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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

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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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)
Guillaume Reinisch et al.
The journal of physical chemistry. A, 115(18), 4786-4797 (2011-04-16)
We report on a theoretical study of the gas-phase decomposition of boron trichloride in the presence of hydrogen radicals using ab initio energetic calculations coupled to TST, RRKM, and VTST-VRC kinetic calculations. In particular, we present an addition-elimination mechanism (BCl(3)
Stéphanie Desvergnes et al.
Organic letters, 10(14), 2967-2970 (2008-06-24)
A general method to prepare a new class of carbohydrate-derived, enantiomerically pure polyhydroxypyrroline N-oxides from their alkoxy (protected) derivatives is presented. Boron trichloride is shown to cleave efficiently benzyl ethers and ketals without affecting the imine N-oxide functionality of nitrones.
Stephen Sproules et al.
Inorganic chemistry, 50(10), 4503-4514 (2011-04-19)
Sky-blue Tp*WOCl(2) has been synthesized from the high-yielding reaction of Tp*WO(2)Cl with boron trichloride in refluxing toluene. Dark-red Tp*WOI(2) was prepared via thermal decarbonylation followed by aerial oxidation of Tp*WI(CO)(3) in acetonitrile. From these precursors, an extensive series of mononuclear
Lei Zhang et al.
Journal of combinatorial chemistry, 8(3), 361-367 (2006-05-09)
A novel and efficient microwave-assisted, BCl(3) mediated coupling reaction to synthesize o-(hydroxyaryl)(aryl)methanone structures from phenols and acyl chlorides is described. This reaction was further incorporated into a two-step synthesis of biologically interesting xanthones.
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