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Safety Information

90520

Sigma-Aldrich

Triethyloxonium tetrafluoroborate

≥97.0% (T)

Synonym(s):

Et3OBF4, Meerwein′s reagent, Triethyloxonium fluoroborate

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About This Item

Linear Formula:
(C2H5)3O(BF4)
CAS Number:
368-39-8
Molecular Weight:
189.99
Beilstein:
3598090
MDL number:
MFCD00044423
UNSPSC Code:
12352001
PubChem Substance ID:
329769918
NACRES:
NA.22

Quality Level

100

Assay

≥97.0% (T)

form

crystals

contains

1-3% ether as stabilizer

solubility

methylene chloride: 20 mg/mL, clear, colorless

functional group

ether

storage temp.

2-8°C

SMILES string

F[B-](F)(F)F.CC[O+](CC)CC

InChI

1S/C6H15O.BF4/c1-4-7(5-2)6-3;2-1(3,4)5/h4-6H2,1-3H3;/q+1;-1

InChI key

IYDQMLLDOVRSJJ-UHFFFAOYSA-N

Application

Triethyloxonium tetrafluoroborate can be used:
  • To prepare amino esters by reacting with lactams followed by hydrolysis.
  • In the preparation of substituted imidazolines from aziridines and nitriles via [3+2]-cycloaddition reaction.
  • For the N-alkylation of a series of N-arylsulfonyl-α-amino acid methyl esters having variable substituents at 4th position of the sulfonamide aromatic ring.

Other Notes

Powerful ethylating agent; Esterification of acids; Modifies carboxyl residues in proteins

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Supplementary Hazards

EUH014 - EUH019

Storage Class Code

8A - Combustible, corrosive 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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PDSCL

Deleterious substance

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

90520-25G:4.548173921426E12
90520-100G:4.548173921433E12

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL8748
BCCG8841
BCCB6987
BCBS4750V

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D.J. Raber et al.
The Journal of Organic Chemistry, 44, 1149-1149 (1979)
M.J. Diem et al.
The Journal of Organic Chemistry, 42, 1801-1801 (1977)
The identification of aspartic acid residue 52 as being critical to lysozyme activity.
S M Parsons et al.
Biochemistry, 8(10), 4199-4205 (1969-10-01)
Synthesis of substituted imidazolines via [3+ 2]-cycloaddition of aziridines with nitriles
Prasad BAB, et al.
Tetrahedron Letters, 45(6), 1137-1141 (2004)
H. Meerwein et al.
Angewandte Chemie (International Edition in English), 72, 927-927 (1960)
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