Diphenidol

Base Information

• Chemical Name: Diphenidol
• CAS No.: 972-02-1
• Molecular Formula: C21H27NO
• Molecular Weight: 309.451
• Hs Code.: 2933399090
• European Community (EC) Number: 213-540-9
• UNII: NQO8R319LY
• DSSTox Substance ID: DTXSID3022950
• Nikkaji Number: J7.202H
• Wikipedia: Diphenidol
• Wikidata: Q5279734
• NCI Thesaurus Code: C65421
• Pharos Ligand ID: SXV3S71WKXTZ
• Metabolomics Workbench ID: 43442
• ChEMBL ID: CHEMBL936
• Mol file: 972-02-1.mol

Synonyms:Cefadol;Cephadol;difenidol;diphenidol;diphenidol hydrochloride;diphenidol hydrochloride, alpha-(14)C-labeled;diphenidol pamoate;Normavom;Vontrol

Chemical Property of Diphenidol

Chemical Property:

• Melting Point: 104-105°
• Refractive Index: 1.5614 (estimate)
• Boiling Point: 473.3 °C at 760 mmHg
• Flash Point: 233.5 °C
• PSA: 23.47000
• Density: 1.066 g/cm³
• LogP: 4.12650
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 309.209264485
• Heavy Atom Count: 23
• Complexity: 307

Purity/Quality:

99% ^*data from raw suppliers

DIFENIDOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(CC1)CCCC(C2=CC=CC=C2)(C3=CC=CC=C3)O

Technology Process of Diphenidol

There total 6 articles about Diphenidol 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: 99.0%

piperidine (110-89-4) + carbon monoxide (201230-82-2) + 1,1-diphenylprop-2-en-1-ol (3923-51-1) → difenidol (972-02-1)

Guidance literature:

chloro(1,5-cyclooctadiene)rhodium(I) dimer; In 1,4-dioxane; at 120 ℃; for 65h; under 37503 Torr;

DOI:10.1016/j.tet.2004.09.058

Reference yield:

benzophenone (119-61-9) → difenidol (972-02-1)

Guidance literature:

With diethyl ether;

DOI:10.1021/ja01136a034

Reference yield:

benzophenone (119-61-9) → difenidol (972-02-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / tetrahydrofuran / Heating

2: 99 percent / [Rh(cod)Cl]2 / dioxane / 65 h / 120 °C / 37503 Torr

chloro(1,5-cyclooctadiene)rhodium(I) dimer; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1016/j.tet.2004.09.058

upstream raw materials:

piperidine

4-hydroxy-4,4-diphenylbutyl chloride

benzophenone

carbon monoxide

Downstream raw materials:

1-(4,4-diphenylbut-3-enyl)piperidine

Refernces

• 1、 Vitale, Arturo A.,Doctorovich, F.,Nudelman, N. Sbarbati. "One-pot synthesis of diarylalkylcarbinols and substituted derivatives through carbon monoxide insertion reactions into aryllithiums". . p. 9 - 18. Retrieved 2007/10/02.