1-Adamantylphosphaethyne

Base Information

• Chemical Name: 1-Adamantylphosphaethyne
• CAS No.: 101055-70-3
• Molecular Formula: C11H15 P
• Molecular Weight: 178.214
• DSSTox Substance ID: DTXSID50382787
• Nikkaji Number: J703.055J
• Wikidata: Q82174222
• Mol file: 101055-70-3.mol

Synonyms:1-Adamantylphosphaethyne;101055-70-3;1-adamantylmethylidynephosphane;Phosphine, (tricyclo[3.3.1.13,7]dec-1-ylmethylidyne)-;1-(2-Phosphaethynyl)adamantane;adamantylphosphaethyne;SCHEMBL17359818;(1-adamantylmethylidyne)phosphine;(1-Adamantyl)methylidynephosphine;DTXSID50382787;MFCD03109639;(ADAMANTAN-1-YLMETHYLIDYNE)PHOSPHANE;1-Adamantylphosphaethyne, >=97.0% (GC/CH);J-000316

Chemical Property of 1-Adamantylphosphaethyne

Chemical Property:

• Melting Point: 69 °C
• PSA: 0.00000
• LogP: 3.57250
• Storage Temp.: −20°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 178.091137476
• Heavy Atom Count: 12
• Complexity: 216

Purity/Quality:

99.90% ^*data from raw suppliers

1-Adamantylphosphaethyne ≥97.0%(GC/CH) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2CC3CC1CC(C2)(C3)C#P

Technology Process of 1-Adamantylphosphaethyne

There total 3 articles about 1-Adamantylphosphaethyne 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: 83.0%

(E)-(Adamant-1-yl-trimethylsiloxy)-methylidene-trimethylsilylphosphine (105395-80-0,105395-84-4,156568-65-9) → 1-adamantylphosphaacetylene (101055-70-3)

Guidance literature:

sodium hydroxide; In 1,2-dimethoxyethane; at 20 ℃; for 24h;

DOI:10.1055/s-1986-31467

Reference yield:

1-Adamantanecarbonyl chloride (2094-72-6) → 1-adamantylphosphaacetylene (101055-70-3)

Guidance literature:

1-Adamantanecarbonyl chloride; With [Na(THF)x][PNb(N[Me₃CCH₂][3,5-Me₂C₆H₃])3]; In tetrahydrofuran; for 0.05h;

In benzene-d6; at 45 ℃; for 0.75h;

DOI:10.1021/ja0461522

Reference yield:

1-Adamantoyl-bisphosphine (105395-83-3) → 1-adamantylphosphaacetylene (101055-70-3)

Guidance literature:

Multi-step reaction with 2 steps

1: cyclopentane / 0.25 h / Ambient temperature

2: 83 percent / NaOH / 1,2-dimethoxy-ethane / 24 h / 20 °C

sodium hydroxide; In 1,2-dimethoxyethane; Cyclopentane;

DOI:10.1055/s-1986-31467

upstream raw materials:

(E)-(Adamant-1-yl-trimethylsiloxy)-methylidene-trimethylsilylphosphine

1-Adamantanecarbonyl chloride

1-Adamantoyl-bisphosphine

Downstream raw materials:

tricarbonyldicyclohexylphosphine(η(2)-dicyclohexylphosphinito)manganese

Ru(PCHC₁₀H₁₅)(Cl)(CO)(P(C₆H₅)3)2

(C₅H₅)2Ti(C(C₁₀H₁₅)P(CC₆H₅)2)

[(C(1-adamantyl))2P₄(W(CO)5)2]