Dalton Transactions, 43(11), 4451-4461 (2014)

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