fluoroMethyl 4-Methylbenzenesulfonate

Base Information

• Chemical Name: fluoroMethyl 4-Methylbenzenesulfonate
• CAS No.: 114435-86-8
• Molecular Formula: C8H9FO3S
• Molecular Weight: 204.222
• Hs Code.: 2904100090
• Mol file: 114435-86-8.mol

Synonyms:fluoromethyl toluene-4-sulfonate;fluoromethyl 4-methylbenzenesulfonate;fluoromethyltosylate;2-fluoroethyl-4-methylbenzenesulfonate;toluene-4-sulfonic acid fluoromethyl ester;Methanol,fluoro-,4-methylbenzenesulfonate;

Chemical Property of fluoroMethyl 4-Methylbenzenesulfonate

Chemical Property:

• Boiling Point: 302.1±22.0 °C(Predicted)
• PSA: 82.98000
• Density: 1.282±0.06 g/cm3(Predicted)
• LogP: 2.22820
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

Fluoromethyl4-Methylbenzenesulfonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of fluoroMethyl 4-Methylbenzenesulfonate

There total 7 articles about fluoroMethyl 4-Methylbenzenesulfonate 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: 94.0%

N,N-(dimethylamino)-S-phenyl-S-monofluoromethyloxosulfonium hexafluorophosphate (1280126-09-1) + toluene-4-sulfonic acid (104-15-4) → fluoromethyl 4-methylbenzenesulfonate (114435-86-8)

Guidance literature:

With caesium carbonate; In acetonitrile; at 60 ℃; for 24h; Inert atmosphere;

DOI:10.1002/anie.201006218

Reference yield: 88.0%

methylene ditosylate (24124-59-2) → fluoromethyl 4-methylbenzenesulfonate (114435-86-8)

Guidance literature:

With cesium fluoride; In tert-Amyl alcohol; at 90 ℃; for 0.25h; Temperature; Time; Concentration; Microwave irradiation; Sealed tube;

DOI:10.1016/j.tetlet.2018.03.039

Reference yield: 86.0%

dimethyl 2-((fluoromethyl)(phenyl)-l4-sulfaneylidene)malonate + toluene-4-sulfonic acid (104-15-4) → fluoromethyl 4-methylbenzenesulfonate (114435-86-8)

Guidance literature:

In acetone; at 40 ℃; for 0.0833333h; Solvent; Temperature; Time; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.201704175

upstream raw materials:

methylene ditosylate

N,N-(dimethylamino)-S-phenyl-S-monofluoromethyloxosulfonium hexafluorophosphate

toluene-4-sulfonic acid

silver(I) 4-methylbenzenesulfonate

Downstream raw materials:

(S)-2-tert-butoxycarbonylamino-3-[4-(fluoromethoxy)phenyl]propionic acid methyl ester

1-bromo-4-[(fluoromethyl)sulfanyl]benzene

Refernces

• 1、 Beyerlein, Friederike,Piel, Markus,Hoehnemann, Sabine,Roesch, Frank. "Automated synthesis and purification of [18F]fluoro-[di-deutero] methyl tosylate". . p. 360 - 363. Retrieved 2013.
• 2、 -. "METHOD FOR PREPARING FLUORINE-18-LABELED FLUOROMETHYL-SUBSTITUTED RADIOPHARMACEUTICALS USING SELECTIVE AZIDE SUBSTITUTION REACTION AND PRECURSOR SCAVENGING". Paragraph 0083-0085. . Retrieved 2021/07/10.
• 3、 Stimson, Damion H.R.,Qiao, Zheng,Reutens, David C.,Venkatachalam, Taracad K.,Bhalla, Rajiv. "Investigation on the impact of three different quaternary methyl ammonium cartridges on the radiosynthetic yields of [18F]fluoromethyl tosylate". . p. 588 - 595. Retrieved 2019/08/01.