Description
5-Bromo-4-((2-ethylhexyl)oxy)-2-thiophenecarboxaldehyde (CAS: 2055812-54-7) is a high-purity organic compound with the molecular formula C13H19BrO2S. This specialized aldehyde derivative features a brominated thiophene core functionalized with a 2-ethylhexyl ether group, making it a valuable intermediate for synthetic organic chemistry and materials science applications. The compound is supplied as a stable solid with rigorously verified purity by GC/HPLC and NMR analysis. Suitable for use in sensitive coupling reactions and as a precursor for conjugated polymers, this reagent is packaged under inert atmosphere to ensure maximum shelf life. Researchers can expect batch-specific certificates of analysis with each order.
Properties
- CAS Number: 2055812-54-7
- Complexity: 225
- IUPAC Name: 5-bromo-4-(2-ethylhexoxy)thiophene-2-carbaldehyde
- InChI: InChI=1S/C13H19BrO2S/c1-3-5-6-10(4-2)9-16-12-7-11(8-15)17-13(12)14/h7-8,10H,3-6,9H2,1-2H3
- InChI Key: VJMGHDAGOIUSEO-UHFFFAOYSA-N
- Exact Mass: 318.02891
- Molecular Formula: C13H19BrO2S
- Molecular Weight: 319.26
- SMILES: CCCCC(CC)COC1=C(SC(=C1)C=O)Br
- Topological: 54.5
- Monoisotopic Mass: 318.02891
- Synonyms: 2055812-54-7, 5-Bromo-4-((2-ethylhexyl)oxy)-2-thiophenecarboxaldehyde, 891-391-4, 5-bromo-4-((2-ethylhexyl)oxy)thiophene-2-carbaldehyde, 5-Bromo-4-(2-ethylhexoxy)thiophene-2-carbaldehyde, 5-Bromo-4-[(2-ethylhexyl)oxy]thiophene-2-carbaldehyde, MFCD31631838, SCHEMBL20983973, SY270818, EN300-22881845
Application
This compound serves as a key building block in the synthesis of conjugated polymers for organic electronics, particularly in the development of organic photovoltaics (OPVs) and field-effect transistors (OFETs). The bromine and aldehyde functionalities enable sequential cross-coupling reactions for constructing donor-acceptor type materials. It has shown utility in creating thiophene-based small molecules with tailored optoelectronic properties. The 2-ethylhexyl side chain enhances solubility during polymer processing while maintaining charge transport characteristics.
Safety and Hazards
GHS Hazard Statements
- H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
- H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
Precautionary Statements
- P264, P270, P280, P301+P317, P302+P352, P321, P330, P332+P317, P362+P364, and P501
Hazard Classes and Categories
- Acute Tox. 4 (100%)
- Skin Irrit. 2 (100%)
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