Skip to Content
Merck
All Photos(1)

Documents

90520

Sigma-Aldrich

Triethyloxonium tetrafluoroborate

≥97.0% (T)

Synonym(s):

Et3OBF4, Meerwein′s reagent, Triethyloxonium fluoroborate

Sign Into View Organizational & Contract Pricing
All Photos(1)

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

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCL8748
BCCG8841
BCCB6987
BCBS4750V
BCBF3940V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Synthesis of substituted imidazolines via [3+ 2]-cycloaddition of aziridines with nitriles
Prasad BAB, et al.
Tetrahedron Letters, 45(6), 1137-1141 (2004)
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)
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)
A mild and facile route to ω-amino esters
Menezes, R and Smith, MB
Synthetic Communications, 18(14), 1625-1636 (1988)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service