Phenylphosphinic acid

Base Information

• Chemical Name: Phenylphosphinic acid
• CAS No.: 1779-48-2
• Molecular Formula: C6H7O2P
• Molecular Weight: 142.094
• Hs Code.: HOSPHINIC ACID PRODUCT IDENTIFICATION
• European Community (EC) Number: 217-217-3
• NSC Number: 2670
• DSSTox Substance ID: DTXSID70923631,DTXSID80859679
• Wikidata: Q82897647,Q106902958
• Mol file: 1779-48-2.mol

Synonyms:phenylphosphinic acid

Chemical Property of Phenylphosphinic acid

Chemical Property:

• Appearance/Colour: white crystals or crystalline powder
• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 83-85 °C(lit.)
• Boiling Point: 285.112 °C at 760 mmHg
• PKA: pK1:2.1 (17°C)
• Flash Point: 126.231 °C
• PSA: 60.77000
• Density: 1.376
• LogP: 0.77890
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Water (Slightly, Heated)
• Water Solubility.: 7.7 g/100 mL (25 ºC)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 141.01054143
• Heavy Atom Count: 9
• Complexity: 108

Purity/Quality:

99% ^*data from raw suppliers

CoproporphyrinI-15N4 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,Xn
• Hazard Codes: C,Xn
• Statements: 22-34-41-37/38
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)[P+](=O)O
• Uses: Antioxidant, intermediate for metallic-salt formation, accelerator for organic peroxide catalysts. Coproporphyrin I-15N4 is an intermediate in the synthesis of Coproporphyrin I-15N4 Sodium BIsulfate Salt (C685402). Labelled Coproporphyrin I. Coproporphyrin I is a porphyrin, a naturally occuring aromatic heterocyclic marcomolecule. The ratio of Coproporphyrin I and Coproporphyrin III provides a useful biochemical marker for distinguishing familial and sporadic porphyria cutanea tarda. Coproporphyrin I also serve as a biomarker of environmental toxicity and susceptibility in autism.

Technology Process of Phenylphosphinic acid

There total 47 articles about Phenylphosphinic 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: 100.0%

3-Phenylphosphinoylsulfanyl-propionic acid ethyl ester (142506-69-2) → phenylphosphinic acid (1779-48-2)

Guidance literature:

With water; In acetone; at 50 ℃; for 2h; Mechanism; hydrolysis of other similar substrates;

Reference yield: 54.9%

Dichlorophenylphosphine (644-97-3) → phenylphosphinic acid (1779-48-2)

Guidance literature:

With water; at 20 ℃; for 4h;

DOI:10.1021/ic2002546

Reference yield: 50.0%

ethyl phenylphosphonochloridothioite (23588-02-5) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → chloroanhydride of phenyl-α-hydroxycyclohexylphosphinic acid (60340-72-9) + phenylphosphinic acid (1779-48-2) + (phenyl)phosphinic chloride (67176-71-0) + Dichlorophenylphosphine (644-97-3)

Guidance literature:

With acetic acid; at 0 ℃; for 240h;

DOI:10.1007/BF00954671

upstream raw materials:

ethanol

benzene diazonium chloride

Dichlorophenylphosphine

phenylhydrazine

Downstream raw materials:

P,P-dichlorophenylphosphine oxide

phenylphosphonate

(m-nitrophenyl)phosphonic acid

phenylphosphane

Refernces

Selective synthesis of 1,4,5-trisubstituted imidazoles from α-imino ketones prepared by N-heterocyclic-carbene-catalyzed aroylation

10.1016/j.tet.2018.03.048

The study focuses on the selective synthesis of 1,4,5-trisubstituted imidazoles from α-imino ketones, which are prepared through N-heterocyclic-carbene (NHC)-catalyzed aroylation of imidoyl chlorides with aromatic aldehydes. The research outlines a straightforward methodology that involves NHC-catalyzed aroylation, followed by chemoselective reduction of the imino group, and subsequent annulation with formamide to form the imidazole ring. This approach allows the rapid and regioselective synthesis of imidazole derivatives with potential applications in pharmaceuticals and agrochemicals. The study demonstrates the substrate scope and optimization of reaction conditions, highlighting the importance of this method in creating chemical libraries for further application.