λ2-iron(2+) ion 3-(6-sulfanylhexyl)cyclopenta-2,4-dien-1-ide cyclopenta-2,4-dien-1-ide

• ChemBase ID: 141351
• Molecular Formular: C16H22FeS
• Molecular Mass: 302.25588
• Monoisotopic Mass: 302.0791592
• SMILES: C1=C[CH-]C=C1.C1(=C[CH-]C=C1)CCCCCCS.[Fe+2]
• Canonical SMILES: C1=CC=C[CH-]1.SCCCCCCC1=C[CH-]C=C1.[Fe+2]
• InChI: InChI=1S/C11H17S.C5H5.Fe/c12-10-6-2-1-3-7-11-8-4-5-9-11;1-2-4-5-3-1;/h4-5,8-9,12H,1-3,6-7,10H2;1-5H;/q2*-1;+2
• InChIKey: OPUQYSYDXPAUPW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: λ^2-iron(2+) ion 3-(6-sulfanylhexyl)cyclopenta-2,4-dien-1-ide cyclopenta-2,4-dien-1-ide
• IUPAC Traditional name: λ^2-iron(2+) ion 3-(6-sulfanylhexyl)cyclopenta-2,4-dien-1-ide cyclopentadienide
• Synonyms: FHT; 6-(Mercaptohexyl)ferrocene; 6-(Ferrocenyl)hexanethiol; 6-(巯基己基)二茂铁; 6-(二茂铁基)己硫醇

Database IDs

• CAS Number: 134029-92-8
• MDL Number: MFCD09265168
• PubChem SID: 162235585; 24885720
• PubChem CID: 71310611

CALCULATED PROPERTIES

• Acid pKa: 10.200824
• H Acceptors: 0
• H Donor: 1
• LogD (pH = 5.5): 3.7798874
• LogD (pH = 7.4): 3.7792583
• Log P: 4.3512
• Molar Refractivity: 57.7185 cm^3
• Polarizability: 22.80043 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 321-353 °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
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Empirical Formula (Hill Notation): C16H22FeS

DETAILS

Sigma Aldrich - 682527

Application
A new type of thiol-containing material for SAMs.1
Monolayers of this material are easy to fabricate and provide a stable and reproducible system and are used to detect molecular interactions.
Preparation of fully-coated ferrocenated gold nanoparticles.
Red-Ox active ferrocenyl thiol for selective electrochemical sensing and the fabrication of sensory devices (SAMs) using self-assembly approaches.
Packaging
250 mg in glass bottle
Protocols & Applications
6-(Ferrocenyl)hexanethiol for Self-Assembly on Gold Surfaces