3,6-Dioxa-1,8-octanedithiol
Product Information
Molecular Formula
C6H14O2S2
Molecular Weight
182.30
Description
3,6-Dioxa-1,8-octanedithiol is a versatile compound widely utilized in biochemical research for its unique chemical structure and reactivity. Known for its ability to form stable linkages, it is often employed in the synthesis of complex molecules and polymers. Its dual thiol groups make it particularly useful in cross-linking applications, enhancing the stability and functionality of biochemical assemblies. The compound's compatibility with various chemical environments allows for its integration into diverse experimental protocols, facilitating advanced research endeavors.
Synonyms
DODT; HS-Et-O-Et-O-Et-SH; 1,2-Bis(2-mercaptoethoxy)ethane
IUPAC Name
2-[2-(2-sulfanylethoxy)ethoxy]ethanethiol
SMILES
SCCOCCOCCS
InChI
InChI=1S/C6H14O2S2/c9-5-3-7-1-2-8-4-6-10/h9-10H,1-6H2
InChI Key
HCZMHWVFVZAHCR-UHFFFAOYSA-N
Boiling Point
225 °C(lit.)
Flash Point
100 °C(212.0 °F)
Purity
95%
Density
1.082g/cm3
Appearance
Colorless to Light yellow to Light orange clear liquid
Storage
Store at 2-8°C
Refractive Index
1.509 (lit.)
Safety Information
Hazards
H301:
Toxic if swallowed.
H315:
Causes skin irritation.
H319:
Causes serious eye irritation.
H332:
Harmful if inhaled.
H410:
Very toxic to aquatic life with long-lasting effects.
Toxic if swallowed.
H315:
Causes skin irritation.
H319:
Causes serious eye irritation.
H332:
Harmful if inhaled.
H410:
Very toxic to aquatic life with long-lasting effects.
Precautionary Statement
P261:
Avoid breathing dust, fumes, gas, mist, vapours, spray. [As modified by IV ATP].
P264:
Wash thoroughly after handling.
P273:
Avoid release to the environment.
P280:
Wear protective gloves/protective clothing/eye protection/face protection.
P301+P310+P330:
IF SWALLOWED:
Immediately call a POISON CENTER or doctor/physician.
Rinse mouth.
P391:
Collect spillage.
Avoid breathing dust, fumes, gas, mist, vapours, spray. [As modified by IV ATP].
P264:
Wash thoroughly after handling.
P273:
Avoid release to the environment.
P280:
Wear protective gloves/protective clothing/eye protection/face protection.
P301+P310+P330:
IF SWALLOWED:
Immediately call a POISON CENTER or doctor/physician.
Rinse mouth.
P391:
Collect spillage.
Signal Word
Warning
Computed Properties
XLogP3
0.5
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
7
Exact Mass
182.04352203 g/mol
Monoisotopic Mass
182.04352203 g/mol
Topological Polar Surface Area
20.5Ų
Heavy Atom Count
10
Formal Charge
0
Complexity
53.7
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-114163598-A | Self-repairing polyurethane derived from bio-based polyol and preparation method thereof | 2021-12-24 |
| CN-114181417-A | Thermosetting dielectric elastomer film and dielectric driver thereof | 2021-12-06 |
| CN-113912473-A | Method for preparing hexafluoropropylene trimer by liquid phase method | 2021-11-11 |
| CN-113929908-A | Bio-based antibacterial adhesive and preparation method thereof | 2021-09-28 |
| CN-113831506-A | Photo-thermal dual-response shape memory material and preparation method and application thereof | 2021-09-23 |
| CN-113667094-A | Exposure-resistant isocyanate composition, preparation method and application thereof in preparation of high-strength polyurethane optical resin | 2021-08-31 |
| CN-113736199-A | Near-infrared response composite material for 4D printing and preparation method and application thereof | 2021-08-30 |
| CN-113582771-A | Preparation method of slow-release fertilizer based on high polymer | 2021-08-24 |
| CN-113667135-A | Preparation method of intrinsic carbon nanotube/liquid crystal elastomer and application of intrinsic carbon nanotube/liquid crystal elastomer in actuator | 2021-08-20 |
| CN-113461941-A | Preparation method of multiple shape memory material | 2021-07-30 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 22574871 | 2012-06-07 | Oxidation of 3,6-dioxa-1,8-octanedithiol by platinum(IV) anticancer prodrug and model complex: kinetic and mechanistic studies | The journal of physical chemistry. B |
| 22133097 | 2012-01-09 | Green polymer chemistry: living dithiol polymerization via cyclic intermediates | Biomacromolecules |
| 22253873 | 2012-01-01 | Novel protocol for the chemical synthesis of crustacean hyperglycemic hormone analogues--an efficient experimental tool for studying their functions | PloS one |
| 21531180 | 2011-06-01 | Influence of different spacer arms on Mimetic Ligand™ A2P and B14 membranes for human IgG purification | Journal of chromatography. B, Analytical technologies in the biomedical and life sciences |
| 20462176 | 2010-06-14 | Rapid approach to biobased telechelics through two one-pot thiol-ene click reactions | Biomacromolecules |
| 18576448 | 2008-07-21 | Synthesis, conformation, and activity of human insulin-like peptide 5 (INSL5) | Chembiochem : a European journal of chemical biology |
| 15579131 | 2004-12-01 | Stability and cleavage conditions of (2-furyl)-L-alanine-containing peptides | Protein and peptide letters |
| 12370025 | 2002-10-01 | The use of DODT as a non-malodorous scavenger in Fmoc-based peptide synthesis | Protein and peptide letters |
