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Linear Formula:
HSCH2CH2OCH2CH2OCH2CH2SH
CAS Number:
Molecular Weight:
182.30
UNSPSC Code:
12352103
NACRES:
NA.23
PubChem Substance ID:
EC Number:
239-044-2
Beilstein/REAXYS Number:
1901671
MDL number:
InChI key
HCZMHWVFVZAHCR-UHFFFAOYSA-N
InChI
1S/C6H14O2S2/c9-5-3-7-1-2-8-4-6-10/h9-10H,1-6H2
SMILES string
SCCOCCOCCS
assay
95%
refractive index
n20/D 1.509 (lit.)
bp
225 °C (lit.)
density
1.12 g/mL at 25 °C (lit.)
Quality Level
Related Categories
General description
2,2′-(Ethylenedioxy)diethanethiol (EDT) is a versatile organosulfur reagent engineered for the high-precision functionalization of inorganic and organic surfaces.
Its unique structure, containing a hydrophilic ethylene-dioxy bridge flanked by terminal sulfhydryl (-SH) handles, ensures superior solubility and denser surface grafting compared to traditional alkanedithiols. This makes it an ideal candidate for forming stable Self-Assembled Monolayers (SAMs) on gold and other noble metal substrates used in nanoelectronics.
Unlike common short-chain thiols, this grade is characterized by its non-volatile nature and reduced odor, which facilitates its use in delicate cleanroom environments and large-scale biosensor fabrication.
Refined to a 95% high-purity specification, this grade provides the consistent electronic and chemical properties required for applications in molecular switches, field-effect transistors (FETs), and point-of-care diagnostic devices.
Its unique structure, containing a hydrophilic ethylene-dioxy bridge flanked by terminal sulfhydryl (-SH) handles, ensures superior solubility and denser surface grafting compared to traditional alkanedithiols. This makes it an ideal candidate for forming stable Self-Assembled Monolayers (SAMs) on gold and other noble metal substrates used in nanoelectronics.
Unlike common short-chain thiols, this grade is characterized by its non-volatile nature and reduced odor, which facilitates its use in delicate cleanroom environments and large-scale biosensor fabrication.
Refined to a 95% high-purity specification, this grade provides the consistent electronic and chemical properties required for applications in molecular switches, field-effect transistors (FETs), and point-of-care diagnostic devices.
Application
As a high-performance dithiol linker, EDT is essential for engineering bio-electronic interfaces and advanced sensing systems that require precise charge transport and molecular alignment.
Electrochemical Biosensing: Used in the synthesis of high-stability bioanodes for enzymatic fuel cells (e.g., glucose sensing). Its ethylene-dioxy spacer provides the necessary flexibility for optimal enzyme immobilization on gold electrodes while maintaining efficient electron transfer.
Smart Responsive Systems: Integrated into 4D-printed, redox-responsive polymer networks. When incorporated into copolymer resins, EDT allows for reversible, [H2O2]-dependent swelling, enabling the creation of "smart" needle-type biosensors for real-time monitoring of brain metabolites.
Nanoelectronic Conductors: Functions as a critical donor molecule in the synthesis of rare-earth molecular conductors. Salts formed with EDT can exhibit high metallic conductivity (e.g., down to 100 K), making it a candidate for molecular-scale circuitry and semiconducting organic electronic components. Nanomaterial Surface Tuning: Acts as a specialized ligand to passivate and tune the optical and electronic properties of gold nanoclusters (AuNCs). This enhances their stability and quantum yield for high-sensitivity diagnostic imaging.
Flexible Bio-Interfaces: Utilized in the development of soft, stimuli-sensitive polymer substrates for neural interfaces. These EDT-based substrates can drop in modulus by two orders of magnitude in physiological conditions, ensuring mechanical compatibility with soft nervous tissue.
Electrochemical Biosensing: Used in the synthesis of high-stability bioanodes for enzymatic fuel cells (e.g., glucose sensing). Its ethylene-dioxy spacer provides the necessary flexibility for optimal enzyme immobilization on gold electrodes while maintaining efficient electron transfer.
Smart Responsive Systems: Integrated into 4D-printed, redox-responsive polymer networks. When incorporated into copolymer resins, EDT allows for reversible, [H2O2]-dependent swelling, enabling the creation of "smart" needle-type biosensors for real-time monitoring of brain metabolites.
Nanoelectronic Conductors: Functions as a critical donor molecule in the synthesis of rare-earth molecular conductors. Salts formed with EDT can exhibit high metallic conductivity (e.g., down to 100 K), making it a candidate for molecular-scale circuitry and semiconducting organic electronic components. Nanomaterial Surface Tuning: Acts as a specialized ligand to passivate and tune the optical and electronic properties of gold nanoclusters (AuNCs). This enhances their stability and quantum yield for high-sensitivity diagnostic imaging.
Flexible Bio-Interfaces: Utilized in the development of soft, stimuli-sensitive polymer substrates for neural interfaces. These EDT-based substrates can drop in modulus by two orders of magnitude in physiological conditions, ensuring mechanical compatibility with soft nervous tissue.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral - Acute Tox. 4 Inhalation - Aquatic Acute 1 - Aquatic Chronic 1
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 2
flash_point_f
285.8 °F
flash_point_c
141 °C
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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