1,2,3,4,5-Pentamethylcyclopenta-2,4-diene-1-carbonyl chloride

Base Information

• Chemical Name: 1,2,3,4,5-Pentamethylcyclopenta-2,4-diene-1-carbonyl chloride
• CAS No.: 108561-47-3
• Molecular Formula: C11H15 Cl O
• Molecular Weight: 198.692
• Hs Code.: 2916209090
• DSSTox Substance ID: DTXSID60550778
• Nikkaji Number: J1.962.327K
• Mol file: 108561-47-3.mol

Synonyms:108561-47-3;1,2,3,4,5-Pentamethylcyclopenta-2,4-diene-1-carbonyl chloride;2,4-Cyclopentadiene-1-carbonyl chloride, 1,2,3,4,5-pentamethyl- (9CI);DTXSID60550778

Chemical Property of 1,2,3,4,5-Pentamethylcyclopenta-2,4-diene-1-carbonyl chloride

Chemical Property:

• PSA: 17.07000
• LogP: 3.44450
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 198.0811428
• Heavy Atom Count: 13
• Complexity: 310

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(C(=C1C)C)(C)C(=O)Cl)C

Technology Process of 1,2,3,4,5-Pentamethylcyclopenta-2,4-diene-1-carbonyl chloride

There total 6 articles about 1,2,3,4,5-Pentamethylcyclopenta-2,4-diene-1-carbonyl 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:

1,2,3,4,5-Pentamethyl-cyclopenta-2,4-dienecarboxylic acid (170800-27-8) → 1,2,3,4,5-Pentamethyl-2,4-cyclopentadien-1-carbonsaeurechlorid (108561-47-3)

Guidance literature:

With phosphorus pentachloride; In diethyl ether; at 25 ℃; for 12h;

DOI:10.1246/cl.1995.739

Reference yield:

1,2,3,4,5-pentamethylcyclopentadiene (4045-44-7) → 1,2,3,4,5-Pentamethyl-2,4-cyclopentadien-1-carbonsaeurechlorid (108561-47-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) n-BuLi / 1.) THF, 25 deg C, 0.5 h, 2.) from -60 to 25 deg C,

2: PCl₅ / diethyl ether / 12 h / 25 °C

With n-butyllithium; phosphorus pentachloride; In diethyl ether;

DOI:10.1246/cl.1995.739

Reference yield:

Lithium-1,2,3,4,5-pentamethyl-2,4-cyclopentadien-1-carboxylat (108561-45-1) → 1,2,3,4,5-Pentamethyl-2,4-cyclopentadien-1-carbonsaeurechlorid (108561-47-3)

Guidance literature:

With thionyl chloride; In Petroleum ether; for 2h; Yield given; Heating;

upstream raw materials:

tetrahydrofuran

Lithium-1,2,3,4,5-pentamethyl-2,4-cyclopentadien-1-carboxylat

phosgene

1,2,3,4,5-pentamethylcyclopentadiene

Downstream raw materials:

pentamethylcyclopentadienyllithium

1,2,3,4,5-pentamethylcyclopentadiene

1,2,3,4,5-Pentamethyl-cyclopenta-2,4-dienecarboxylic acid amide

Refernces

• 1、 Jutzi, Peter,Schwartzen, Karl-Heinz,Mix, Andreas,Stammler, Hans-Georg,Neumann, Beate. "Bis(pentamethylcyclopentadienyl) Ketone and Thioketone: Carbon Compounds with Preformed Diels-Alder Geometry". . p. 415 - 420. Retrieved 2007/10/02.