(Methoxymethyl)diphenylphosphine oxide

Base Information

• Chemical Name: (Methoxymethyl)diphenylphosphine oxide
• CAS No.: 4455-77-0
• Molecular Formula: C14H15 O2 P
• Molecular Weight: 246.246
• Hs Code.: 2919900090
• European Community (EC) Number: 224-704-4
• UNII: YZ819M118B
• DSSTox Substance ID: DTXSID10196221
• Nikkaji Number: J205.845F
• Wikidata: Q83069291
• ChEMBL ID: CHEMBL1701665
• Mol file: 4455-77-0.mol

Synonyms:(Methoxymethyl)diphenylphosphine oxide;4455-77-0;[methoxymethyl(phenyl)phosphoryl]benzene;Diphenyl(methoxymethyl)phosphine oxide;Methoxymethyldiphenylphosphine oxide;Phosphine oxide, (methoxymethyl)diphenyl-;Phosphine oxide, diphenyl(methoxymethyl)-;EINECS 224-704-4;BRN 0649558;YZ819M118B;(methoxymethyl)(diphenyl)phosphine oxide;Methoxymethyl(diphenyl)phosphine Oxide;(METHOXYMETHYL(PHENYL)PHOSPHORYL)BENZENE;CBMicro_008972;MLS000532698;UNII-YZ819M118B;SCHEMBL1244554;CHEMBL1701665;C14H15O2P;DTXSID10196221;HMS1614N03;HMS2477O20;diphenyl(methoxymethyl)phosphinoxide;methoxymethyldiphenyl-phosphine oxide;SMSF0003615;diphenyl(methoxymethyl) phosphinoxide;C14-H15-O2-P;MFCD00015451;AKOS001663454;NCGC00245710-01;AS-63624;BP-12612;SMR000140136;BIM-0009047.P001;[(methoxymethyl)(phenyl)phosphoroso]benzene;LS-106008;(Methoxymethyl)diphenylphosphine oxide, 98%;CS-0095780;EU-0046848;FT-0604984;M1210;F10168;A872509;(Methoxymethyl)diphenylphosphine oxide, purum, >=97.0% (CH)

Chemical Property of (Methoxymethyl)diphenylphosphine oxide

Chemical Property:

• Vapor Pressure: 0.000244mmHg at 25°C
• Melting Point: 115-117oC
• Boiling Point: 334.7°Cat760mmHg
• Flash Point: 170°C
• PSA: 36.11000
• Density: 1.14g/cm³
• LogP: 2.60440
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: methylene chloride: 0.1 g/mL, clear
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 246.08096671
• Heavy Atom Count: 17
• Complexity: 243

Purity/Quality:

98% ^*data from raw suppliers

Methoxymethyl(diphenyl)phosphine Oxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R22:Harmful if swallowed.
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 22-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COCP(=O)(C1=CC=CC=C1)C2=CC=CC=C2
• Uses: Catalyst for:Molybdenum hexacarbonyl-mediated Pauson-Khand reactionsRhodium-catalyzed hydroformylation reaction

Technology Process of (Methoxymethyl)diphenylphosphine oxide

There total 11 articles about (Methoxymethyl)diphenylphosphine oxide 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: 86.0%

chloromethyl methyl ether (107-30-2) + Triphenylphosphine oxide (791-28-6) → (methoxymethyl)diphenylphosphine oxide (4455-77-0)

Guidance literature:

Triphenylphosphine oxide; With sodium hydride; lithium iodide; In tetrahydrofuran; at 60 ℃; for 13h; Inert atmosphere;

chloromethyl methyl ether; In tetrahydrofuran; at 0 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1039/c8cc00289d

Reference yield: 75.0%

chloromethyl methyl ether (107-30-2) + triphenylphosphine (603-35-0) → (methoxymethyl)diphenylphosphine oxide (4455-77-0)

Guidance literature:

chloromethyl methyl ether; triphenylphosphine; In chloroform; at 20 ℃; for 5.5h;

With sodium hydroxide; at 0 - 100 ℃; for 10h; Further stages.;

DOI:10.1016/j.tet.2008.01.082

Reference yield: 55.0%

methoxymethyltriphenylphosphonium bromide (33670-32-5) → (methoxymethyl)diphenylphosphine oxide (4455-77-0)

Guidance literature:

With air; potassium tert-butylate; In dimethyl sulfoxide; for 2h;

DOI:10.1139/V08-056

upstream raw materials:

methoxymethyl-triphenyl-phosphonium cation

(methoxymethyl)triphenylphosphonium chloride

chloromethyl methyl ether

lithium diphenylphosphide

Downstream raw materials:

1-Diphenylphosphinoylmethoxymethyl-cyclohexan-1-ol

(1R,2R,3R,4R,11S)-4-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-[(R)-(diphenyl-phosphinoyl)-methoxy-methyl]-11-methyl-tricyclo[5.4.0.0^2,11]undec-7-en-3-ol

(1R,2R,3R,4R,11S)-4-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-[(S)-(diphenyl-phosphinoyl)-methoxy-methyl]-11-methyl-tricyclo[5.4.0.0^2,11]undec-7-en-3-ol

methoxymethyl phenyl ketone

Refernces

• 1、 -. "METHOD FOR THE MANUFACTURE OF COMPOUNDS CONTAINING AN ALPHA-OXY PHOSPHORUS GROUP BY USING P-X COMPONENTS". Page/Page column 48; 49. . Retrieved 2013/03/26.
• 2、 Morita, Hiroyuki,Tashiro, Shintaro,Takeda, Masahiro,Fujimori, Ken,Yamada, Nobuhiko,Chanmiya Sheikh,Kawaguchi, Hiroyuki. "Thermolyses of α-phosphorylmethyl tetrazolyl sulfoxides in the presence of 2,3-dimethyl-1,3-butadiene and their reactions with several amines". . p. 3589 - 3595. Retrieved 2008/09/20.