3-Dodecylthiophene

HCID 2733655CAS 104934-52-3

Grundinformationen

Standard-SMILES
CCCCCCCCCCCCc1ccsc1
InChIKey
RFKWIEFTBMACPZ-UHFFFAOYSA-N
Summenformel
C16H28S
Durchschnittliche Molmasse
252,5 g/mol
Monoisotopische Masse
252,1911719

Überblick

See also: 3-(Dodec-1-yl)thiophene (annotation moved to).

Namen und Bezeichner

Bevorzugter Name
3-Dodecylthiophene
IUPAC
3-dodecylthiophene
Englischer Name
3-DODECYLTHIOPHENE
Summenformel
C16H28S
Molmasse
252.46

Namen und Synonyme

3-DodecylthiopheneDTXSID40369961RefChem:1067696DTXCID00320997104934-52-3Thiophene, 3-dodecyl-104934-53-4MFCD001301213-Dodecylthiophene-2-DC16H28S3-dodecyl thiophene3-dodecyl-thiophene
Weitere Namen anzeigen
S10333-Dedecylthiophene3-N-LAURYLTHIOPHENE3-N-DODECYLTHIOPHENE3-Dodecylthiophene>3-dodecaneylthiophene1-(Thien-3-yl)dodecane
3-Dodecylthiophene, 97%SCHEMBL79577BIDD:GT02533-LaurylthiopheneGEO-01280MFCD26958733AKOS005254617AC-33675

Datenbank-Bezeichner

CAS
104934-52-3
PubChem CID
2733655
DTXSID
DTXSID40369961
Nikkaji
J256.499H

Eigenschaften

Berechnete Struktureigenschaften

XLogP
8,2
Polarare Oberfläche (TPSA)
28,2 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
1
Frei drehbare Bindungen
11
Schwere Atome
17

Physikochemische Eigenschaften

Schmelzpunkt
-0.15 °C · -0.15°C (estimate)
Siedepunkt
290 °C · 290 °C (lit.)
Dichte
0.902 g/mL · 0.902 g/mL at 25 °C (lit.)
Brechungsindex
20 · n20/D 1.488(lit.)
Flammpunkt
230 °F · >230 °F
storage temp.
2 · 2-8°C

Sicherheit und Regulatorisches

Sicherheitsdaten

wgk
3
hs_code
29339900
safety_code
24/25
Speicherklasse
10 - Combustible liquids

Chemie und Industrie

Anwendungen

Verwenden3-Dodecylthiophene is a reactant used to make semiconducting copolymers.

Darstellung · 1 Eintrag

synthetische3-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%).

Anbieter50 Anbieter

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