2,4,6-Trimethylpyrylium tetrafluoroborate

Base Information

• Chemical Name: 2,4,6-Trimethylpyrylium tetrafluoroborate
• CAS No.: 773-01-3
• Molecular Formula: C8H11O+
• Molecular Weight: 209.979
• European Community (EC) Number: 212-256-2
• DSSTox Substance ID: DTXSID90883566
• Mol file: 773-01-3.mol

Synonyms:2,4,6-Trimethylpyrylium tetrafluoroborate;773-01-3;2,4,6-trimethylpyrylium;tetrafluoroborate;2,4,6-TRIMETHYLPYRYLIUMTETRAFLUOROBORATE;EINECS 212-256-2;Pyrylium, 2,4,6-trimethyl-, tetrafluoroborate(1-);2,4,6-Trimethylpyrylium tetrafluoborate;Pyrylium, 2,4,6-trimethyl-, tetrafluoroborate(1-) (1:1);AI3-61775;C8H11O.BF4;SCHEMBL2778940;DTXSID90883566;C8-H11-O.B-F4;MFCD00032098;AKOS000279487;AKOS015832955;2,4,6-trimethyl-pyranylium tetrafluoroborate;CS-0326417;FT-0609911;T2375;D78407

Chemical Property of 2,4,6-Trimethylpyrylium tetrafluoroborate

Chemical Property:

• Melting Point: 224-226°C
• PSA: 13.14000
• LogP: 3.78590
• Water Solubility.: Soluble in water and methanol.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 210.0839078
• Heavy Atom Count: 14
• Complexity: 99.7

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,4,6-Trimethylpyrylium Tetrafluoroborate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [B-](F)(F)(F)F.CC1=CC(=[O+]C(=C1)C)C
• Uses: It is used in the radical Arylation Reactions of 4, 6, 8-Trimethylazulene.

Technology Process of 2,4,6-Trimethylpyrylium tetrafluoroborate

There total 5 articles about 2,4,6-Trimethylpyrylium tetrafluoroborate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 72.4%

4-Hydroxy-4-methyl-2-pentanone (123-42-2) + acetic anhydride (108-24-7) → 2,4,6-trimethylpyrylium tetrafluoroborate (773-01-3)

Guidance literature:

With tetrafluoroboric acid; at 100 ℃; for 0.5h;

Reference yield: 71.0%

acetic anhydride (108-24-7) + tert-butyl alcohol (75-65-0) → 2,4,6-trimethylpyrylium tetrafluoroborate (773-01-3)

Guidance literature:

With tetrafluoroboric acid; at 80 ℃;

DOI:10.1021/ol503338b

Reference yield: 53.0%

3,5-di-tert-butyl-o-benzoquinone (3383-21-9) + acetic anhydride (108-24-7) → 2,4,6-trimethylpyrylium tetrafluoroborate (773-01-3)

Guidance literature:

With boron trifluoride diethyl etherate;

DOI:10.1007/BF00516199

upstream raw materials:

2,6-dimethylpyrone

methyl magnesium iodide

4-Hydroxy-4-methyl-2-pentanone

acetic anhydride

Downstream raw materials:

N (dimethyl-3,5-phenyl-1) pyrrolidine

(dimethyl-3',5'-phenyl-1)-4 methyl-1 piperazine

Mesitol

2,3,5-trimethylphenol

Refernces

• 1、 Maeding,Steinbach,Johannsen. "No-caririeir-added 11C-labelling of benzenoid compounds in ring positions by condensation of nitro-[11C]methane with pyrylium salts". . p. 565 - 583. Retrieved 2007/10/03.
• 2、 Ukhin, L. Yu.,Dolgopolova, N. A.,Morkovnik, Z. S.,Kuz'mina, L. G.,Struchkov, Yu. T.. "FORMATION OF PYRYLIUM SALTS IN THE ACYLATION OF STERICALLY HINDERED QUINONES". . p. 364 - 368. Retrieved 2007/10/02.