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Merck
CN

178934

Boron trichloride solution

1.0 M in methylene chloride

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
NACRES:
NA.22
PubChem Substance ID:
24850781
UNSPSC Code:
12352106
MDL number:
MFCD00011313

Key Documents

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InChI

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

SMILES string

ClB(Cl)Cl

InChI key

FAQYAMRNWDIXMY-UHFFFAOYSA-N

vapor pressure

29.72 psi ( 55 °C), 9.05 psi ( 20 °C)

form

liquid

reaction suitability

core: boron, reagent type: Lewis acid, reagent type: catalyst

concentration

1.0 M in methylene chloride

density

1.326 g/mL at 25 °C

storage temp.

2-8°C

Quality Level

200

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General description

Boron trichloride is a boron halide. It participates in the hydroboration of alkenes. It forms strongly polarized donor-acceptor complexes with trimethyl- and triethylsilyl triflate. Boron trichloride assisted reaction between acid chlorides and alkynyltrifluoroborate salts have been reported to form ynones.

Boron trichloride solution is used as a Lewis acid catalyst in the synthesis of BN-phenanthrenes.

Application

For preparing methyl esters of fatty acids and for transesterification of triglycerides.
Boron trichloride may be used in the synthesis of Cl-BODIPYs (BODIPY - Boron-dipyrromethene) and tris(dimethylamino)borane. It may be used in the synthesis of sceptrins and nakamuric acid.

Packaging

The 25 mL Sure/Seal™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.

Legal Information

Sure/Seal is a trademark of Sigma-Aldrich Co. LLC

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Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Carc. 2 - Eye Dam. 1 - Repr. 1B - Skin Corr. 1B - STOT SE 3

target_organs

Central nervous system

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Regulatory Information

监管及禁止进口产品
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Certificates of Analysis (COA)

Lot/Batch Number
0000534895
0000532227
0000534895
0000532227
0000521872

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Xiaolei Wang et al.
Organic chemistry frontiers : an international journal of organic chemistry, 2(8), 978-984 (2015-09-04)
Sceptrins and nakamuric acid are structurally unique antibiotics isolated from marine sponges. Recent studies suggest that the biosynthesis of these dimeric pyrrole-imidazole alkaloids involves a single-electron transfer (SET)-promoted [2+2] cycloaddition to form their cyclobutane core skeletons. We describe herein the
Synthesis of highly electrically conductive and electrochemically stable porous boron-doped carbon microspheres
Bose, Anima B and Yang, et al.
SN Applied Sciences, 1, 1-8 (2019)
A New Member of the BN-Phenanthrene Family: Understanding the Role of the B?N Bond Position
Abengo?zar, Alberto and Sucunza
The Journal of Organic Chemistry, 84, 7113-7122 (2019)
Hydroboration with boron halides and trialkylsilanes.
Soundararajan R and Matteson DS.
The Journal of Organic Chemistry, 55(8), 2274-2275 (1990)
Organometallic chemistry. 21. Silyl trifluoromethanesulfonate (triflate)-boron trichloride (tribromide) complexes.
Olah GA, et al.
Organometallics, 3(9), 1337-1340 (1984)
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