methyl tetrahydro-2H-pyran-2-carboxylate

Base Information

• Chemical Name: methyl tetrahydro-2H-pyran-2-carboxylate
• CAS No.: 84355-44-2
• Molecular Formula: C₇H₁₂O₃
• Molecular Weight: 144.17
• Hs Code.: 2932999099
• European Community (EC) Number: 858-739-7
• DSSTox Substance ID: DTXSID80544311
• Nikkaji Number: J605.808F
• Mol file: 84355-44-2.mol

Synonyms:84355-44-2;methyl tetrahydro-2H-pyran-2-carboxylate;METHYL TETRAHYDROPYRAN-2-CARBOXYLATE;methyl oxane-2-carboxylate;MFCD12198853;2H-Pyran-2-carboxylic acid, tetrahydro-, methyl ester;SCHEMBL2200874;DTXSID80544311;MHZRCUVVJMWSMP-UHFFFAOYSA-N;AMY20577;AKOS011496261;CS-W001905;PB48752;methyltetrahydro-2H-pyran-2-carboxylate;DS-16620;SY005329;Tetrahydropyran-2-carboxylic acid Methyl ester;A840760;methyl tetrahydropyran-2-carboxylate;Methyl tetrahydro-2H-pyran-2-carboxylate

Chemical Property of methyl tetrahydro-2H-pyran-2-carboxylate

Chemical Property:

• Vapor Pressure: 0.776mmHg at 25°C
• Melting Point: 54oC
• Boiling Point: 183.307oC at 760 mmHg
• Flash Point: 66.761oC
• PSA: 35.53000
• Density: 1.067g/cm3
• LogP: 0.72850
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 144.078644241
• Heavy Atom Count: 10
• Complexity: 122

Purity/Quality:

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

MethylTetrahydropyran-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1CCCCO1

Technology Process of methyl tetrahydro-2H-pyran-2-carboxylate

There total 6 articles about methyl tetrahydro-2H-pyran-2-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: 78.0%

sodium tetrahydropyran-2-carboxylate + methyl iodide (74-88-4) → 2-carbomethoxytetrahydropyran (84355-44-2,159572-48-2)

Guidance literature:

In N,N,N,N,N,N-hexamethylphosphoric triamide; Ambient temperature;

DOI:10.1016/S0040-4020(01)89862-8

Reference yield:

2-carbomethoxy-3,6-dihydro-2H-pyran (38426-33-4) → 2-carbomethoxytetrahydropyran (84355-44-2,159572-48-2)

Guidance literature:

With hydrogen; platinum on activated charcoal; In methanol; under 3102.9 Torr; Yield given;

DOI:10.1002/omr.1270210205

Reference yield:

3,4-dihydro-2H-pyran-2-carboxylic acid sodium salt (16698-52-5) → 2-carbomethoxytetrahydropyran (84355-44-2,159572-48-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / H₂ / 10percent Pd/C / methanol / 24 h

2: 78 percent / hexamethylphosphoric acid triamide / Ambient temperature

With hydrogen; palladium on activated charcoal; In methanol; N,N,N,N,N,N-hexamethylphosphoric triamide;

DOI:10.1016/S0040-4020(01)89862-8

upstream raw materials:

2-carbomethoxy-3,6-dihydro-2H-pyran

methyl iodide

diazomethane

tetrahydropyran-2-carboxylic acid

Refernces

• 1、 Booth, Harold,Dixon, J. Mark,Khedhair, Khedhair A.. "Experimental Studies of the Anomeric Effect. Part VI. Ring Inversion Equilibria in Cyclohexane, Tetrahydropyran and Piperidine Rings Substituted by a Carbomethoxy or a Cyano Group.". . p. 6161 - 6174. Retrieved 2007/10/02.