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Thermo Scientific Chemicals
3-Bromothiophene, 97%
CAS: 872-31-1 | C4H3BrS | 163.03 g/mol
化学物質識別子
CAS872-31-1
IUPAC Name3-bromothiophene
Molecular FormulaC4H3BrS
InChI KeyXCMISAPCWHTVNG-UHFFFAOYSA-N
SMILESBrC1=CSC=C1
さらに表示
仕様
スペックシート
スペックシートRefractive Index1.5895-1.5945 @ 20?C
Assay (GC)≥96.0%
FormLiquid
Appearance (Color)Clear colorless to pale yellow
Identification (FTIR)Conforms
3-Bromothiophene is used in the preparation of derivatives such as thienylenic alpha, μ-diformyl-alpha-oligothiophenes and 3-lithiothiophene. It is also used in the synthesis of 3-lithiothiophene by reacting with n-butyllithium.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
3-Bromothiophene is used in the preparation of derivatives such as thienylenic alpha, µ-diformyl-alpha-oligothiophenes and 3-lithiothiophene. It is also used in the synthesis of 3-lithiothiophene by reacting with n-butyllithium.
Solubility
Immiscible with water.
Notes
Light sensitive. Incompatible with strong oxidizing agents, strong reducing agents and strong bases.
3-Bromothiophene is used in the preparation of derivatives such as thienylenic alpha, µ-diformyl-alpha-oligothiophenes and 3-lithiothiophene. It is also used in the synthesis of 3-lithiothiophene by reacting with n-butyllithium.
Solubility
Immiscible with water.
Notes
Light sensitive. Incompatible with strong oxidizing agents, strong reducing agents and strong bases.
RUO – Research Use Only
General References:
- Intermediate for preparation of 3-substituted thiophenes by the Grignard route: Arkiv. Kemi., 13, 295 (1959). Similarly, used in the synthesis of poly(3-alkylthiophenes) as conducting polymers: J. Org. Chem., 58, 904 (1993). Conditions have been described for the formation of 3-lithiothiophene, previously considered to be stable only under cryogenic conditions. It has been found to be stable in hexane solution at ambient temperature: Tetrahedron Lett., 35, 3673 (1994). Subsequent reaction with electrophiles leads to a variety of 3-substituted thiophenes.
- Tang, T.; Lin, T.; Wang, F.; He, C. Origin of Near-Infrared Absorption for Azulene-Containing Conjugated Polymers upon Protonation or Oxidation. J. Phys. Chem. B 2014, 119 (25), 8176-8183.
- Skhiri, A.; Beladhria, A.; Yuan, K.; Soule, J.; Salem, R. B.; Doucet, H. Pd-Catalysed Direct Arylation of Heteroaromatics Using (Poly)halobenzenesulfonyl Chlorides as Coupling Partners: One Step Access to (Poly)halo-Substituted Bi(hetero)aryls. Eur. J. Org. Chem. 2015, 2015 (20), 4428-4436.