3732-82-9

Basic information

• Product Name: N-bis(dimethylamino)phosphinothioyl-N-methyl-methanamine
• Synonyms: N-bis(dimethylamino)phosphinothioyl-N-methyl-methanamine;HEXAMETHYLPHOSPHOROTHIOICTRIAMIDE;Tris(dimethylamino)phosphine sulfide;Tris(dimethylamino)phosphinesulfide
• CAS NO: 3732-82-9
• Molecular Formula: C₆H₁₈N₃PS
• Molecular Weight: 195.30
• Mol File: 3732-82-9.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-bis(dimethylamino)phosphinothioyl-N-methyl-methanamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-bis(dimethylamino)phosphinothioyl-N-methyl-methanamine(3732-82-9)
• EPA Substance Registry System: N-bis(dimethylamino)phosphinothioyl-N-methyl-methanamine(3732-82-9)

Safety Data

• Hazardous Substances Data: 3732-82-9(Hazardous Substances Data)

Usage

Uses

Thiohempa is a chemosterilant.

Upstream product

• 3354-86-7 1,5-dihydro-benzo[e][1,2,3]trithiepine 
• 123-56-8 Succinimide 
• 1255094-23-5 CH₃O₃S^(1-)*C₁₂H₂₂N₄O₂PSSe⁽¹⁺⁾ 
• 1608-26-0 Hexamethylphosphorous triamide 
• 1186-08-9 diethoxyoxophosphoranesulfenyl chloride 

Downstream Products

• 123-56-8 Succinimide 
• 1255094-23-5 CH₃O₃S^(1-)*C₁₂H₂₂N₄O₂PSSe⁽¹⁺⁾ 
• 1255094-33-7 C₂F₃O₂^(1-)*C₁₂H₂₂N₄O₂PSSe⁽¹⁺⁾ 

Relevant articles and documents

Preparative and mechanistic studies toward the rational development of catalytic, enantioselective selenoetherification reactions

A systematic investigation into the Lewis base catalyzed, asymmetric, intramolecular selenoetherification of olefins is described. A critical challenge for the development of this process was the identification and suppression of racemization pathways available to arylseleniranium ion intermediates. This report details a thorough study of the influences of the steric and electronic modulation of the arylselenenyl group on the configurational stability of enantioenriched seleniranium ions. These studies show that the 2-nitrophenyl group attached to the selenium atom significantly attenuates the racemization of seleniranium ions. A variety of achiral Lewis bases catalyze the intramolecular selenoetherification of alkenes using N-(2-nitrophenylselenenyl)succinimide as the electrophile along with a Bronsted acid. Preliminary mechanistic studies suggest the intermediacy of ionic Lewis base-selenium(II) adducts. Most importantly, a broad survey of chiral Lewis bases revealed that 1,1′-binaphthalene-2,2′-diamine (BINAM)-derived thiophosphoramides catalyze the cyclization of unsaturated alcohols in the presence of N-(2-nitrophenylselenenyl)succinimide and methanesulfonic acid. A variety of cyclic seleno ethers were produced in good chemical yields and in moderate to good enantioselectivities, which constitutes the first catalytic, enantioselective selenofunctionalization of unactivated olefins.

Conversion of Thiourea Dioxides to Dioxygen

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Desulfurization of Organic Trisulfides by Tris(dialkylamino)phosphines. Mechanistic Aspects

Tris(dialkylamino)phosphines effect a rapid desulfurization of trisulfides to disulfides under mild conditions.The reaction mechanism involves a bimolecular process, proceeding by the rate-determining formation of a phosphonium salt intermediate.The central sulfur atom of a diaryl trisulfide is removed in the process, while a dialkyl trisulfide loses a terminal sulfur atom to the aminophosphine.