2-Propanone, 1-chloro-3-(triphenylphosphoranylidene)-

Base Information

• Chemical Name: 2-Propanone, 1-chloro-3-(triphenylphosphoranylidene)-
• CAS No.: 13605-66-8
• Molecular Formula: C21H18ClOP
• Molecular Weight: 352.8
• Hs Code.: 2931900090
• European Community (EC) Number: 828-419-1
• NSC Number: 146374
• DSSTox Substance ID: DTXSID80301784
• Nikkaji Number: J772.812C
• Wikidata: Q82046051
• Mol file: 13605-66-8.mol

Synonyms:13605-66-8;2-Propanone, 1-chloro-3-(triphenylphosphoranylidene)-;3-Chloro-2-oxopropylidene triphenylphosphorane;1-Chloro-3-(triphenylphosphoranylidene)propan-2-one;1-chloro-3-(triphenylphosphoranylidene)acetone;1-chloro-3-(triphenyl-lambda5-phosphanylidene)propan-2-one;chloroacetylmethylenetriphenylphosphorane;NSC146374;C21H18ClOP;1-Chloro-3-(triphenylphosphoranylidene)-2-propanone;SCHEMBL2574392;DTXSID80301784;MFCD04038921;STL145045;AKOS005746362;AT23046;NSC 146374;NSC-146374;2-Oxo-3-chloropropylidenetriphenylphosphorane;CS-0309128;EN300-159868;chloromethylcarbonylmethylenetriphenyl phosphorane;A903854;1-chloro-3-(triphenylphosphanylidene)-propane-2-one;1-chloro-3-(triphenyl phosphoranylidene)propan-2-one;Z1762998293;1-chloro-3-(triphenyl-lambda~5~-phosphanylidene)propan-2-one

Chemical Property of 2-Propanone, 1-chloro-3-(triphenylphosphoranylidene)-

Chemical Property:

• Vapor Pressure: 2.88E-10mmHg at 25°C
• Refractive Index: 1.617
• Boiling Point: 503.5 °C at 760 mmHg
• Flash Point: 258.3 °C
• PSA: 26.88000
• Density: 1.21 g/cm³
• LogP: 3.59060
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 352.0783799
• Heavy Atom Count: 24
• Complexity: 402

Purity/Quality:

99% ^*data from raw suppliers

1-Chloro-3-(triphenylphosphoranylidene)acetone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Propanone, 1-chloro-3-(triphenylphosphoranylidene)-

There total 7 articles about 2-Propanone, 1-chloro-3-(triphenylphosphoranylidene)- 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%

(3-chloro-2-oxopropyl)triphenylphosphonium chloride (13605-65-7) → 1-chloro-3-(triphenylphosphoranylidene)acetone (13605-66-8)

Guidance literature:

With sodium carbonate; In methanol; at 20 ℃; for 0.75h;

DOI:10.1016/j.tet.2007.03.066

Reference yield: 97.0%

1,3-Dichloroacetone (534-07-6) + triphenylphosphine (603-35-0) → 1-chloro-3-(triphenylphosphoranylidene)acetone (13605-66-8)

Guidance literature:

1,3-Dichloroacetone; triphenylphosphine; In tetrahydrofuran; for 4h; Heating;

With sodium carbonate; In methanol; at 20 ℃; for 0.5h;

DOI:10.1007/s00706-004-0258-7

Reference yield:

triphenylphosphine (603-35-0) → 1-chloro-3-(triphenylphosphoranylidene)acetone (13605-66-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / tetrahydrofuran / 4 h / Heating

2: 89 percent / Na₂CO₃ / methanol; H₂O / 0.5 h / 20 °C

With sodium carbonate; In tetrahydrofuran; methanol; water;

DOI:10.1016/j.tet.2005.04.076

upstream raw materials:

(3-chloro-2-oxopropyl)triphenylphosphonium chloride

1,3-Dichloroacetone

triphenylphosphine

Downstream raw materials:

Chlormethyl-<2-(4-nitro-phenyl)-vinyl>-keton

4-Acetamino-styryl-chlor-methyl-keton; 1-Chlor-4--but-3-en-2-on

2-Oxo-3-(phenylthio)propylidene triphenylphosphorane

2-[2-oxo-3-(triphenyl-λ⁵-phosphanylidene)propyl]-1H-isoindole-1,3(2H)-dione

Refernces

• 1、 Audia, James E.,Barberis, Mario,Beck, James P.,Boggs, Leonard N.,Borders, Anthony R.,Boyer, Robert D.,Brier, Richard A.,Erickson, Jon A.,Garcia-Losada, Pablo,Green, Steven J.,Hembre, Erik J.,Hendle, J?rg,Lopez, Jose E.,Mathes, Brian M.,May, Patrick C.,Mergott, Dustin J.,Minguez, Jose Miguel,Monk, Scott A.,Porter, Warren J.,Rankovic, Zoran,Shi, Yuan,Stout, Stephanie L.,Timm, David E.,Watson, Brian M.,Winneroski, Leonard L.,Yang, Zhixiang. "Preparation and biological evaluation of BACE1 inhibitors: Leveraging trans-cyclopropyl moieties as ligand efficient conformational constraints". . . Retrieved 2019.
• 2、 -. "AZEPANE DERIVATIVES AND METHODS OF TREATING HEPATITIS B INFECTIONS". Paragraph 0058; 0559. . Retrieved 2015/07/22.