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345458

Sigma-Aldrich

Boron trichloride solution

1.0 M in p-xylene

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

vapor density

4.03 (vs air)

vapor pressure

1 mmHg ( 12.7 °C)

form

liquid

reaction suitability

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

concentration

1.0 M in p-xylene

density

0.901 g/mL at 25 °C

SMILES string

ClB(Cl)Cl

InChI

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

InChI key

FAQYAMRNWDIXMY-UHFFFAOYSA-N

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Application

For preparing methyl esters of fatty acids and for transesterification of triglycerides.

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Oral - Acute Tox. 3 Inhalation - Acute Tox. 4 Dermal - Aquatic Chronic 3 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 3 - Repr. 1B - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

84.2 °F - closed cup

Flash Point(C)

29 °C - closed cup

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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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
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).
Coordination compounds of boron trichloride; systems with the propyl chlorides.
D R MARTIN et al.
The Journal of physical and colloid chemistry, 51(2), 425-430 (1947-03-01)
Lei Zhang et al.
Journal of combinatorial chemistry, 7(4), 622-626 (2005-07-12)
A novel and efficient microwave-assisted, BCl3-mediated coupling reaction to synthesize salicylamide structures from phenols and isocyanates is described.

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