Methyl 4,4-difluorocyclohexanecarboxylate

Base Information

• Chemical Name: Methyl 4,4-difluorocyclohexanecarboxylate
• CAS No.: 121629-14-9
• Molecular Formula: C8H12 F2 O2
• Molecular Weight: 178.179
• Hs Code.: 2916209090
• European Community (EC) Number: 601-794-7
• DSSTox Substance ID: DTXSID40559426
• Wikidata: Q72490105
• Mol file: 121629-14-9.mol

Synonyms:METHYL 4,4-DIFLUOROCYCLOHEXANECARBOXYLATE;121629-14-9;METHYL 4,4-DIFLUOROCYCLOHEXANE-1-CARBOXYLATE;882855-71-2;Cyclohexanecarboxylic acid, 4,4-difluoro-, methyl ester;MFCD11040454;Methyl4,4-difluorocyclohexanecarboxylate;SCHEMBL17584;DTXSID40559426;AMY15600;AKOS005063374;AB62807;CS-W020164;AS-50751;Cyclohexanecarboxylicacid, 3,3-difluoro-5-[[(phenylmethoxy)carbonyl]amino]-, methyl ester,(1R,5S)-rel-;SY108465;methyl 4,4-difluorocyclohexane carboxylate;P11009;A891566;J-520154;J-520157;4,4-Difluoro-cyclohexanecarboxylic acid methyl ester

Chemical Property of Methyl 4,4-difluorocyclohexanecarboxylate

Chemical Property:

• Vapor Pressure: 0.836mmHg at 25°C
• Boiling Point: 181.8oC at 760 mmHg
• Flash Point: 62.4oC
• PSA: 26.30000
• Density: 1.13g/cm3
• LogP: 1.98490
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 178.08053595
• Heavy Atom Count: 12
• Complexity: 170

Purity/Quality:

97% ^*data from raw suppliers

Methyl4,4-difluorocyclohexanecarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1CCC(CC1)(F)F

Technology Process of Methyl 4,4-difluorocyclohexanecarboxylate

There total 2 articles about Methyl 4,4-difluorocyclohexanecarboxylate 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: 90.82%

4,4-difluorocyclohexanecarboxylic acid (122665-97-8) + methanol (67-56-1) → methyl 4,4-difluorocyclohexane-1-carboxylate (121629-14-9)

Guidance literature:

With sulfuric acid; at 0 - 70 ℃; for 16h;

Reference yield:

→ methyl 4,4-difluorocyclohexane-1-carboxylate (121629-14-9)

Guidance literature:

Reference yield: 82.0%

methyl 4,4-difluorocyclohexane-1-carboxylate (121629-14-9) + dimethyl methane phosphonate (756-79-6) → dimethyl [2-(4,4-difluorocyclohexyl)-2-oxoethyl]phosphonate (1402838-40-7)

Guidance literature:

dimethyl methane phosphonate; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

methyl 4,4-difluorocyclohexane-1-carboxylate; In tetrahydrofuran; at -78 - 0 ℃; for 1.5h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.9b00662

upstream raw materials:

4,4-difluorocyclohexanecarboxylic acid

methanol

Downstream raw materials:

(4,4-difluorocyclohexyl)methanol

methyl 4,4-difluoro-1-methylcyclohexanecarboxylate

(2S,3R,4R,5S,6R)-2-(3-(4-((4,4-difluoro-1-methylcyclohexyl)methoxy)benzyl)-4-methylphenyl)6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

(2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(3-(4-((4,4-difluoro-1-methylcyclohexyl)methoxy)benzyl)-4-fluorophenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate