2-Methoxythiophene

Base Information

• Chemical Name: 2-Methoxythiophene
• CAS No.: 16839-97-7
• Molecular Formula: C5H6OS
• Molecular Weight: 114.168
• Hs Code.: 29349990
• European Community (EC) Number: 240-863-2
• DSSTox Substance ID: DTXSID60168559
• Nikkaji Number: J151.062B
• Wikidata: Q22083606
• Mol file: 16839-97-7.mol

Synonyms:2-Methoxythiophene;16839-97-7;Thiophene, 2-methoxy-;130410-20-7;2-methoxy-thiophene;EINECS 240-863-2;2-methoxy thiophene;2-Methoxythiophene #;2-(methyloxy)thiophene;2-Methoxythiophene, 97%;SCHEMBL73652;DTXSID60168559;AMY23227;GEO-01729;MFCD00014526;AKOS000278796;AC-4909;CS-W001141;DS-16448;FT-0612871;M1030;EN300-104954;F14921;W-200159;Q22083606

Chemical Property of 2-Methoxythiophene

Chemical Property:

• Appearance/Colour: Clear yellow liquid
• Refractive Index: n20/D 1.528(lit.)
• Boiling Point: 147.6 °C at 760 mmHg
• Flash Point: 43.3 °C
• PSA: 37.47000
• Density: 1.109 g/cm³
• LogP: 1.75670
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 114.01393598
• Heavy Atom Count: 7
• Complexity: 56

Purity/Quality:

99% ^*data from raw suppliers

2-Methoxythiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R10:
• Hazard Codes: R10:
• Statements: 10
• Safety Statements: 16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC=CS1
• Uses: 2-Methoxythiophene was used in thermal reaction (60°C) of (C5Me5)Rh(PMe3)(Ph)H.

Technology Process of 2-Methoxythiophene

There total 12 articles about 2-Methoxythiophene 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%

2,5-dihydro-2H-2-oxothiophene (3354-32-3) + methanol (67-56-1) → 2-methoxythiophene (16839-97-7)

Guidance literature:

With di-tert-butyl-diazodicarboxylate; triphenylphosphine; In dichloromethane; at -10 - 20 ℃;

DOI:10.1016/j.tetlet.2008.07.153

Reference yield: 92.0%

2-bromothiophene (1003-09-4) + sodium methylate (124-41-4) → thiophene (188290-36-0,8014-23-1,25233-34-5) + 2-methoxythiophene (16839-97-7)

Guidance literature:

copper(I) bromide; In methanol; tert-butyl alcohol; at 98 ℃; for 18h; Product distribution; variation of conditions;

DOI:10.1016/S0040-4020(01)88501-X

Reference yield: 86.4%

2-bromothiophene (1003-09-4) + sodium methylate (124-41-4) → 2-methoxythiophene (16839-97-7)

Guidance literature:

polyethylene glycol dimethyl ether; copper(I) bromide; In methanol; at 90 ℃; for 8h;

upstream raw materials:

2-Iodothiophene

sodium methylate

2-bromothiophene

2,3-dibromothiophen

Downstream raw materials:

thiophene, 2-methoxy-5-methyl-

5-bromo-2-methoxythiophene

5-methoxythiophene-2-carboxylic acid

2-methoxy-5-nitrothiophene

Refernces

• 1、 -. "ANTIBACTERIAL AGENTS: ARYL MYXOPYRONIN DERIVATIVES". Page/Page column 88. . Retrieved 2014/01/09.
• 2、 Harris, Craig S.,Germain, Hervé,Pasquet, Georges. "Facile preparation of thiophene C2-ethers using the Mitsunobu reaction". experimental part. p. 5946 - 5949. Retrieved 2009/04/11.