Pentacyclo[4.2.0.02,5.03,8.04,7]octane, 1,4-diiodo-

Base Information

• Chemical Name: Pentacyclo[4.2.0.02,5.03,8.04,7]octane, 1,4-diiodo-
• CAS No.: 97229-08-8
• Molecular Formula: C8H6 I2
• Molecular Weight: 355.945
• Hs Code.: 2903399090
• Mol file: 97229-08-8.mol

Synonyms:1,4-Diiodocubane

Chemical Property of Pentacyclo[4.2.0.02,5.03,8.04,7]octane, 1,4-diiodo-

Chemical Property:

• Vapor Pressure: 0.000745mmHg at 25°C
• Boiling Point: 316.8°C at 760 mmHg
• Flash Point: 170.5°C
• PSA: 0.00000
• Density: 3.18g/cm³
• LogP: 2.09920

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Pentacyclo[4.2.0.02,5.03,8.04,7]octane, 1,4-diiodo-

There total 7 articles about Pentacyclo[4.2.0.02,5.03,8.04,7]octane, 1,4-diiodo- 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: 93.0%

cubane-1,4-dicarboxylic acid (32846-66-5) → 1,4-diiodocubane (97229-08-8)

Guidance literature:

With 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione; In 1,2-dichloro-ethane; for 2h; Product distribution / selectivity; Reflux; Irradiation;

Reference yield: 93.0%

4-iodopentacyclo[4.2.0.0(2,5).0(3,8).0(4,7)]octane-1-carboxylic acid (111873-46-2) → 1,4-diiodocubane (97229-08-8)

Guidance literature:

With 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione; In 1,2-dichloro-ethane; for 2h; Irradiation; Inert atmosphere; Reflux;

DOI:10.1002/adsc.201100145

Reference yield: 80.0%

1,4-cubanedicarboxylic acid dichloride (60462-24-0) → 1,4-diiodocubane (97229-08-8)

Guidance literature:

With dmap; 1,1,1-trifluoro-2-iodoethane; 2-mercaptopyridine-1-oxide sodium salt; In benzene; for 2.5h; Heating; Irradiation;

DOI:10.1021/jo00109a030

upstream raw materials:

1,4-dibromocubane

cubane-1,4-dicarboxylic acid

1,4-cubanedicarboxylic acid dichloride

4-iodopentacyclo[4.2.0.0(2,5).0(3,8).0(4,7)]octane-1-carboxylic acid

Downstream raw materials:

1,4'-diiodo-p-<2>cubyl

4-phenyl-1-cubanecarboxylic acid

1-iodo-4-phenylcubane

2-(4-biphenyl-4-yl-cuban-1-yl)-1,2-dihydro-naphthalen-1-ol

Refernces

• 1、 Reddy, D. Sivakumar,Sollott, Gilbert P.,Eaton, Philip E.. "Photolysis of Cubyl Iodides: Access to the Cubyl Cation". . p. 722 - 723. Retrieved 1989.
• 2、 Sarkar, Md. Raihan,Houston, Sevan D.,Savage, G. Paul,Williams, Craig M.,Krenske, Elizabeth H.,Bell, Stephen G.,De Voss, James J.. "Rearrangement-free hydroxylation of methylcubanes by a cytochrome P450: The case for dynamical coupling of C-H abstraction and rebound". . p. 19688 - 19699. Retrieved 2019.
• 3、 Wlochal, Joanna,Davies, Robert D. M.,Burton, Jonathan. "Cubanes in medicinal chemistry: Synthesis of functionalized building blocks". supporting information. p. 4094 - 4097. Retrieved 2014/09/29.