Cas no 88105-22-0 (Methyl 5-iodothiophene-2-carboxylate)

Methyl 5-iodothiophene-2-carboxylate structure
88105-22-0 structure
Product Name:Methyl 5-iodothiophene-2-carboxylate
CAS No:88105-22-0
MF:C6H5IO2S
MW:268.072172880173
MDL:MFCD18072497
CID:644848
PubChem ID:13156399
Update Time:2024-10-26

Methyl 5-iodothiophene-2-carboxylate Chemical and Physical Properties

Names and Identifiers

    • 2-Thiophenecarboxylic acid, 5-iodo-, methyl ester
    • Methyl 5-iodothiophene-2-carboxylate
    • 5-iodo-2-Thiophenecarboxylic acid methyl ester
    • Methyl 5-iodo-2-thenoate
    • BRDYIIWMXMXTOD-UHFFFAOYSA-N
    • methyl 5-iodo-2-thiophenecarboxylate
    • AK151985
    • ST2407284
    • 5-Iodo-thiophene-2-carboxylic acid methyl ester
    • Methyl5-iodothiophene-2-carboxylate
    • SY284519
    • DB-077189
    • MFCD18072497
    • AKOS017557687
    • CS-0150803
    • 88105-22-0
    • C76903
    • DTXSID60522894
    • DS-3144
    • SCHEMBL2547978
    • MDL: MFCD18072497
    • Inchi: 1S/C6H5IO2S/c1-9-6(8)4-2-3-5(7)10-4/h2-3H,1H3
    • InChI Key: BRDYIIWMXMXTOD-UHFFFAOYSA-N
    • SMILES: O=C(C1=CC=C(I)S1)OC

Computed Properties

  • Exact Mass: 267.90550g/mol
  • Monoisotopic Mass: 267.90550g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 2
  • Complexity: 140
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 54.5
  • XLogP3: 2.5

Experimental Properties

  • Density: 1.9±0.1 g/cm3
  • Boiling Point: 290.3±25.0 °C at 760 mmHg
  • Flash Point: 129.4±23.2 °C
  • Vapor Pressure: 0.0±0.6 mmHg at 25°C

Methyl 5-iodothiophene-2-carboxylate Security Information

Methyl 5-iodothiophene-2-carboxylate Pricemore >>

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Methyl 5-iodothiophene-2-carboxylate Production Method

Production Method 1

Reaction Conditions
1.1 Catalysts: Molybdenum hexacarbonyl ;  6 h, 150 °C
Reference
Synthesis of 2-thiophenecarboxylic and 2,5-thiophenedicarboxylic acid esters via the reaction of thiophenes with the CCl4-ROH reagent in the presence of vanadium, iron, and molybdenum catalysis
Khusnutdinov, R. I.; Shchadneva, N. A.; Baiguzina, A. R.; Mukminov, R. R.; Mayakova, Yu. Yu.; et al, Neftekhimiya, 2008, 48(6), 467-473

Production Method 2

Reaction Conditions
1.1 Reagents: Zinc chloride ,  Benzyltrimethylammonium dichloroiodate Solvents: Acetic acid
Reference
Reevaluation of benzyltrimethylammonium dichloroiodide, previously reported to be a selective iodinating agent
D'Auria, Maurizio; Mauriello, Giacomo, Synthesis, 1995, (3), 248-50

Production Method 3

Reaction Conditions
1.1 Reagents: Bis(trifluoroacetoxy)iodobenzene ,  Iodine Solvents: Carbon tetrachloride
Reference
Bis(trifluoroacetoxy)iodobenzene-iodine system: an efficient and selective reagent for iodination of thiophene derivatives
D'Auria, Maurizio; Mauriello, Giacomo, Tetrahedron Letters, 1995, 36(27), 4883-4

Production Method 4

Reaction Conditions
1.1 Reagents: Potassium carbonate Catalysts: Tris(2,2′-bipyridyl)ruthenium(II) chloride Solvents: Methanol ;  24 h, rt
1.2 Reagents: Water ;  rt
Reference
Visible Light-Promoted Photocatalytic C-5 Carboxylation of 8-Aminoquinoline Amides and Sulfonamides via a Single Electron Transfer Pathway
Sen, Chiranjit; Sahoo, Tapan; Singh, Harshvardhan; Suresh, Eringathodi ; Ghosh, Subhash Chandra, Journal of Organic Chemistry, 2019, 84(16), 9869-9896

Methyl 5-iodothiophene-2-carboxylate Raw materials

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