2-(4-Chlorobenzoyl)cyclohexane-1-carboxylate

Base Information

• Chemical Name: 2-(4-Chlorobenzoyl)cyclohexane-1-carboxylate
• CAS No.: 52240-18-3
• Molecular Formula: C₁₄H₁₅ClO₃
• Molecular Weight: 266.724
• Hs Code.: 29183000
• DSSTox Substance ID: DTXSID30966620
• Wikidata: Q82949038
• Mol file: 52240-18-3.mol

Synonyms:DTXSID30966620;2-(4-Chlorobenzoyl)cyclohexane-1-carboxylate

Chemical Property of 2-(4-Chlorobenzoyl)cyclohexane-1-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 147-151°C
• Boiling Point: 448.9°Cat760mmHg
• Flash Point: 225.3°C
• PSA: 54.37000
• Density: 1.284g/cm³
• LogP: 3.41370
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 265.0631470
• Heavy Atom Count: 18
• Complexity: 316

Purity/Quality:

98%Min ^*data from raw suppliers

Cis-2-(4-chlorobenzoyl)cyclohexane-1-carboxylicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCC(C(C1)C(=O)C2=CC=C(C=C2)Cl)C(=O)[O-]
• Isomeric SMILES: C1CC[C@H]([C@H](C1)C(=O)C2=CC=C(C=C2)Cl)C(=O)[O-]

Technology Process of 2-(4-Chlorobenzoyl)cyclohexane-1-carboxylate

There total 3 articles about 2-(4-Chlorobenzoyl)cyclohexane-1-carboxylate 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: 94.0%

4-chlorophenyl trifluoromethanesulfonate (29540-84-9) + 1,2-cis-cyclohexanedicarboxylic anhydride (13149-00-3) → cis-2-(4-chlorobenzoyl)cyclohexane-1-carboxylic acid (52240-18-3,52240-19-4)

Guidance literature:

With [2,2]bipyridinyl; bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; chloro-trimethyl-silane; zinc(II) iodide; zinc; In N,N-dimethyl acetamide; at 80 ℃; for 12h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.8b00114

Reference yield:

→ trans-2-(p-Chlorbenzoylcyclohexan)-1-carbonsaeure (52240-18-3,52240-19-4)

Guidance literature:

cis-Isomeres 60, NaOH;

DOI:10.1021/jm00249a004

Reference yield:

→ cis-2-(4-chlorobenzoyl)cyclohexane-1-carboxylic acid (52240-18-3,52240-19-4)

Guidance literature:

1,2-Cyclohexandicarbonsaeureanhydrid, Chlorbenzol durch F.C.-Rk.;

DOI:10.1021/jm00249a004

upstream raw materials:

4-chlorophenyl trifluoromethanesulfonate

1,2-cis-cyclohexanedicarboxylic anhydride

Downstream raw materials:

4-(4-chlorophenyl)-5,6,7,8-tetrahydrophthalazin-1(2H)-one

Refernces

• 1、 Curran,Ross. "6 Phenyl 4,5 dihydro 3(2H) pyridazinones. A series of hypotensive agents". . p. 273 - 281. Retrieved 2007/10/05.