tert-butyl(phenyl)phosphinothioic O-acid

Base Information

• Chemical Name: tert-butyl(phenyl)phosphinothioic O-acid
• CAS No.: 55705-77-6
• Molecular Formula: C10H15 O P S
• Molecular Weight: 214.268
• Mol file: 55705-77-6.mol

Synonyms:Phosphinothioicacid, (1,1-dimethylethyl)phenyl-, (S)-; Phosphinothioic acid,(1,1-dimethylethyl)phenyl-, [P(S)]- (9CI);(S)-tert-Butyl(phenyl)phosphinothioic acid

Chemical Property of tert-butyl(phenyl)phosphinothioic O-acid

Chemical Property:

• Vapor Pressure: 0.000148mmHg at 25°C
• Boiling Point: 318.7°C at 760 mmHg
• Flash Point: 146.6°C
• Density: 1.13g/cm³

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-butyl(phenyl)phosphinothioic O-acid

There total 11 articles about tert-butyl(phenyl)phosphinothioic O-acid 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: 72.0%

(+/-)-tert-butyl(phenyl)phosphinothioic O-acid (6002-45-5) → (Rp)-(+)-tert-Butylphenylphosphinothioic acid (54100-47-9) + (S)-(-)-tert-butyl(phenyl)phosphinothioic acid (55705-77-6)

Guidance literature:

DOI:10.1002/1099-0690(200009)2000:18<3205::AID-EJOC3205>3.0.CO;2-D

Reference yield:

tert-Butylphenylphosphine oxide (98976-30-8,57956-51-1,6057-79-0,82945-11-7) → (S)-(-)-tert-butyl(phenyl)phosphinothioic acid (55705-77-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / S / toluene / 10 h / Heating

2: 79 percent

With sulfur; In toluene; 1: Substitution / 2: separation of enantiomers;

DOI:10.1002/1099-0690(200009)2000:18<3205::AID-EJOC3205>3.0.CO;2-D

Reference yield:

R-(-)-tert-butylphenylphosphinothioic acid O-(trifluoromethyl)sulfonyl ester (115591-15-6) → (S)-(-)-tert-butyl(phenyl)phosphinothioic acid (55705-77-6)

Guidance literature:

With water; In 1,4-dioxane; benzene; for 2h; Ambient temperature;

DOI:10.1021/jo00254a024

upstream raw materials:

(+/-)-tert-butyl(phenyl)phosphinothioic O-acid

trimethylsilyl t-butylphenylthiophosphinate

R-(-)-tert-butylphenylphosphinothioic acid O-(trifluoromethyl)sulfonyl ester

tert-Butylphenylphosphine oxide

Downstream raw materials:

(-)-S-t-butyl(phenyl)-S-trifluoromethyl phosphinothioate

tert-Butyl(phenyl)phosphinsaeurefluorid

C₁₉H₂₅N₂OPS

C₁₉H₂₅N₂OPS

Refernces

• 1、 Drabowicz, Jzef,Pokora-Sobczak, Patrycja,Zajc, Adrian,Wach-Panfilow, Paulina. "A new procedure for the synthesis of optically active t-butylphenylphosphinothioic acid". . p. 674 - 677. Retrieved 2015/02/19.
• 2、 Omelanczuk, Jan,Mikolajczyk, Marian. "Chiral t-butylphenylphosphinothioic acid: A useful chiral solvating agent for direct determination of enantiomeric purity of alcohols, thiols, amines, diols, aminoalcohols and related compounds". . p. 2687 - 2694. Retrieved 2007/10/03.