4-(Cyclohexyloxy)benzoic acid

Base Information

• Chemical Name: 4-(Cyclohexyloxy)benzoic acid
• CAS No.: 139-61-7
• Molecular Formula: C13H16 O3
• Molecular Weight: 220.268
• Hs Code.: 2918990090
• European Community (EC) Number: 205-369-3
• NSC Number: 60416
• DSSTox Substance ID: DTXSID60160856
• Nikkaji Number: J184.418K
• Wikidata: Q83029189
• Mol file: 139-61-7.mol

Synonyms:4-(cyclohexyloxy)benzoic acid;139-61-7;4-Cyclohexyloxybenzoic acid;P-CYCLOHEXYLOXYBENZOIC ACID;4-(Cyclohexyloxy)-benzoic acid;EINECS 205-369-3;p-(Cyclohexyloxy)benzoic acid;4-cyclohexyloxy benzoic acid;SCHEMBL1817555;P-CYCLOHEXYLOXYBENZOICACID;DTXSID60160856;Benzoic acid, p-(cyclohexyloxy)-;Benzoic acid, 4-(cyclohexyloxy)-;NSC60416;NSC 60416;NSC-60416;STK948055;AKOS000264164;CS-0217627;EN300-80162;VU0510731-1;A50634;A885969;F3145-4952;Z111782198

Chemical Property of 4-(Cyclohexyloxy)benzoic acid

Chemical Property:

• Vapor Pressure: 4.47E-06mmHg at 25°C
• Boiling Point: 368.4°Cat760mmHg
• Flash Point: 140°C
• PSA: 46.53000
• Density: 1.168g/cm³
• LogP: 3.09630
• Storage Temp.: 2-8°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 220.109944368
• Heavy Atom Count: 16
• Complexity: 225

Purity/Quality:

98%min ^*data from raw suppliers

4-(cyclohexyloxy)benzoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)OC2=CC=C(C=C2)C(=O)O

Technology Process of 4-(Cyclohexyloxy)benzoic acid

There total 12 articles about 4-(Cyclohexyloxy)benzoic acid 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: 68.0%

Ethyl 4-hydroxybenzoate (120-47-8) + cyclohexene (110-83-8) → 4-(Cyclohexyloxy)benzoic acid (139-61-7)

Guidance literature:

Ethyl 4-hydroxybenzoate; cyclohexene; With boron trifluoride diethyl etherate; for 2h; Inert atmosphere; Reflux;

With sodium hydroxide; In methanol; water; acetone; for 3h; Inert atmosphere; Reflux;

DOI:10.1002/ejoc.201001695

Reference yield:

4-(cyclohexyloxy)benzoic acid methyl ester (6442-58-6) → 4-(Cyclohexyloxy)benzoic acid (139-61-7)

Guidance literature:

With water; sodium hydroxide; In ethanol; at 25 ℃; for 1h;

DOI:10.1016/j.ejmech.2017.08.004

Reference yield:

4-(1-Cyclohexenyloxy)benzoic acid + rhodium (378784-00-0,7440-16-6) → 4-(Cyclohexyloxy)benzoic acid (139-61-7)

Guidance literature:

With hydrogen; In methanol; ethyl acetate;

upstream raw materials:

1-bromocyclohexane

Ethyl 4-hydroxybenzoate

cyclohexene

carbon dioxide

Downstream raw materials:

C₃₃H₄₆N₂O₄

4-cyclohexyloxy-benzoyl chloride

[4-(cyclohexyloxy)phenyl]methyl 2-oxo-pyridine-1-carboxylate

[4-(cyclohexoxy)-phenyl]methyl N-[(2S,3R)-2-methyl-4-oxo-oxetan-3-yl]-carbamate

Refernces

• 1、 Kühl, Nikos,Graf, Dominik,Bock, Josephine,Behnam, Mira A. M.,Leuthold, Mila-Mareen,Klein, Christian D.. "A New Class of Dengue and West Nile Virus Protease Inhibitors with Submicromolar Activity in Reporter Gene DENV-2 Protease and Viral Replication Assays". . p. 8179 - 8197. Retrieved 2020/09/21.
• 2、 Kloss, Florian,Lincke, Thorger,Hertweck, Christian. "Highly efficient total synthesis of the clostridium-derived anti-MRSA antibiotic closthioamide". supporting information; experimental part. p. 1429 - 1431. Retrieved 2011/04/25.