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178934

Sigma-Aldrich

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:
Molecular Weight:
117.17
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.22
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vapor pressure

29.72 psi ( 55 °C)
9.05 psi ( 20 °C)

Quality Level

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

SMILES string

ClB(Cl)Cl

InChI

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

InChI key

FAQYAMRNWDIXMY-UHFFFAOYSA-N

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General description

Boron trichloride is a boron halide. It participates in the hydroboration of alkenes.[1] It forms strongly polarized donor-acceptor complexes with trimethyl- and triethylsilyl triflate.[2] Boron trichloride assisted reaction between acid chlorides and alkynyltrifluoroborate salts have been reported to form ynones.[3]

Boron trichloride solution is used as a Lewis acid catalyst in the synthesis of BN-phenanthrenes. [4] [5]

Application

Boron trichloride may be used in the synthesis of Cl-BODIPYs (BODIPY - Boron-dipyrromethene)[6] and tris(dimethylamino)borane.[7] It may be used in the synthesis of sceptrins and nakamuric acid.[8]
For preparing methyl esters of fatty acids and for transesterification of triglycerides.

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

Signal Word

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 Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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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)
Hydroboration with boron halides and trialkylsilanes.
Soundararajan R and Matteson DS.
The Journal of Organic Chemistry, 55(8), 2274-2275 (1990)
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)
Organometallic chemistry. 21. Silyl trifluoromethanesulfonate (triflate)-boron trichloride (tribromide) complexes.
Olah GA, et al.
Organometallics, 3(9), 1337-1340 (1984)
Metal-Free Synthesis of Ynones from Acyl Chlorides and Potassium Alkynyltrifluoroborate Salts.
Taylor C and Bolshan Y.
Organic Letters, 16(2), 488-491 (2013)

Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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