2,5-Dibromo-3-hexylthiophene - ≥97% , CAS No.116971-11-0

CAS: 116971-11-0 Cat. No.: D100774 Molecular Weight: 326.09 EC Number: 639-833-5

GRADE & PURITY ≥97%

Synonyms

J-507293 | FD14058 | MFCD00274313 | SY035590 | FT-0600560 | BIDD:GT0290 | SCHEMBL197683 | 2,5-Dibromo-3-hexylthiophene, 97% | A2411 | 2,5-Dibromo-3-hex-1-ylthiophene | AMY10866 | 2,5-Dibromo-3-hexylthiophene | C10H14Br2S | DTXSID50888890 | AC-4938 | AS-20

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Specifications

Synonyms

J-507293 | FD14058 | MFCD00274313 | SY035590 | FT-0600560 | BIDD:GT0290 | SCHEMBL197683 | 2, 5-Dibromo-3-hexylthiophene, 97% | A2411 | 2, 5-Dibromo-3-hex-1-ylthiophene | AMY10866 | 2, 5-Dibromo-3-hexylthiophene | C10H14Br2S | DTXSID50888890 | AC-4938 | AS-20

Specifications & Purity

≥97%

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥97%

Names and Identifiers

• Pubchem Sid: 488194640
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488194640
• Canonical Smiles: CCCCCCC1=C(SC(=C1)Br)Br
• IUPAC Name: 2,5-dibromo-3-hexylthiophene
• InChIKey: NSYFIAVPXHGRSH-UHFFFAOYSA-N
• INCHI: 1S/C10H14Br2S/c1-2-3-4-5-6-8-7-9(11)13-10(8)12/h7H,2-6H2,1H3
• Isomeric SMILES: CCCCCCC1=C(SC(=C1)Br)Br
• WGK Germany: 3
• Molecular Weight: 326.09
• Reaxy-Rn: 7199876
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=7199876&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Thiophenes
      • Subclass 2,3,5-trisubstituted thiophenes

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Thiophenes
• Subclass: 2,3,5-trisubstituted thiophenes
• Intermediate Tree Nodes: Not available
• Direct Parent: 2,3,5-trisubstituted thiophenes
• Alternative Parents: Aryl bromides Heteroaromatic compounds Organobromides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: 2,3,5-trisubstituted thiophene - Aryl halide - Aryl bromide - Heteroaromatic compound - Hydrocarbon derivative - Organobromide - Organohalogen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as 2,3,5-trisubstituted thiophenes. These are organic compounds containing a thiophene that is trisubstituted at the C-2, C3- 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

Chemical and Physical Properties

• Sensitivity: air & heat sensitive
• Refractive Index: 1.557
• Flash Point(°F): >113 °C
• Flash Point(°C): >113°C
• Molecular Weight: 326.090 g/mol
• XLogP3: 6.600
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 325.916 Da
• Monoisotopic Mass: 323.918 Da
• Topological Polar Surface Area: 28.200 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 141.000
• 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. Yang Tang, Song-Qing Zhao, Na Liu, Zong-Quan Wu.  (2018)  Facile synthesis of stereoregular helical poly(phenyl isocyanide)s and poly(3-hexylthiophene)-block-poly(phenyl isocyanide) copolymer using chiral π-allylnickel complexes as initiators.  POLYMER,      [PMID:] [10.1016/j.polymer.2018.03.024]

2. Zong-Quan Wu, Deng-Feng Liu, Ying Wang, Na Liu, Jun Yin, Yuan-Yuan Zhu, Long-Zhen Qiu, Yun-Sheng Ding.  (2013)  One pot synthesis of a poly(3-hexylthiophene)-b-poly(quinoxaline-2,3-diyl) rod–rod diblock copolymer and its tunable light emission properties.  Polymer Chemistry,  4  (17): (4588-4595).  [PMID:] [10.1039/C3PY00708A]

3. Zong-Quan Wu, Cheng-Gang Qi, Na Liu, Ying Wang, Jun Yin, Yuan-Yuan Zhu, Long-Zhen Qiu, Hong-Bo Lu.  (2013)  One-pot synthesis of conjugated poly(3-hexylthiophene)-b-poly(phenyl isocyanide) hybrid rod–rod block copolymers and its self-assembling properties.  JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY,  51  (13): (2939-2947).  [PMID:] [10.1002/pola.26689]

4. Hao Zhan, Hao Zheng, Yongjie Dong, Qingqing Zhao, Xuebing Luo, Juan Peng.  (2024)  Unraveling the Phase Behavior of All-Conjugated Donor–Acceptor Block Copolymers through Molecular Engineering.  MACROMOLECULES,      [PMID:] [10.1021/acs.macromol.4c00113]