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307629

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:
13517-10-7
Molecular Weight:
391.52
EC Number:
236-857-4
MDL number:
MFCD00036286
UNSPSC Code:
12352101
PubChem Substance ID:
24858610
NACRES:
NA.22

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
GHS05

Signal Word

Danger

Hazard Statements

H314

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PRTR

Class I Designated Chemical Substances

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

307629-5G:4548173987743
307629-25G:4548173987736
307629-VAR:
307629-BULK:
307629-1G:

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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Boron Triiodide
Ronald R and Karatholuvhu MS
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)
Multiple Electrophilic C-H Borylation of Arenes Using Boron Triiodide
Oda S, et al.
Organic Letters, 22(2), 700-704 (2020)
Synthesis, characterization and reactivity of an imidazolin-2-iminato aluminium dihydride
Franz D, et al.
Dalton Transactions, 43(11), 4451-4461 (2014)
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
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