Ethyl 3-oxo-2-(triphenylphosphoranylidene)butanoate

Base Information

• Chemical Name: Ethyl 3-oxo-2-(triphenylphosphoranylidene)butanoate
• CAS No.: 1474-92-6
• Molecular Formula: C24H23 O3 P
• Molecular Weight: 390.419
• NSC Number: 131479
• DSSTox Substance ID: DTXSID40933121
• Nikkaji Number: J972.259I
• Wikidata: Q82908921
• Mol file: 1474-92-6.mol

Synonyms:1474-92-6;ethyl 3-oxo-2-(triphenylphosphoranylidene)butanoate;NSC131479;SCHEMBL10322782;DTXSID40933121;AKOS016354147;NSC-131479;[alpha-carbethoxy-alpha-acetylmethylene]triphenylphosphorane;Ethyl 3-oxo-2-(triphenyl-lambda~5~-phosphanylidene)butanoate

Chemical Property of Ethyl 3-oxo-2-(triphenylphosphoranylidene)butanoate

Chemical Property:

• Vapor Pressure: 2.41E-11mmHg at 25°C
• Boiling Point: 530.7°Cat760mmHg
• Flash Point: 287.7°C
• Density: 1.18g/cm³
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 390.13848159
• Heavy Atom Count: 28
• Complexity: 539

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=P(C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3)C(=O)C

Technology Process of Ethyl 3-oxo-2-(triphenylphosphoranylidene)butanoate

There total 10 articles about Ethyl 3-oxo-2-(triphenylphosphoranylidene)butanoate 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: 98.0%

acetyl chloride (75-36-5) + ethyl (triphenylphosphoranylidene)acetate (1099-45-2) → ethyl 3-oxo-2-(triphenylphosphoranylidene)butyrate (1474-92-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1016/j.bmcl.2010.09.063

Reference yield: 90.0%

acetic anhydride (108-24-7) + ethyl (triphenylphosphoranylidene)acetate (1099-45-2) → ethyl 3-oxo-2-(triphenylphosphoranylidene)butyrate (1474-92-6)

Guidance literature:

In chloroform; for 4.5h; Heating;

Reference yield: 88.0%

ethyl 2,4-bis(triphenylphosphoranylidene)-3-oxobutanoate (4895-57-2) → ethyl 3-oxo-2-(triphenylphosphoranylidene)butyrate (1474-92-6) + Triphenylphosphine oxide (791-28-6)

Guidance literature:

With sodium carbonate; for 2h; Heating;

upstream raw materials:

ethyl acetoacetate

triphenylphosphine

dichlorotriphenylphosphorane

o-tetrachloroquinone

Downstream raw materials:

ethyl 9-methyl-3-oxo-2-(triphenylphosphoranylidene)-4,8-decadienoate

Ethyl 2-butynoate

((Z)-1-Ethoxycarbonyl-2-hydroxy-propenyl)-triphenyl-phosphonium; bromide

Trifluoro-acetate((Z)-1-ethoxycarbonyl-2-hydroxy-propenyl)-triphenyl-phosphonium;