| Identification | More | [Name]
3-DODECYLTHIOPHENE | [CAS]
104934-52-3 | [Synonyms]
3-DODECYLTHIOPHENE
3-N-DODECYLTHIOPHENE
3-N-LAURYLTHIOPHENE
3-DODECYLTHIOPHENE 97%
3-Laurylthiophene
二
吩
噻
基
烷
3-十 | [Molecular Formula]
C16H28S | [MDL Number]
MFCD00130121 | [Molecular Weight]
252.46 | [MOL File]
104934-52-3.mol |
| Chemical Properties | Back Directory | [Appearance]
clear colorless to yellow liquid | [Melting point ]
-0.15°C (estimate) | [Boiling point ]
290 °C (lit.) | [density ]
0.902 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.488(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
0-6°C | [form ]
clear liquid | [color ]
Colorless to Light yellow | [InChI]
InChI=1S/C16H28S/c1-2-3-4-5-6-7-8-9-10-11-12-16-13-14-17-15-16/h13-15H,2-12H2,1H3 | [InChIKey]
RFKWIEFTBMACPZ-UHFFFAOYSA-N | [SMILES]
C1SC=CC=1CCCCCCCCCCCC | [CAS DataBase Reference]
104934-52-3(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Chemical Properties]
clear colorless to yellow liquid | [Uses]
3-Dodecylthiophene is a reactant used to make semiconducting copolymers. | [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. |
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