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

CAS: 52431-30-8 Cat. No.: D100783 Peso molecular: 331.93 Número EC: 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

Descripción general

Reatante en la síntesis de compuestos de bromodinitro, polímeros vía acoplamiento stille. el 3,4-diaminotiofeno se obtuvo a partir de la reducción del 2,5-dibromo-3,4-dinitrotiofeno.

aplicación：

Este monómero es útil en el acoplamiento Stille catalizado por Pd para hacer oligómeros o co-oligómeros de tiofeno conjugado. La(s) amina(s) correspondiente(s) puede(n) obtenerse por reducción posterior.

Specifications

Sinónimos

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

Especificaciones y pureza

≥98%

Condiciones de almacenamiento de almacenamiento

Room temperature

Enviado en

Normal

Pureza

≥98%

Nombres e identificadores

• Pubchem Sid: 488189083
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488189083
• Sonrisas canónicas: 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
• Isómeros SMILES: C1(=C(SC(=C1[N+](=O)[O-])Br)Br)[N+](=O)[O-]
• Peso molecular: 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
    • Clase Thiophenes
      • Subclass Nitrothiophenes

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Clase: 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
• Descripción: 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

Propiedades químicas y físicas

• Solubilidad: Insoluble in water.
• Punto de fusión (°C): 137°C
• Peso molecular: 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

Referencias

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]