DI(1-Adamantyl)benzylphosphine

Base Information

• Chemical Name: DI(1-Adamantyl)benzylphosphine
• CAS No.: 395116-70-8
• Molecular Formula: C27H37P
• Molecular Weight: 392.565
• Hs Code.: 29319090
• DSSTox Substance ID: DTXSID90460735
• Nikkaji Number: J1.886.543B
• Wikidata: Q72462598
• Mol file: 395116-70-8.mol

Synonyms:395116-70-8;DI(1-ADAMANTYL)BENZYLPHOSPHINE;BENZYLDI-1-ADAMANTYLPHOSPHINE;Di(adamantan-1-yl)(benzyl)phosphine;bis(1-adamantyl)-benzylphosphane;Di(1-adamantyl)(benzyl)phosphine;MFCD05861603;benzyl(di-adamantyl)phosphine;Di-1-adamantylbenzylphosphine;SCHEMBL289717;C27H37P;DTXSID90460735;AMY11682;BCP21867;VQA11670;Di(1-adamantyl)benzylphosphine, 95%;AKOS015900190;CS-W011722;BP-12234;SY033518;FT-0689976;I11992;A873640;J-519829;Benzyldi(tricyclo[3.3.1.1~3,7~]decan-1-yl)phosphane;2,2-[[3-acetamido-4-[(4-nitrophenyl)azo]phenyl]imino]diethyldiacetate

Chemical Property of DI(1-Adamantyl)benzylphosphine

Chemical Property:

• Melting Point: 183°C
• PSA: 13.59000
• LogP: 7.60610
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Sensitive.: air sensitive
• XLogP3: 6.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 392.263288178
• Heavy Atom Count: 28
• Complexity: 487

Purity/Quality:

99% ^*data from raw suppliers

Benzyldi-1-adamantylphosphine, min. 85% [cataCXium(R) ABn] ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C2CC3CC1CC(C2)(C3)P(CC4=CC=CC=C4)C56CC7CC(C5)CC(C7)C6
• Uses: Catalyst for:Sonogashira coupling reactionRuthenium-catalyzed amination of secondary alcohols. with ammoniaRhodium-catalyzed regioselective hydroformylation of alkenesReductive carbonylationSuzuki coupling reaction suzuki reaction

Technology Process of DI(1-Adamantyl)benzylphosphine

There total 1 articles about DI(1-Adamantyl)benzylphosphine 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:

benzyl bromide (100-39-0) + di-1-adamantylphosphine (131211-27-3) → di(1-adamantyl)benzylphosphane (395116-70-8)

Guidance literature:

benzyl bromide; di-1-adamantylphosphine; at 20 ℃; for 1h;

With triethylamine; In dibutyl ether; at -78 ℃; for 5h;

DOI:10.1055/s-2004-822313

Reference yield: 99.0%

(tetrahydrothiophene)gold(I) chloride (39929-21-0) + di(1-adamantyl)benzylphosphane (395116-70-8) → di(1-adamantyl)benzylphosphinegold(I) chloride (1137942-55-2)

Guidance literature:

In dichloromethane; for 1.75h;

DOI:10.1071/CH13552

Reference yield: 96.0%

dicarbonylacetylacetonato rhodium (I) + di(1-adamantyl)benzylphosphane (395116-70-8) → Rh(acac)(CO)(PAd2Bn)

Guidance literature:

In chloroform-d1; for 1h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.6b03215

upstream raw materials:

benzyl bromide

di-1-adamantylphosphine

Downstream raw materials:

di(1-adamantyl)benzylphosphinegold(I) chloride

C₃₃H₄₈BO₂P

Refernces

• 1、 -. "Production of novel phosphane ligands and use in catalytical reactions". . . Retrieved 2008/06/13.