DI-1-Adamantylphosphinic chloride

Base Information

• Chemical Name: DI-1-Adamantylphosphinic chloride
• CAS No.: 126683-99-6
• Molecular Formula: (C10H15)2POCl
• Molecular Weight: 352.884
• Hs Code.: 2903890090
• DSSTox Substance ID: DTXSID50409322
• Nikkaji Number: J709.241E
• Wikidata: Q72444045
• Mol file: 126683-99-6.mol

Synonyms:126683-99-6;DI-1-ADAMANTYLPHOSPHINIC CHLORIDE;di(adamantan-1-yl)phosphinic chloride;1-[1-adamantyl(chloro)phosphoryl]adamantane;MFCD02690406;SCHEMBL1091418;YSZC3732;DTXSID50409322;Diadamantylphosphinic acid chloride;RTFVOXURDFZPKR-UHFFFAOYSA-N;Phosphinic chloride, P,P-bis(tricyclo[3.3.1.13,7]dec-1-yl)-;AKOS027470066;AKOS032949898;GS-5736;bis(adamantan-1-yl)phosphinoyl chloride;CS-0105918;FT-0705756;H10527;[(3R,5S,7s)-adamantan-1-yl][(3R,5s)-adamantan-1-yl]phosphinoyl chloride

Chemical Property of DI-1-Adamantylphosphinic chloride

Chemical Property:

• Melting Point: 214°C
• Boiling Point: 498.0±12.0 °C(Predicted)
• PSA: 26.88000
• Density: 1.23
• LogP: 6.44090
• Sensitive.: moisture sensitive
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 352.1722803
• Heavy Atom Count: 23
• Complexity: 466

Purity/Quality:

>97% ^*data from raw suppliers

Di(adamantan-1-yl)phosphinicChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2CC3CC1CC(C2)(C3)P(=O)(C45CC6CC(C4)CC(C6)C5)Cl

Technology Process of DI-1-Adamantylphosphinic chloride

There total 6 articles about DI-1-Adamantylphosphinic chloride 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%

adamantane (281-23-2) → 1-(1-adamantyl)chlorophosphinoyladamantane (126683-99-6)

Guidance literature:

With Aluminum Chloride; phosphorus trichloride; for 6.16667h; Reflux;

Reference yield: 90.0%

1-Adamantyl bromide (768-90-1) + (1-adamantyl)dichlorophosphine (23906-91-4) → 1-(1-adamantyl)chlorophosphinoyladamantane (126683-99-6)

Guidance literature:

With sulfuric acid; at 20 - 55 ℃; for 4h;

Reference yield: 90.0%

1-adamanthanol (768-95-6) + (1-adamantyl)dichlorophosphine (23906-91-4) → 1-(1-adamantyl)chlorophosphinoyladamantane (126683-99-6)

Guidance literature:

With sulfuric acid; water;

upstream raw materials:

adamantane

adamantylmagnesium bromide

1-adamanthanol

(1-adamantyl)dichlorophosphine

Downstream raw materials:

di-1-adamantylphosphine

bis(1-adamantyl)phosphine oxide

di-1-adamantylchlorophosphane

Refernces

• 1、 -. "CYCLOPENTADIENYL/ADAMANTYL PHOSPHINIMINE ZIRCONIUM AND HAFNIUM COMPLEXES". Page/Page column 24. . Retrieved 2021/10/30.
• 2、 Sinai, ádám,Simkó, Dániel Cs.,Szabó, Fruzsina,Paczal, Attila,Gáti, Tamás,Bényei, Attila,Novák, Zoltán,Kotschy, András. "Aryl-Diadamantyl Phosphine Ligands in Palladium-Catalyzed Cross-Coupling Reactions: Synthesis, Structural Analysis, and Application". supporting information. p. 1122 - 1128. Retrieved 2020/03/03.