METHYL 4-CHLOROCUBANECARBOXYLATE

Base Information

• Chemical Name: METHYL 4-CHLOROCUBANECARBOXYLATE
• CAS No.: 122200-62-8
• Molecular Formula: C10H9 Cl O2
• Molecular Weight: 196.633
• Hs Code.: 2916200090
• Mol file: 122200-62-8.mol

Synonyms:Pentacyclo[4.2.0.02,5.03,8.04,7]octanecarboxylicacid, 4-chloro-, methyl ester (9CI)

Chemical Property of METHYL 4-CHLOROCUBANECARBOXYLATE

Chemical Property:

• Vapor Pressure: 0.0146mmHg at 25°C
• Refractive Index: 1.671
• Boiling Point: 257.3°Cat760mmHg
• Flash Point: 125.7°C
• PSA: 26.30000
• Density: 1.64g/cm³
• LogP: 0.88860

Purity/Quality:

99.0%Min ^*data from raw suppliers

Methyl (1S,2R,3R,8S)-4-chlorocubane-1-carboxylate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of METHYL 4-CHLOROCUBANECARBOXYLATE

There total 7 articles about METHYL 4-CHLOROCUBANECARBOXYLATE 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: 74.0%

4-methoxycarbonylcubane-1-carbonyl chloride (60462-18-2) → Methyl 4-chloro-1-cubanecarboxylate (122200-62-8)

Guidance literature:

With dmap; 2-mercaptopyridine-1-oxide sodium salt; In tetrachloromethane; for 2h; Inert atmosphere; Reflux; Irradiation;

DOI:10.1002/chem.201806277

Reference yield: 65.0%

methyl-4-iodocubane carboxylate (122200-58-2) → 4-Chloro-cubane-1-carboxylic acid methyl ester (122200-62-8)

Guidance literature:

With PhI(OH)(Cl); (Dichloroiodo)benzene; In dichloromethane; for 72h; Heating;

DOI:10.1016/S0040-4039(01)80615-8

Reference yield: 65.0%

[hydroxy(tosyloxy)iodo]benzene (27126-76-7) + 4-iodopentacyclo[4.2.0.02,5.03,8.04,7]octane-1-carboxylic acid (122200-58-2) → Methyl 4-chloro-1-cubanecarboxylate (122200-62-8)

Guidance literature:

With dichloroiodobenzene; In dichloromethane; for 60h; Heating;

upstream raw materials:

methyl-4-iodocubane carboxylate

4-(methoxycarbonyl)-1-cubanecarboxylic acid

[hydroxy(tosyloxy)iodo]benzene

4-iodopentacyclo[4.2.0.0^2,5.0^3,8.0^4,7]octane-1-carboxylic acid

Refernces

• 1、 Houston, Sevan D.,Xing, Hui,Bernhardt, Paul V.,Vanden Berg, Timothy J.,Tsanaktsidis, John,Savage, G. Paul,Williams, Craig M.. "Cyclooctatetraenes through Valence Isomerization of Cubanes: Scope and Limitations". supporting information. p. 2735 - 2739. Retrieved 2019/02/07.
• 2、 Kuduva, Srinivasan S.,Craig, Donald C.,Nangia, Ashwini,Desiraju, Gautam R.. "Cubanecarboxylic acids. Crystal engineering considerations and the role of C-H...O hydrogen bonds in determining O-H...Onetworks". . p. 1936 - 1944. Retrieved 2007/10/03.