3-DODECYLTHIOPHENE
- CAS NO.:104934-52-3
- Empirical Formula: C16H28S
- Molecular Weight: 252.46
- MDL number: MFCD00130121
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-04-23 13:52:06
What is 3-DODECYLTHIOPHENE?
Chemical properties
clear colorless to yellow liquid
The Uses of 3-DODECYLTHIOPHENE
3-Dodecylthiophene is a reactant used to make semiconducting copolymers.
The Uses of 3-DODECYLTHIOPHENE
Conducting polymer precursor.
Preparation
3-Dodecylthiophene can be prepared from 3-bromothiophene and halogenated hydrocarbons in one step.
Steps: Under N2 atmosphere, slowly add 1-bromododecane (28.75g, 26.9 mL) to a 250mL three-necked flask containing a mixture of magnesium chips (3.28g, 0.135mol), anhydrous THF (30mL) and a small amount of iodine. mL, 0.13 mol) in dry THF (45 mL). After the mixture was refluxed at 70 °C for 2 hours, the system was cooled to room temperature with ice water, Ni(dppp)Cl2 (0.54 g, 1.00 mmol) was added first, and then 3-bromothiophene (16.31 g, 0.10 mol) was added slowly. Anhydrous THF (40 mL) solution. The mixed solution was stirred at room temperature overnight, and cold aqueous HCl (1.50 mol/L) was added to quench the reaction. The crude product was extracted with dichloromethane, dried over anhydrous magnesium sulfate, and further purified by column separation purification (n-hexane as eluent), resulting in a clear liquid (22.18 g, yield=88%).
General Description
3-Dodecylthiophene (3-DT) is a conjugating monomer that can be used as an active layer on semiconductors. It has good electronic properties and can be used in the development of p-type semiconducting polymers. It is mainly used in the formation of poly(3-dodecylthiophene) (P3DT) through electrochemical polymerization. P3DT can further be utilized for a variety of organic electronic based applications.
Properties of 3-DODECYLTHIOPHENE
Melting point: | -0.15°C (estimate) |
Boiling point: | 290 °C (lit.) |
Density | 0.902 g/mL at 25 °C (lit.) |
refractive index | n |
Flash point: | >230 °F |
storage temp. | 2-8°C |
form | clear liquid |
color | Colorless to Light yellow |
CAS DataBase Reference | 104934-52-3(CAS DataBase Reference) |
Safety information for 3-DODECYLTHIOPHENE
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 3-DODECYLTHIOPHENE
InChIKey | RFKWIEFTBMACPZ-UHFFFAOYSA-N |
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