thiophosphoric acid S-(4-bromophenyl) ester O,O'-diethyl ester

Base Information

• Chemical Name: thiophosphoric acid S-(4-bromophenyl) ester O,O'-diethyl ester
• CAS No.: 15224-36-9
• Molecular Formula: C₁₀H₁₄BrO₃PS
• Molecular Weight: 325.163
• Mol file: 15224-36-9.mol

Synonyms:thiophosphoric acid S-(4-bromophenyl) ester O,O'-diethyl ester

Chemical Property of thiophosphoric acid S-(4-bromophenyl) ester O,O'-diethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of thiophosphoric acid S-(4-bromophenyl) ester O,O'-diethyl ester

There total 14 articles about thiophosphoric acid S-(4-bromophenyl) ester O,O'-diethyl ester 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%

bis(4-bromophenyl)disulfide (5335-84-2) + diethyl trimethylsilyl phosphite (13716-45-5) → thiophosphoric acid S-(4-bromophenyl) ester O,O'-diethyl ester (15224-36-9)

Guidance literature:

In neat (no solvent); at 20 ℃; for 0.0333333h; Sealed tube; Green chemistry;

DOI:10.1002/cssc.201800236

Reference yield: 93.0%

para-bromobenzenethiol (106-53-6) + phosphonic acid diethyl ester (762-04-9) → thiophosphoric acid S-(4-bromophenyl) ester O,O'-diethyl ester (15224-36-9)

Guidance literature:

With di-tert-butyl peroxide; In dimethyl sulfoxide; at 80 ℃; for 20h; Inert atmosphere;

DOI:10.1016/j.tet.2015.08.025

Reference yield: 90.0%

4-bromobenzenediazonium tetrafluoroborate (673-40-5) + phosphonic acid diethyl ester (762-04-9) → thiophosphoric acid S-(4-bromophenyl) ester O,O'-diethyl ester (15224-36-9)

Guidance literature:

phosphonic acid diethyl ester; With copper(II) bis(trifluoromethanesulfonate); sulfur; triethylamine; In acetonitrile; at 20 ℃; for 0.333333h; Schlenk technique; Inert atmosphere; Green chemistry;

4-bromobenzenediazonium tetrafluoroborate; In acetonitrile; at 20 ℃; for 12h; Schlenk technique; Inert atmosphere; Green chemistry;

DOI:10.1021/acs.joc.6b00925

upstream raw materials:

4-bromobenzenesulfonyl chloride

triethyl phosphite

para-bromobenzenethiol

phosphonic acid diethyl ester

Downstream raw materials:

4-bromophenyltetetrafluoro-λ⁶-sulfanyl chloride

1-bromo-4-pentafluorosulfanylbenzene

Refernces

• 1、 Murdock,Hopkins. "". . p. 954,955. Retrieved 1968.
• 2、 Wang, Lin,Ni, Shengyang,Cornella, Josep. "Validation of Arylphosphorothiolates as Convergent Substrates for Ar-SF 4Cl and Ar-SF 5Synthesis". supporting information. p. 4308 - 4312. Retrieved 2021/06/02.
• 3、 Chen, Yingying,Li, Meichao,Gong, Zhangshui,Shen, Zhenlu. "Trichloroisocyanuric acid-promoted thiolation of phosphites by thiols". . p. 19 - 27. Retrieved 2020/08/06.