Silver(I) phosphate

Base Information

• Chemical Name: Silver(I) phosphate
• CAS No.: 7784-09-0
• Molecular Formula: Ag3O4P
• Molecular Weight: 418.575961
• Mol file: 7784-09-0.mol

Synonyms:Phosphoricacid, trisilver(1+) salt (8CI,9CI);Silver phosphate (6CI,7CI);Phosphoric acidsilver salt (1:3);Silver orthophosphate;Silver orthophosphate (Ag3PO4);Silver phosphate (Ag3PO4);Trisilver phosphate;Trisilver(1+) orthophosphate;Trisilver(1+) phosphate;

Chemical Property of Silver(I) phosphate

Chemical Property:

• Appearance/Colour: yellow to dark yellow to yellow-green powder
• Vapor Pressure: 1.41mmHg at 25°C
• Melting Point: 849°C
• Boiling Point: 158 °C at 760 mmHg
• PSA: 96.06000
• Density: 6,37 g/cm3
• LogP: 0.38600

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• General Description: Silver(I) phosphate (Ag?PO?) is a versatile catalyst used in chemoselective asymmetric transformations, such as the intramolecular dearomatization of phenols with α-diazoacetamides, where it facilitates carbocation-like reactivity for enantioselective spirolactam formation. It also serves as an effective additive in palladium-catalyzed C–H aminocarbonylation reactions, enabling selective cyclization of phenethylamines to benzolactams while preserving functional handles for further derivatization. Its role in these reactions highlights its utility in promoting selective bond formation under mild conditions. **Return:** Null

Refernces

Chemoselective Asymmetric Intramolecular Dearomatization of Phenols with α-Diazoacetamides Catalyzed by Silver Phosphate

10.1021/jacs.7b04813

The research focuses on the chemoselective asymmetric intramolecular dearomatization of phenols using silver phosphate-catalyzed α-diazoacetamides. The study explores the unique reactivity of silver carbenoids, which preferentially promote dearomatization over other reactions like C–H insertion and Büchner reaction, typically catalyzed by Rh or Cu. Through experimental and computational analysis, the researchers demonstrate that silver carbenoids exhibit carbocation-like character, leading to highly enantioselective transformations. The reaction conditions were optimized using various catalysts, additives, and solvents, with benzoic acid being identified as a particularly effective additive. The substrate scope was also investigated, revealing that the method is broadly applicable to phenols with ortho-substituents, and the research provides a facile access to chiral spirolactams with all-carbon quaternary stereogenic centers. The study utilized a range of analytical techniques, including H-NMR analysis for product determination and Mosher’s ester analysis for absolute configuration determination. Computational studies involved DFT calculations to elucidate the chemoselectivity and reaction mechanisms, with a focus on the LUMO maps of Rh and Ag carbenoids.

Palladium-Catalyzed Highly Chemoselective Intramolecular C-H Aminocarbonylation of Phenethylamines to Six-Membered Benzolactams

10.1021/acs.orglett.6b01171

The study presents a highly chemoselective palladium-catalyzed intramolecular C?H aminocarbonylation of Br-functionalized phenethylamines to synthesize six-membered benzolactams with good to high yields. The process involves the use of carbon monoxide (CO) and a palladium-based catalytic system, which includes Pd(TFA)2, BINOL, and Ag3PO4. These chemicals serve to facilitate the selective cyclization of phenethylamines via C?H functionalization, leaving the C?Br bond intact for further functionalization through various palladium-catalyzed coupling reactions. The study demonstrates the versatility of the method by successfully synthesizing a range of benzolactams with different substituents and further functionalizing the remaining C?Br bond in the cyclized products.