2,5-Thiophenedicarboxaldehyde - ≥95% , CAS No.932-95-6

CAS: 932-95-6 Cat. No.: T122401 Molecular Weight: 140.16 EC Number: 627-004-0 PubChem CID: 587784

GRADE & PURITY ≥95%

Synonyms

AC-5193 | 2,5-thiophene dicarboxaldehyde | AM20080613 | 2,5-Thiophenedicarbaldehyde | DTXSID50343151 | 2,5-Thiophenedial | 2,5-Thiophenedicarboxaldehyde, 99% | SCHEMBL178830 | InChI=1/C6H4O2S/c7-3-5-1-2-6(4-8)9-5/h1-4 | Thiophene-2,5-dicarbaldehyde | AKOS

Storage

Room temperature,Argon charged

Shipped In

Normal

Overview

2,5-Thiophenedicarboxaldehyde can be prepared from 2,5-bis(chloromethyl)thiophene by the application of Krohnke′s method.
2,5-Thiophenedicarboxaldehyde may be employed in the following studies: · Asymmetric synthesis of bis-homoallylic alcohols. · Synthesis of new symmetrical arylene bisimide derivatives. · As dialdehyde monomer in the synthesis of silicon-containing poly(p-phenylenevinylene)-related copolymers having uniform p-conjugated segment regulated by organosilicon units. · Synthesis of 2,5-bis[2-(5-N-isopropylamidino)benzimidazoyl]thiophene hydrochloride.

Specifications

Synonyms

AC-5193 | 2, 5-thiophene dicarboxaldehyde | AM20080613 | 2, 5-Thiophenedicarbaldehyde | DTXSID50343151 | 2, 5-Thiophenedial | 2, 5-Thiophenedicarboxaldehyde, 99% | SCHEMBL178830 | InChI=1/C6H4O2S/c7-3-5-1-2-6(4-8)9-5/h1-4 | Thiophene-2, 5-dicarbaldehyde | AKOS

Specifications & Purity

≥95%

Storage

Room temperature, Argon charged

Shipped In

Normal

Purity

≥95%

Names and Identifiers

• Pubchem Sid: 504759383
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504759383
• Canonical Smiles: C1=C(SC(=C1)C=O)C=O
• IUPAC Name: thiophene-2,5-dicarbaldehyde
• InChIKey: OTMRXENQDSQACG-UHFFFAOYSA-N
• INCHI: 1S/C6H4O2S/c7-3-5-1-2-6(4-8)9-5/h1-4H
• Isomeric SMILES: C1=C(SC(=C1)C=O)C=O
• WGK Germany: 3
• PubChem CID: 587784
• Molecular Weight: 140.16

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Thiophenes
      • Subclass 2,5-disubstituted thiophenes

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Thiophenes
• Subclass: 2,5-disubstituted thiophenes
• Intermediate Tree Nodes: Not available
• Direct Parent: 2,5-disubstituted thiophenes
• Alternative Parents: Aryl-aldehydes Heteroaromatic compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: 2,5-disubstituted thiophene - Aryl-aldehyde - Heteroaromatic compound - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Aldehyde - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as 2,5-disubstituted thiophenes. These are organic compounds containing a thiophene that is disubstituted at the C-2, and C5-positions.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Melt Point(°C): 115-117°C
• Molecular Weight: 140.160 g/mol
• XLogP3: 1.200
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 139.993 Da
• Monoisotopic Mass: 139.993 Da
• Topological Polar Surface Area: 62.400 Ų
• Heavy Atom Count: 9
• Formal Charge: 0
• Complexity: 110.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

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2. Kanagaraj Rajalakshmi, Selvaraj Muthusamy, Meng Xie, Yun-Sik Nam, Byeong-hyeon Lee, Kang-Bong Lee, Yuanguo Xu, Jimin Xie.  (2021)  Fabrication of thiophene decorated side chain entanglement free COFs for highly regenerable mercury extraction.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2021.133149]

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4. Pengyi Guo, Yu-e Shi, Song Shen, Chengyan Zhou, Jingjing Jiang, Zhenguang Wang.  (2024)  Achieving Efficient Room-Temperature Phosphorescence in the Host–Guest System through Covalent-Bond-Strengthened Hydrogen Bonding.  Journal of Physical Chemistry C,      [PMID:] [10.1021/acs.jpcc.4c00285]

5. Guangping Xia, Yipeng Huang, Shi Yu, Bingmei Lai, Zhenyu Li, Guihua Ruan.  (2024)  Facile synthesis of uniform, spherical, nitrogen- and sulfur-rich covalent organic frameworks for efficient extraction of herbicides containing chlorophenyl and acylamino groups.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2024.110259]