20195-14-6

Basic information

• Product Name: O,O-diethyl O-octan-2-yl phosphorothioate
• CAS NO: 20195-14-6
• Molecular Formula: C₁₂H₂₇O₃PS
• Molecular Weight: 282.3797
• Mol File: 20195-14-6.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 308.8°C at 760 mmHg
• Flash Point: 140.5°C
• Density: 1.015g/cm³
• Vapor Pressure: 0.00121mmHg at 25°C
• Refractive Index: 1.465
• CAS DataBase Reference: O,O-diethyl O-octan-2-yl phosphorothioate(CAS DataBase Reference)
• NIST Chemistry Reference: O,O-diethyl O-octan-2-yl phosphorothioate(20195-14-6)
• EPA Substance Registry System: O,O-diethyl O-octan-2-yl phosphorothioate(20195-14-6)

Safety Data

• Hazardous Substances Data: 20195-14-6(Hazardous Substances Data)

Upstream product

• 111-88-6 Octanethiol 
• 814-49-3 diethyl chlorophosphate 
• 111-66-0 oct-1-ene 
• 934538-82-6 thiophosphoric acid S-[2-(2-bromo-phenyl)-ethyl] ester O,O'-diethyl ester 
• 762-04-9 phosphonic acid diethyl ester 
• 822-27-5 dioctyl disulfide 
• 13716-45-5 diethyl trimethylsilyl phosphite 
• 27970-36-1 sodium n-octylsulfanesulfonate 
• 7559-53-7 n-Octyl-p-toluolthiolsulfonat 
• 122-52-1 triethyl phosphite 

Downstream Products

• 143570-33-6 Thiophosphoric acid S-octyl ester O-((1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxy-cyclohexyl) ester 
• 143570-28-9 Thiophosphoric acid S-octyl ester O-((1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentakis-benzyloxy-cyclohexyl) ester 

Relevant articles and documents

Sulfonyl-Promoted Michaelis-Arbuzov-Type Reaction: An Approach to S/Se-P Bonds

By facilitating the chemical conversion of thiols to thiosulfonates, phosphoramidite/phosphite bearing sp3-hybridized carbon serves as an ideal coupling material to forge new connections at room temperature. In this work, a functional group-induced, additive-free, novel, S-P bond-forming approach is presented. This protocol exhibits good functional group tolerance with wide applications that include phosphorylation of cysteine derivatives, development of a one-pot approach to mixed unsymmetrical thiophosphonates, and extension of the concept to different Se-P bonds. Meticulously, our reaction also generated a S-P bond against cyclic 1,2-dithiane-1-dioxide in a byproduct-free manner. These Michaelis-Arbuzov-type reactions are easy to conduct, work efficiently in a reduced reaction time, and are applicable to gram-scale preparation as well.

Benign synthesis of thiophosphates, thiophosphinates and selenophosphates in neat condition using N-chalcogenoimides as the source of electrophilic sulfur/selenium

A neat reaction protocol has been developed for synthesis of thiophosphate, thiophosphinate and selenophosphate compounds. N-chalcogenoimides have been used for chalcogenylation of P(O)H moieties of various H-phosphonates under solvent, catalyst and base free condition at room temperature in aerial atmosphere. Both S-aryl and S-alkyl phosphorothioate compounds were prepared by this method in good yields. Selenophosphates were also synthesized using N-(phenylseleno)phthalimide under solvent free condition.

Reactions of Disulfides with Silyl Phosphites to Generate Thiophosphates Under Neat Conditions

An efficient procedure for the synthesis of thiophosphates is described. Without using any metallic catalyst or base, the direct sulfur–phosphorus coupling reaction of disulfides and dialkyl trimethylsilyl phosphite (DTSP) was carried out under solvent-fr