[Bis(4-chlorophenyl)methyl]phosphanone

Base Information

• Chemical Name: [Bis(4-chlorophenyl)methyl]phosphanone
• CAS No.: 54844-85-8
• Molecular Formula: C13H11Cl2OP
• Molecular Weight: 285.11
• DSSTox Substance ID: DTXSID30602192
• Wikidata: Q82499154
• Mol file: 54844-85-8.mol

Synonyms:[Bis(4-chlorophenyl)methyl]phosphanone;54844-85-8;SCHEMBL2863733;SCHEMBL2863737;DTXSID30602192

Chemical Property of [Bis(4-chlorophenyl)methyl]phosphanone

Chemical Property:

• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 281.9768073
• Heavy Atom Count: 17
• Complexity: 224

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(C2=CC=C(C=C2)Cl)P=O)Cl

Technology Process of [Bis(4-chlorophenyl)methyl]phosphanone

There total 3 articles about [Bis(4-chlorophenyl)methyl]phosphanone 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: 35.0%

bromochlorobenzene (106-39-8) + tetrakis(hydroxymethyl)phosphonium chloride (124-64-1) → tris(p-chlorophenyl)phosphine oxide (4576-56-1) + bis(4-chlorophenyl)methylphosphine oxide (54844-85-8)

Guidance literature:

With 3 A molecular sieve; potassium carbonate; [(o-Tol)2PC₆H₄CH₂Pd(OAc)]2; In N,N-dimethyl acetamide; at 130 ℃; for 17h;

DOI:10.1080/00397910008087212

Reference yield:

methylphosphonic acid dichloroanhydride (676-97-1) + bromochlorobenzene (106-39-8) → bis(4-chlorophenyl)methylphosphine oxide (54844-85-8)

Guidance literature:

With 1,1-Dibromoethane; magnesium; Yield given. Multistep reaction; 1.) tetrahydrofuran, 2.) heating;

Reference yield:

→ bis(4-chlorophenyl)methylphosphine oxide (54844-85-8)

Guidance literature:

4-Chlor-phenylmagnesium-bromid, CH3-P(O)Cl2;

upstream raw materials:

methylphosphonic acid dichloroanhydride

bromochlorobenzene

tetrakis(hydroxymethyl)phosphonium chloride

Downstream raw materials:

((ClC₆H₄)2POCH₃)2SnCl₄

Refernces

• 1、 Shvets, A. A.,Goncharova, L. V.,Zaviryukhina, N. E.,Moiseeva, O. A.,Talanova, L. N.,Osipov, O. A.. "INFRARED SPECTRA AND PECULIAR FEATURES OF CONJUGATION EFFECTS IN COMPLEXES OF DIARYLMETHYLPHOSPHINE OXIDES WITH PHENOL IN CCl4". . p. 279 - 283. Retrieved 2007/10/02.