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678732

Sigma-Aldrich

Boron trichloride solution

1.0 M in toluene

Synonym(s):

Boron chloride, Trichloroborane

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About This Item

Empirical Formula (Hill Notation):
BCl3
CAS Number:
10294-34-5
Molecular Weight:
117.17
MDL number:
MFCD00011313
UNSPSC Code:
12352106
PubChem Substance ID:
24885451
NACRES:
NA.22

concentration

1.0 M in toluene

density

0.909 g/mL at 25 °C

SMILES string

ClB(Cl)Cl

InChI

1S/BCl3/c2-1(3)4

InChI key

FAQYAMRNWDIXMY-UHFFFAOYSA-N

Related Categories

General description

Boron trichloride (BCl3) is a boron halide typically used as a reagent in organic synthesis for the cleavage of C-O bonds in ethers.

Application

Boron trichloride (BCl3) can be used as a reactant in the preperation of borazine-linked polymer [BLP-10(Cl)] by thermal decomposition with benzidine for gas storage and purification.

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Oral - Acute Tox. 3 Inhalation - Aquatic Chronic 3 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Repr. 1B - Skin Corr. 1B - STOT RE 2 - STOT SE 3

Target Organs

Central nervous system

Supplementary Hazards

EUH014

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

-2.0 °F

Flash Point(C)

-18.9 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Highly selective CO 2/CH 4 gas uptake by a halogen-decorated borazine-linked polymer
Reich TE, et al.
Journal of Materials Chemistry, 22(27), 13524-13528 (2012)
Conversion of aromatic aldehydes to gem-dichlorides using boron trichloride. A new highly efficient method for preparing dichloroarylmethanes.
Kabalka G W and Wu Z
Tetrahedron Letters, 41(5), 579-581 (2000)
Jayaraman Selvakumar et al.
Organic & biomolecular chemistry, 8(18), 4056-4058 (2010-07-29)
Isoindoloisoquinalinone, pyrroloisoquinolinone and benzo[a]quinolizinone units are constructed via intramolecular cyclization of the methoxy substituted N-phenethylimides using BBr(3).
Juan Xie et al.
Carbohydrate research, 340(3), 481-487 (2005-02-01)
Boron trichloride has been found to promote selective deprotection of 1,2- or 1,3-cis oriented secondary benzyl ethers of per-benzylated C-glycosyl derivatives. The reactivity towards BCl(3) follows the order: C-4>or=C-2>C-6>C-3 for C-glucopyranosyl derivatives and C-3>or=C-4>C-6>C-2 for C-galactopyranosyl derivatives. Preparatively useful selective
George W Kabalka et al.
The Journal of organic chemistry, 73(7), 2668-2673 (2008-03-06)
A boron trihalide mediated alkyne-aldehyde coupling reaction leading to stereodefined 1,3,5-triaryl-1,5-dihalo-1,4-pentadienes is described. The study led to the discovery of a direct substitution of hydroxyl groups by stereodefined alkenyl moieties using alkenylboron dihalides. During the investigation, it was also discovered
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