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
Canonical 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.
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.
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
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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