Phosphorothioic acid, O,O-diethyl S-(phenylmethyl) ester

Base Information

• Chemical Name: Phosphorothioic acid, O,O-diethyl S-(phenylmethyl) ester
• CAS No.: 13286-32-3
• Molecular Formula: C11H17O3PS
• Molecular Weight: 260.294
• Hs Code.: 2920190090
• NSC Number: 49723
• UNII: 79BPY4N2DK
• DSSTox Substance ID: DTXSID0074502
• Nikkaji Number: J3.436C
• Wikidata: Q82002827
• Mol file: 13286-32-3.mol

Synonyms:kitazin;kitazine

Chemical Property of Phosphorothioic acid, O,O-diethyl S-(phenylmethyl) ester

Chemical Property:

• Vapor Pressure: 0.000253mmHg at 25°C
• Refractive Index: 1.5275 (589.3 nm 20℃)
• Boiling Point: 334.1°C at 760 mmHg
• Flash Point: 155.9°C
• PSA: 70.64000
• Density: 1.1589 g/cm3 (20 ºC)
• LogP: 4.10090
• Water Solubility.: 0.4g/L(22 oC)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 260.06360257
• Heavy Atom Count: 16
• Complexity: 219

Purity/Quality:

99% ^*data from raw suppliers

BENZYL ETHYL THIOPHOSPHATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(=O)(OCC)SCC1=CC=CC=C1

Technology Process of Phosphorothioic acid, O,O-diethyl S-(phenylmethyl) ester

There total 36 articles about Phosphorothioic acid, O,O-diethyl S-(phenylmethyl) 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: 92.0%

benzyl thiosulphate (6313-36-6) + phosphonic acid diethyl ester (762-04-9) → thiophosphoric acid S-benzyl ester O,O'-diethyl ester (13286-32-3)

Guidance literature:

With dihydrogen peroxide; acetic acid; sodium bromide; In acetonitrile; at 80 ℃; for 0.5h; Solvent; Reagent/catalyst; Temperature; Green chemistry;

DOI:10.1055/s-0037-1609556

Reference yield: 89.0%

phosphonic acid diethyl ester (762-04-9) + benzyl alcohol (100-51-6,185532-71-2) → thiophosphoric acid S-benzyl ester O,O'-diethyl ester (13286-32-3)

Guidance literature:

With sulfur; In acetonitrile; at 100 ℃; for 24h; Sealed tube;

Reference yield: 87.8%

Diethyl phosphonate (762-04-9,123-22-8) + benzyl chloride (100-44-7) → thiophosphoric acid S-benzyl ester O,O'-diethyl ester (13286-32-3)

Guidance literature:

With calcium hydroxide; hydrogen sulfide; In water; benzene;

upstream raw materials:

thiophosphoric acid O-benzyl ester O',O''-diethyl ester

benzyl chloride

sodium diethylthiophosphate

phosphonic acid diethyl ester

Downstream raw materials:

2-benzylsulfonylethyl chloride

((2-bromoethylsulfonyl)methyl)benzene

phenylmethanesulfonyl bromide

Diethyl phosphate

Refernces

• 1、 Zhan, Zhen,Yang, Zhongzhen,Ma, Dena,Zhang, Hao,Shi, Yuesen,Wang, Qiantao,Deng, Yong,Hai, Li,Wu, Yong. "Reactions of Disulfides with Silyl Phosphites to Generate Thiophosphates Under Neat Conditions". . p. 1426 - 1431. Retrieved 2018.
• 2、 Renard, Pierre-Yves,Schwebel, Herve,Vayron, Philippe,Josien, Ludovic,Valleix, Alain,Mioskowski, Charles. "Easy access to phosphonothioates.". . p. 2910 - 2916. Retrieved 2002.
• 3、 Guo, Yu,Luo, Ying,Mu, Shiqiang,Xu, Jian,Song, Qiuling. "Photoinduced Decarboxylative Phosphorothiolation of N-Hydroxyphthalimide Esters". supporting information. p. 6729 - 6734. Retrieved 2021/09/11.
• 4、 -. "High-efficiency green preparation method of thio-organic phosphonic acid derivative". Paragraph 0066-0069. . Retrieved 2020/09/23.