2,5-bis(thiophen-2-yl)thiophene

• ChemBase ID: 89534
• Molecular Formular: C12H8S3
• Molecular Mass: 248.38692
• Monoisotopic Mass: 247.97881326
• SMILES: s1cccc1c1ccc(s1)c1cccs1
• Canonical SMILES: c1csc(c1)c1ccc(s1)c1cccs1
• InChI: InChI=1S/C12H8S3/c1-3-9(13-7-1)11-5-6-12(15-11)10-4-2-8-14-10/h1-8H
• InChIKey: KXSFECAJUBPPFE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-bis(thiophen-2-yl)thiophene
• IUPAC Traditional name: terthiophene
• Synonyms: 2,2':5',2''-Terthienyl; 2,5-Bis(2-thienyl)thiophene; 2,2':5',2''-Terthiophene; α-Terthienyl; 2,5-Di(2-thienyl)thiophene; Terthiophene; 2,2′:5′,2′′-Terthiophene; 2,5-Di(thien-2-yl)thiophene; 2,2':5',2''-Terthiophene; 2,2':5',2''-三噻吩; α-三联噻吩; 2,5-二(2-噻吩基)噻吩; 2,2′:5′,2′′-三噻吩

Database IDs

• CAS Number: 1081-34-1
• EC Number: 000-000-0
• MDL Number: MFCD00012167
• Beilstein Number: 178604
• Merck Index: 149174
• PubChem SID: 162076414; 24858835
• PubChem CID: 65067
• CHEBI ID: 10335
• CHEMBL: 90017
• Chemspider ID: 58578
• Wikipedia Title: Terthiophene

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 4.5958467
• LogD (pH = 7.4): 4.5958467
• Log P: 4.5958467
• Molar Refractivity: 66.7842 cm^3
• Polarizability: 28.240911 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: insoluble in water
• Apperance: pale yellow solid
• Melting Point: 89-94°C; 93-95 °C; 93-95 °C(lit.); 93-96°C; 94-96 °C
• Boiling Point: 160°C/0.1mm; 160°C/0.1mm

Safety Information

• Storage Warning: Irritant/Keep Cold
• RTECS: WZ9717750
• German water hazard class: 3
• Safety Statements: S22 S24/25
• TSCA Listed: 否
• Main Hazard: flammable
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0% (HPLC); 98%; 99%
• Grade: puriss.
• Empirical Formula (Hill Notation): C12H8S3

DETAILS

Sigma Aldrich - T5406

Biochem/physiol Actions
存在于万寿菊中的天然产物，表现出紫外增强的抗菌活性。

Sigma Aldrich - 311073

Packaging
1 g in glass bottle
Application
Monomer precursor for polythiophene.1 Photosensitizer.2 Dopant for polycarbonate.3

Sigma Aldrich - 86496

Other Notes
Phototoxic nematocide and antibiotic occurring e.g. in Tagetes. Upon irradiations under aerobic conditions, singlett oxygen is produced1,2,3