tris(propan-2-yl)[2-(13-{2-[tris(propan-2-yl)silyl]ethynyl}pentacen-6-yl)ethynyl]silane

• ChemBase ID: 142930
• Molecular Formular: C44H54Si2
• Molecular Mass: 639.07056
• Monoisotopic Mass: 638.37640479
• SMILES: CC(C)[Si](C#Cc1c2cc3ccccc3cc2c(c2c1cc1ccccc1c2)C#C[Si](C(C)C)(C(C)C)C(C)C)(C(C)C)C(C)C
• Canonical SMILES: CC([Si](C(C)C)(C(C)C)C#Cc1c2cc3ccccc3cc2c(c2c1cc1ccccc1c2)C#C[Si](C(C)C)(C(C)C)C(C)C)C
• InChI: InChI=1S/C44H54Si2/c1-29(2)45(30(3)4,31(5)6)23-21-39-41-25-35-17-13-15-19-37(35)27-43(41)40(22-24-46(32(7)8,33(9)10)34(11)12)44-28-38-20-16-14-18-36(38)26-42(39)44/h13-20,25-34H,1-12H3
• InChIKey: FMZQNTNMBORAJM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tris(propan-2-yl)[2-(13-{2-[tris(propan-2-yl)silyl]ethynyl}pentacen-6-yl)ethynyl]silane
• IUPAC Traditional name: triisopropyl(2-{13-[2-(triisopropylsilyl)ethynyl]pentacen-6-yl}ethynyl)silane
• Synonyms: TIPS pentacene; 6,13-Bis(triisopropylsilylethynyl)pentacene; TIPS 并五苯; 6,13-双(三异丙基甲硅烷基乙炔基)并五苯

Database IDs

• CAS Number: 373596-08-8
• MDL Number: MFCD15143658
• PubChem SID: 162237156
• PubChem CID: 15530606

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 13.2974
• LogD (pH = 7.4): 13.2974
• Log P: 13.2974
• Molar Refractivity: 187.9268 cm^3
• Polarizability: 85.092995 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: acetone: soluble0.16 wt. % at 23 °C; anisole: soluble2.03 wt. % at 23 °C; n-butylbenzene: soluble3.43 wt. % at 23 °C; toluene: soluble6.57 wt. % at 23 °C
• Melting Point: 276 °C
• Density: 1.104 g/cm3 at 25 °C

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338

Product Information

• Purity: ≥99% (HPLC)
• Empirical Formula (Hill Notation): C44H54Si2

DETAILS

Sigma Aldrich - 716006

Application
TIPS Pentacene is a high-performance soluble organic semiconductor for printed and flexible electronics applications. Material Matters™ 4.3 - Organic and Molecular Electronics Examples include the fabrication of organic field effect transistors (OFETs) with the highest reported switching speeds and field-effect mobilities in its class1.
Packaging
1 g in glass bottle
250 mg in glass bottle
Legal Information
Product of 3M
Material Matters is a trademark of Sigma-Aldrich Co. LLC
Protocols & Applications
Silyethyne-Substituted Pentacenes
TIPS Pentacene: Fabrication Procedure
Fabrication of Organic Field Effect Transistor Device Using a Soluble Pentacene Precursor