(Benzoylmethylene)triphenylphosphorane

Base Information

• Chemical Name: (Benzoylmethylene)triphenylphosphorane
• CAS No.: 859-65-4
• Molecular Formula: C₂₆H₂₁OP
• Molecular Weight: 380.426
• Hs Code.: 29319000
• European Community (EC) Number: 212-727-2
• NSC Number: 167167
• DSSTox Substance ID: DTXSID90235228
• Nikkaji Number: J500.736D,J79.987D
• Wikidata: Q83117108
• ChEMBL ID: CHEMBL3247919
• Mol file: 859-65-4.mol

Synonyms:SK and F 45349;SKF 45349;SKF-45349

Chemical Property of (Benzoylmethylene)triphenylphosphorane

Chemical Property:

• Vapor Pressure: 3.48E-12mmHg at 25°C
• Melting Point: 183-186°C
• Boiling Point: 550.9°C at 760 mmHg
• Flash Point: 287°C
• PSA: 26.88000
• Density: 1.18g/cm³
• LogP: 4.66560
• Storage Temp.: Refrigerator
• Sensitive.: Air Sensitive
• Solubility.: Soluble in Methanol (almost transparency).
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 380.133002287
• Heavy Atom Count: 28
• Complexity: 489

Purity/Quality:

97% ^*data from raw suppliers

(Benzoylmethylene)triphenylphosphorane ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)C=P(C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4
• Uses: It is used in organic synthesis, wittig reagent.

Technology Process of (Benzoylmethylene)triphenylphosphorane

There total 50 articles about (Benzoylmethylene)triphenylphosphorane 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%

triphenylphenacylphosphonium bromide (6048-29-9) → (Benzoylmethylene)triphenylphosphorane (20913-05-7,859-65-4)

Guidance literature:

With sodium hydroxide; In dichloromethane; water; at 23 ℃; for 3h; Inert atmosphere;

DOI:10.1021/jacs.9b09373

Reference yield: 99.0%

α-bromoacetophenone (70-11-1) + triphenylphosphine (603-35-0) → (Benzoylmethylene)triphenylphosphorane (20913-05-7,859-65-4)

Guidance literature:

α-bromoacetophenone; triphenylphosphine; for 1h; steel ball-milling;

With potassium carbonate; for 3h; Further stages.; steel ball-milling;

DOI:10.1021/ja017908p

Reference yield: 97.0%

Phenacyltriphenylphosphonium iodide (6230-82-6) → (Benzoylmethylene)triphenylphosphorane (20913-05-7,859-65-4)

Guidance literature:

With sodium methylate; In methanol; for 0.0833333h;

DOI:10.1055/s-1981-29497

upstream raw materials:

α-bromoacetophenone

bromobenzene

Bestmann ylide

trimethylsilyl benzoate

Downstream raw materials:

1-methyl-2-((phenylcarbonyl)methyl)-1-cyclohexene

3t-arsinin-4-yl-1-phenyl-propenone

4,4,4-trifluoro-1-phenyl-3-(trifluoromethyl)but-2-en-1-one

trans-1,10-diphenyl-2,8-decadiene-1,10-dione

Refernces

The reactions of triphenylphosphine alkylenes with 3(2-thienyl)acrylonitriles

10.1080/10426500307778

The research investigates the reactions of triphenylphosphine alkylenes with 3(2-thienyl)acrylonitriles, aiming to explore the formation of various products under different reaction conditions and the influence of the substituents on the reaction outcomes. Key chemicals involved include ethyl 3-(2-thienyl)acrylocyanoacetate (1b), various ylides such as (methoxycarbonylmethylene)triphenylphosphorane (2a), (ethoxycarbonylmethylene)triphenylphosphorane (2b), (benzoylmethylene)triphenylphosphorane (2c), and (cyanomethylene)triphenylphosphorane (14). The study found that the initial Michael addition of ylides to the exocyclic methide carbon in 1b leads to diverse products depending on the nature of the ylide and reaction conditions. For instance, reactions with 2a and 2b in the presence of triethylamine yielded cyclopropane derivatives and new ylides, while the reaction with 2c in ethyl acetate containing benzoic acid produced a pyran derivative. The reaction of (cyanomethylene)triphenylphosphorane (14) with 1b resulted in a cyclopropane derivative, whereas with malonitrile 1a, it produced a ylide and a propene derivative. The research concludes that the substituents on the ylides and the reaction conditions significantly affect the reaction pathways and products, highlighting the versatility of these reactions in synthesizing complex organic compounds with potential biological activities.

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 859-65-4 (BENZOYLMETHYLENE)TRIPHENYLPHOSPHORANE

Send

Send

Metric Ton KG G Pound L ML

Send

Send