Cas no 88770-19-8 (Methyl 5-bromothiophene-3-carboxylate)

Methyl 5-bromothiophene-3-carboxylate is a versatile organic compound with significant applications in the synthesis of pharmaceuticals and agrochemicals. Its bromothiophene core provides excellent stability and reactivity, enabling the creation of complex molecules with high purity. The compound's ease of synthesis and handling, coupled with its potent reactivity, make it a valuable tool in organic synthesis research.
Methyl 5-bromothiophene-3-carboxylate structure
88770-19-8 structure
Product Name:Methyl 5-bromothiophene-3-carboxylate
CAS No:88770-19-8
MF:C6H5BrO2S
MW:221.071699857712
MDL:MFCD13386488
CID:1088755
Update Time:2025-10-15

Methyl 5-bromothiophene-3-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Methyl 5-bromothiophene-3-carboxylate
    • Methyl 2-bromothiophene-4-carboxylate
    • 5-bromothiophene-3-carboxylic acid methyl ester
    • methyl 5-bromo-3-thiophenecarboxylate
    • 3-Thiophenecarboxylic acid, 5-bromo-, methyl ester
    • VFWZOBQPAHYSDL-UHFFFAOYSA-N
    • methyl5-bromothiophene-3-carboxylate
    • AS06561
    • PB21329
    • CM10537
    • AK138265
    • ST2407278
    • 5-bromo-thiophene-3-carboxylic acid methyl ester
    • 2-Bromo-4-(carbomethoxy)thiophene
    • MDL: MFCD13386488
    • Inchi: 1S/C6H5BrO2S/c1-9-6(8)4-2-5(7)10-3-4/h2-3H,1H3
    • InChI Key: VFWZOBQPAHYSDL-UHFFFAOYSA-N
    • SMILES: O=C(C1C=C(Br)SC=1)OC

Computed Properties

  • Exact Mass: 219.91900
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 2
  • Complexity: 140
  • Topological Polar Surface Area: 54.5

Experimental Properties

  • Density: 1.662±0.06 g/cm3 (20 oC 760 Torr),
  • Melting Point: 43-44 oC
  • Boiling Point: 244.6±20.0 oC (760 Torr),
  • Flash Point: 101.7±21.8 oC,
  • Solubility: Very slightly soluble (0.69 g/l) (25 o C),
  • PSA: 54.54000
  • LogP: 2.29720

Methyl 5-bromothiophene-3-carboxylate Customs Data

  • HS CODE:2934999090
  • Customs Data:

    China Customs Code:

    2934999090

    Overview:

    2934999090. Other heterocyclic compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Methyl 5-bromothiophene-3-carboxylate Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: p-Toluenesulfonic acid Solvents: Methanol ;  12 h, reflux
Reference
Carboxylate-Substituted Polythiophenes for Efficient Fullerene-Free Polymer Solar Cells: The Effect of Chlorination on Their Properties
Wang, Qi; Li, Miaomiao; Zhang, Xiaowei; Qin, Yunpeng; Wang, Junke; et al, Macromolecules (Washington, 2019, 52(12), 4464-4474

Production Method 2

Reaction Conditions
1.1 Reagents: Thionyl chloride ;  30 min, 80 °C; 80 °C → rt
1.2 rt; 60 min, 80 °C
Reference
Thermal behavior of dicarboxylic ester bithiophene polymers exhibiting a high open-circuit voltage
Heuvel, Ruurd; Colberts, Fallon J. M.; Wienk, Martijn M.; Janssen, Rene A. J., Journal of Materials Chemistry C: Materials for Optical and Electronic Devices, 2018, 6(14), 3731-3742

Production Method 3

Reaction Conditions
1.1 Solvents: Diethyl ether
Reference
Synthesis and Solid-State Structures of Dimethyl 2,2'-Bithiophenedicarboxylates
Pomerantz, Martin; Amarasekara, Ananda S.; Dias, H. V. Rasika, Journal of Organic Chemistry, 2002, 67(20), 6931-6937

Production Method 4

Reaction Conditions
1.1 Reagents: Lithium hydroxide Solvents: Tetrahydrofuran ;  30 min, rt
1.2 2 h, reflux
Reference
Discovery of 6-substituted thieno[2,3-d]pyrimidine analogs as dual inhibitors of glycinamide ribonucleotide formyltransferase and 5-aminoimidazole-4-carboxamide ribonucleotide formyltransferase in de novo purine nucleotide biosynthesis in folate receptor expressing human tumors
Wallace-Povirk, Adrianne; Tong, Nian; Wong-Roushar, Jennifer; O'Connor, Carrie; Zhou, Xilin; et al, Bioorganic & Medicinal Chemistry, 2021, 37,

Production Method 5

Reaction Conditions
1.1 Reagents: Thionyl chloride ;  reflux
Reference
Macrocycles with bithiophene units: synthesis, structure, and electrochemical properties
Demeter, Dora; Lar, Claudia; Roncali, Jean; Grosu, Ion, Tetrahedron Letters, 2013, 54(11), 1460-1462

Methyl 5-bromothiophene-3-carboxylate Raw materials

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