Diethyl phenylphosphonite

Base Information

• Chemical Name: Diethyl phenylphosphonite
• CAS No.: 1638-86-4
• Molecular Formula: C10H15O2P
• Molecular Weight: 198.202
• Hs Code.: 29199000
• European Community (EC) Number: 216-676-7
• NSC Number: 91794
• DSSTox Substance ID: DTXSID8061840
• Nikkaji Number: J195.273K
• Wikidata: Q81989702
• Mol file: 1638-86-4.mol

Synonyms:Diethyl phenylphosphonite;1638-86-4;diethoxy(phenyl)phosphane;Diethoxyphenylphosphine;Phosphonous acid, phenyl-, diethyl ester;Diethylphenylphosphonite;Diethyl benzenephosphonite;Phosphonous acid, P-phenyl-, diethyl ester;EINECS 216-676-7;AI3-23086;EC 216-676-7;Diethyl phenyl-phosphonite;Diethyl phenylphophonite;Diethyloxalacetatesodium salt;SCHEMBL911476;Phosphonous acid, diethyl ester;DTXSID8061840;C10H15O2P;RVDJLKVICMLVJQ-UHFFFAOYSA-;NSC91794;phenylphosphonous acid diethyl ester;MFCD00009086;NSC 91794;NSC-91794;phenyl-phosphonous acid diethyl ester;AKOS015914814;CS-0181831;D5593;FT-0624801;D90412;A810523;J-010100;N1,N1,N2,N2-tetrafluoro-2-methyl-propane-1,2-diamine

Chemical Property of Diethyl phenylphosphonite

Chemical Property:

• Vapor Pressure: 0.0784mmHg at 25°C
• Refractive Index: n20/D 1.51(lit.)
• Boiling Point: 235 °C at 760 mmHg
• Flash Point: 113 °C
• PSA: 32.05000
• Density: 1.032 g/mL at 25 °C(lit.)
• LogP: 2.69680
• Storage Temp.: 0-6°C
• Sensitive.: Air Sensitive
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 198.08096671
• Heavy Atom Count: 13
• Complexity: 118

Purity/Quality:

≥99% ^*data from raw suppliers

Diethyl Phenylphosphonite ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Phosphite Compounds
• Canonical SMILES: CCOP(C1=CC=CC=C1)OCC
• Uses: Diethyl phenylphosphonite is an aromatic compound with catalytic and antibacterial applications.

Technology Process of Diethyl phenylphosphonite

There total 24 articles about Diethyl phenylphosphonite 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: 95.5%

ethanol (64-17-5) + Dichlorophenylphosphine (644-97-3) → diethyl phenylphosphonite (1638-86-4)

Guidance literature:

With N,N-dimethyl-aniline; In pentane; for 0.5h; Ambient temperature;

DOI:10.1016/0022-1139(93)02990-V

Reference yield: 74.0%

bromobenzene (108-86-1,52753-63-6) + triethyl phosphite (122-52-1) → diethyl phenylphosphonite (1638-86-4)

Guidance literature:

bromobenzene; With magnesium; Inert atmosphere; Schlenk technique;

triethyl phosphite; In tetrahydrofuran; at 0 - 65 ℃; for 2h; Inert atmosphere; Schlenk technique;

DOI:10.1002/ejic.201800343

Reference yield: 62.0%

ethanol (64-17-5) + Phenylphosphonigsaeure-monoaethylester-monodiaethylamid (72508-61-3) → diethyl phenylphosphonite (1638-86-4)

Guidance literature:

In benzene; for 1.5h; Heating;

upstream raw materials:

diethyl phosphorylchloridite

ethanol

Dichlorophenylphosphine

sodium ethanolate

Downstream raw materials:

phenyl-trichloromethyl-phosphinic acid ethyl ester

O-ethyl-S-methyl phenylphosphonothioate

β-(ethoxy-phenyl-phosphinoyl)-isobutyric acid ethyl ester

O,S-diethyl phenylphosphonothionate

Refernces

New superhindered polydentate polyphosphine ligands P(CH₂CH ₂P^tBu₂)₃, PhP(CH₂CH ₂P^tBu₂)₂, P(CH₂CH ₂CH₂P^tBu₂)₃, and their ruthenium(II) chloride complexes

10.1021/ic2027169

This study focuses on the synthesis and characterization of highly hindered phosphine ligands and their ruthenium(II) chloride complexes. The aim is to explore the effect of increasing steric bulk on multidentate phosphines by synthesizing and characterizing new ligands and their complexes. The key chemicals used include P(CH2CH2PtBu2)3 (P2P3 tBu), PhP(CH2CH2PtBu2)2 (PhP2P2 tBu), and P(CH2CH2CH2PtBu2)3 (P3P3 tBu), as well as ruthenium(II) chloride. Di(tert-butyl)phosphine is the reactant used in the synthesis of the phosphine ligands. Trivinylphosphine is the reactant used in the synthesis of P2P3 tBu. Diethoxyphenylphosphine is the reactant used in the synthesis of divinylphenylphosphine. The study concludes that these macromolecular ligands are the most sterically hindered of the PP3-type ligands synthesized to date, and they can only bind to ruthenium through three of the four phosphine donors, leaving one as a free cantilever. Solid-state NMR analysis shows that the structure of RuCl2(P2P3 tBu) is similar to that of RuCl2(PhP2P2 tBu), which has been structurally characterized.