4-Methoxycyclohexanecarboxylic acid

Base Information

• Chemical Name: 4-Methoxycyclohexanecarboxylic acid
• CAS No.: 95233-12-8
• Molecular Formula: C8H14O3
• Molecular Weight: 158.197
• Hs Code.: 2918990090
• European Community (EC) Number: 628-803-7
• DSSTox Substance ID: DTXSID801347396
• Nikkaji Number: J814.345E,J785.085I
• Mol file: 95233-12-8.mol

Synonyms:4-METHOXYCYCLOHEXANECARBOXYLIC ACID;95233-12-8;73873-61-7;trans-4-methoxycyclohexanecarboxylic acid;4-methoxycyclohexane-1-carboxylic Acid;73873-59-3;cis-4-methoxycyclohexane-1-carboxylic acid;trans-4-methoxycyclohexane-1-carboxylic acid;Cyclohexanecarboxylic acid, 4-methoxy-;(1s,4s)-4-Methoxycyclohexane-1-carboxylic acid;MFCD00074992;Trans-4-methoxycyclohexane carboxylic acid;Cyclohexanecarboxylic acid, 4-methoxy-, trans-;4-methoxy-cyclohexanecarboxylic acid;Cyclohexanecarboxylic acid, 4-methoxy-, cis-;4-Methoxycyclohexanoic acid;SCHEMBL322695;SCHEMBL1979948;SCHEMBL2444574;SCHEMBL13088445;SCHEMBL19501517;SCHEMBL22861392;WKILSRYNRQGRMA-KNVOCYPGSA-N;WKILSRYNRQGRMA-LJGSYFOKSA-N;4-methoxycylcohexanecarboxylic acid;DTXSID801347396;4-methoxycyclohexane carboxylic acid;AMY35736;VDA23312;YCA87359;YCA87361;Cyclohexanecarboxylicacid,4-methoxy-;4-methoxy-cyclohexane carboxylic acid;MFCD20488929;MFCD27928131;AKOS015894344;AKOS025396091;cis-4-methoxycyclohexanecarboxylic acid;DS-8521;SB15660;SB15661;SB15662;AS-52811;SY042447;TS-02102;CS-0043916;CS-0049674;CS-0054432;FT-0646765;FT-0731100;EN300-107566;P10061;P12782;P15709;rac-(1s,4s)-4-methoxycyclohexane-1-carboxylic;(1r,4r)-4-methoxycyclohexane-1-carboxylic acid;EN300-6770515;EN300-6770565;rel-(1S,4S)-4-Methoxycyclohexanecarboxylic acid;Z607808400

Chemical Property of 4-Methoxycyclohexanecarboxylic acid

Chemical Property:

• Vapor Pressure: 0.00247mmHg at 25°C
• Melting Point: 55.5-58.5 °C
• Refractive Index: n20/D 1.4687(lit.)
• Boiling Point: 266.6 °C at 760 mmHg
• PKA: 4.68±0.10(Predicted)
• Flash Point: 105.3 °C
• PSA: 46.53000
• Density: 1.09 g/cm³
• LogP: 1.27620
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 158.094294304
• Heavy Atom Count: 11
• Complexity: 136

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-MethoxycyclohexanecarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1CCC(CC1)C(=O)O
• Uses: 4-Methoxycyclohexanecarboxylic acid is a reagent used in the discovery of a series of highly brain penetrant which are selective muscarinic M1 agonists.

Technology Process of 4-Methoxycyclohexanecarboxylic acid

There total 3 articles about 4-Methoxycyclohexanecarboxylic 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: 98.3%

4-methoxybenzoic acid (100-09-4) → 4-methoxycyclohexylcarboxylic acid (95233-12-8)

Guidance literature:

With hydrogen; Rh/Al₂O₃; In tetrahydrofuran; at 50 ℃; for 16h; under 2585.7 Torr;

DOI:10.1021/jm00164a029

Reference yield: 63.3%

Methyl cis/trans-4-methoxycyclohexanecarboxylate (137058-17-4) → 4-methoxycyclohexylcarboxylic acid (95233-12-8)

Guidance literature:

With potassium hydroxide; In ethanol; for 24h; Heating;

DOI:10.1021/jo01304a019

Reference yield:

methyl 4-methoxybenzoate (121-98-2) → 4-methoxycyclohexylcarboxylic acid (95233-12-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 47.2 percent / H₂ / 5percent Rh/Alumina / acetic acid / 2585.7 Torr

2: 63.3 percent / KOH / ethanol / 24 h / Heating

With potassium hydroxide; hydrogen; Rh/Al₂O₃; In ethanol; acetic acid;

DOI:10.1021/jo01304a019

upstream raw materials:

Methyl cis/trans-4-methoxycyclohexanecarboxylate

4-methoxybenzoic acid

methyl 4-methoxybenzoate

Downstream raw materials:

(3-ethyl-2-methoxy-quinolin-6-yl)-(4-methoxy-cyclohexyl)-methanone

JNJ-16259685

Refernces

• 1、 Krapcho, A.Paul,Dundulis, Edward A.. "Stereochemistry of Alkylation of Carboxylic Acid Salt and Ester α Anions Derived from Cyclic Systems.". . p. 3236 - 3245. Retrieved 2007/10/02.