2,5-Dibromo-3,4-dinitrothiophene - ≥98% , CAS No.52431-30-8

CAS: 52431-30-8 Cat. No.: D100783 Molecular Weight: 331.93 EC Number: 676-535-4

GRADE & PURITY ≥98%

Synonyms

MFCD00015537 | Thiophene, 2,5-dibromo-3,4-dinitro- | NSC84661 | NSC-84661 | BCP17333 | 2,5-dibromo-3,4-ditnitrothiophene | YSWG259 | 2,5-Dibromo-3,4-dinitrothiophene, 99% (GC) | NSC145788 | NSC-145788 | J-507289 | D2371 | NCIOpen2_009291 | AC-4941 | FT-06

Storage

Room temperature

Shipped In

Normal

Overview

Reatant in the synthesis of bromodinitro compound, polymers via stille coupling. 3,4-diaminothiophene was obtained from the reduction of 2,5-dibromo-3,4-dinitrothiophene.

application：

This monomer is useful in the Pd catalyzed Stille coupling to make conjugated thiophene oligomers or co-oligomers. The corresponding amine(s) can be obtained by subsequent reduction.

Specifications

Synonyms

MFCD00015537 | Thiophene, 2, 5-dibromo-3, 4-dinitro- | NSC84661 | NSC-84661 | BCP17333 | 2, 5-dibromo-3, 4-ditnitrothiophene | YSWG259 | 2, 5-Dibromo-3, 4-dinitrothiophene, 99% (GC) | NSC145788 | NSC-145788 | J-507289 | D2371 | NCIOpen2_009291 | AC-4941 | FT-06

Specifications & Purity

≥98%

Storage

Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488189083
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488189083
• Canonical Smiles: C1(=C(SC(=C1[N+](=O)[O-])Br)Br)[N+](=O)[O-]
• IUPAC Name: 2,5-dibromo-3,4-dinitrothiophene
• InChIKey: AHGHPBPARMANQD-UHFFFAOYSA-N
• INCHI: 1S/C4Br2N2O4S/c5-3-1(7(9)10)2(8(11)12)4(6)13-3
• Isomeric SMILES: C1(=C(SC(=C1[N+](=O)[O-])Br)Br)[N+](=O)[O-]
• Molecular Weight: 331.93
• Reaxy-Rn: 218219
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=218219&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Thiophenes
      • Subclass Nitrothiophenes

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Thiophenes
• Subclass: Nitrothiophenes
• Intermediate Tree Nodes: Not available
• Direct Parent: 3-nitrothiophenes
• Alternative Parents: Nitroaromatic compounds Aryl bromides Heteroaromatic compounds Propargyl-type 1,3-dipolar organic compounds Organic oxoazanium compounds Organopnictogen compounds Organonitrogen compounds Organobromides Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: 3-nitrothiophene - Nitroaromatic compound - Aryl bromide - Aryl halide - Heteroaromatic compound - C-nitro compound - Organic nitro compound - Organic oxoazanium - Allyl-type 1,3-dipolar organic compound - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Organic nitrogen compound - Organonitrogen compound - Organobromide - Organohalogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as 3-nitrothiophenes. These are aromatic heterocyclic compound containing a nitro group attached to a thiophene ring a the 3-position.
• 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

Chemical and Physical Properties

• Solubility: Insoluble in water.
• Melt Point(°C): 137°C
• Molecular Weight: 331.930 g/mol
• XLogP3: 3.300
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 331.793 Da
• Monoisotopic Mass: 329.795 Da
• Topological Polar Surface Area: 120.000 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 217.000
• 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

1. Shunda Yang, Chensheng Lin, Kaichuang Chen, Huixin Fan, Jindong Chen, Shenghao Fang, Ning Ye, Min Luo.  (2022)  Trade-Off for Better Balanced Nonlinear Optical Performance with Disordered Si in ZnGeP2.  CHEMISTRY OF MATERIALS,      [PMID:] [10.1021/acs.chemmater.2c03042]

2. Yan Zhang, Lingqian Kong, Hongmei Du, Jinsheng Zhao, Yu Xie.  (2018)  Three novel donor-acceptor type electrochromic polymers containing 2,3-bis(5-methylfuran-2-yl)thieno[3,4-b]pyrazine acceptor and different thiophene donors: Low-band-gap, neutral green-colored, fast-switching materials.  JOURNAL OF ELECTROANALYTICAL CHEMISTRY,      [PMID:] [10.1016/j.jelechem.2018.10.020]

3. Xiuping Ju, Lingqian Kong, Jinsheng Zhao, Guoyi Bai.  (2017)  Synthesis and electrochemical capacitive performance of thieno[3,4-b]pyrazine-based Donor-Acceptor type copolymers used as supercapacitor electrode material.  ELECTROCHIMICA ACTA,      [PMID:] [10.1016/j.electacta.2017.04.011]