Dimethyl (2-oxo-3-(3-(trifluoromethyl)phenoxy)propyl)phosphonate

Base Information

• Chemical Name: Dimethyl (2-oxo-3-(3-(trifluoromethyl)phenoxy)propyl)phosphonate
• CAS No.: 54094-19-8
• Molecular Formula: C12H14 F3 O5 P
• Molecular Weight: 326.209
• Hs Code.: 2931900090
• European Community (EC) Number: 807-854-0
• DSSTox Substance ID: DTXSID40566796
• Nikkaji Number: J33.638F
• Wikidata: Q72471147
• Mol file: 54094-19-8.mol

Synonyms:54094-19-8;Dimethyl (2-oxo-3-(3-(trifluoromethyl)phenoxy)propyl)phosphonate;Dimethyl [2-oxo-3-[3-(trifluoromethyl)phenoxy]propyl]phosphonate;1-dimethoxyphosphoryl-3-[3-(trifluoromethyl)phenoxy]propan-2-one;Dimethyl {2-oxo-3-[3-(trifluoromethyl)phenoxy]propyl}phosphonate;Dimethyl 3-(3-(trifluoromethyl)phenoxy)-2-oxopropylphosphonate;dimethyl 3-[3-(trifluoromethyl)phenoxy]-2-oxopropylphosphonate;[2-Oxo-3-[3-(trifluoromethyl)phenoxy]propyl]phosphonic Acid Dimethyl Ester;SCHEMBL187207;C12H14F3O5P;DTXSID40566796;AMY19066;m-CF3C6H4OCH2COCH2PO(OMe)2;MFCD09054713;AKOS015891033;AC-24764;CS-0169263;D4397;Y10356;A829958;J-510216

Chemical Property of Dimethyl (2-oxo-3-(3-(trifluoromethyl)phenoxy)propyl)phosphonate

Chemical Property:

• Refractive Index: 1.4730-1.4770
• Boiling Point: 378.6°Cat760mmHg
• Flash Point: 182.8°C
• PSA: 71.64000
• Density: 1.32g/cm³
• LogP: 3.13920
• Storage Temp.: Refrigerator, Under inert atmosphere
• Solubility.: Chloroform (Slightly), DMSO (Slightly)
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 7
• Exact Mass: 326.05309503
• Heavy Atom Count: 21
• Complexity: 391

Purity/Quality:

99.5% ^*data from raw suppliers

Dimethyl [2-Oxo-3-[3-(trifluoromethyl)phenoxy]propyl]phosphonate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COP(=O)(CC(=O)COC1=CC=CC(=C1)C(F)(F)F)OC
• Uses: Dimethyl 3-(3-(Trifluoromethyl)phenoxy)-2-oxopropylphosphonate is used in preparation of β-Carbonyl Phosphates.

Technology Process of Dimethyl (2-oxo-3-(3-(trifluoromethyl)phenoxy)propyl)phosphonate

There total 6 articles about Dimethyl (2-oxo-3-(3-(trifluoromethyl)phenoxy)propyl)phosphonate 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: 93.0%

methyl 2-[3-(trifluoromethyl)phenoxy]acetate (588-26-1) + dimethyl methane phosphonate (756-79-6) → dimethyl [3-(3-(trifluoromethyl)phenoxy)-2-oxopropyl]phosphonate (54094-19-8)

Guidance literature:

dimethyl methane phosphonate; With n-butyllithium; In tetrahydrofuran; hexane; at -65 ℃; for 2h;

methyl 2-[3-(trifluoromethyl)phenoxy]acetate; In tetrahydrofuran; hexane; at -65 - 25 ℃;

Reference yield:

ethyl (3-trifluoromethylphenoxy)acetate (22897-99-0) + dimethyl methane phosphonate (756-79-6) → dimethyl [3-(3-(trifluoromethyl)phenoxy)-2-oxopropyl]phosphonate (54094-19-8)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane;

Reference yield:

C12H16F3O5P → dimethyl [3-(3-(trifluoromethyl)phenoxy)-2-oxopropyl]phosphonate (54094-19-8)

Guidance literature:

With Jones reagent; triethylamine; In acetone; for 4h; Reagent/catalyst; Concentration;

upstream raw materials:

ethyl (3-trifluoromethylphenoxy)acetate

dimethyl methane phosphonate

3-Trifluoromethylphenol

methyl 2-[3-(trifluoromethyl)phenoxy]acetate

Downstream raw materials:

[1,1'-biphenyl]-4-carboxylic acid (3aR,4R,5R,6aS)-hexahydro-4-[(1E,3R)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]-1-buten-1-yl]-2-oxo-2H-cyclopenta[b]furan-5-yl ester

(3aR,4R,5R,6aS)-hexahydro-4-[(1E,3R)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]-1-buten-1-yl]-2H-cyclopenta[b]furan-2,5-diol

[1,1'-biphenyl]-4-carboxylic acid (3aR,4R,5R,6aS)-hexahydro-4-[(1E,3R)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]-1-buten-1-yl]-2-hydroxy-2H-cyclopenta[b]furan-5-yl ester

[1,1'-biphenyl]-4-carboxylic acid (3aR,4R,5R,6aS)-hexahydro-4-[(1E,3R)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]-1-buten-1-yl]-2-hydroxy-2H-cyclopenta[b]furan-5-yl ester

Refernces

• 1、 -. "Preparation method of beta-carboxyl phosphate". . . Retrieved 2017/09/01.
• 2、 Mudduluru, Harikrishna,Hindupur, Rama M.,Dubey, Pramod K.,Madhavaram, Shankar,Tatini, Lakshmikumar,Subbaraju, Gottumukkala V.. "Synthesis of (±) travoprost and its analogs". . p. 234 - 241. Retrieved 2012/04/18.