465178

Sigma-Aldrich

2,2′-(Ethylenedioxy)diethanethiol

95%

Synonym(s):
1,2-Bis(2-mercaptoethoxy)ethane, 3,6-Dioxa-1,8-octane-dithiol
Linear Formula:
HSCH2CH2OCH2CH2OCH2CH2SH
CAS Number:
Molecular Weight:
182.30
Beilstein/REAXYS Number:
1901671
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.23

Quality Level

assay

95%

refractive index

n20/D 1.509 (lit.)

bp

225 °C (lit.)

density

1.12 g/mL at 25 °C (lit.)

SMILES string

SCCOCCOCCS

InChI

1S/C6H14O2S2/c9-5-3-7-1-2-8-4-6-10/h9-10H,1-6H2

InChI key

HCZMHWVFVZAHCR-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

General description

3,6-dioxa-1,8-octanedithiol is non volatile in nature.
2,2′-(Ethylenedioxy)diethanethiol (EDT) is a dithiol based cross-linker that can be used for thiolene photopolymerization and to obtain crosslinked polymeric films.

Application

3,6-dioxa-1,8-octanedithiol (DODT) was used for cleaving peptides in the study to develop synthetic peptide serology to treat chronic chagas disease. DODT may be used to develop non-malodorous scavenger in Fmoc-based peptide synthesis.
EDT can be crosslinked with unsaturated olive oil to form a photoinduced eco-friendly film through renewable sources. It can be used in the synthesis of bioanode for the fabrication of a biofuel cell (BFC) for glucose sensing application. It may also be used for other applications such as improving the optical properties of gold nanoclusters (AuNCs) and the development of bio-mediated synthetic polyester.

Packaging

100, 500 mL in glass bottle

Pictograms

Skull and crossbonesEnvironment

Signal Word

Danger

Hazard Statements

hazcat

Acute Tox. 3 Oral - Acute Tox. 4 Inhalation - Aquatic Acute 1 - Aquatic Chronic 1

storage_class_code

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK Germany

WGK 2

Flash Point(F)

285.8 °F

Flash Point(C)

141 °C

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Andrea D'Ambrogio et al.
Nucleic acids research, 37(12), 4116-4126 (2009-05-12)
Nuclear factor TDP-43 has been reported to play multiple roles in transcription, pre-mRNA splicing, mRNA stability and mRNA transport. From a structural point of view, TDP-43 is a member of the hnRNP protein family whose structure includes two RRM domains...
Insights into the effect of surface ligands on the optical properties of thiolated Au 25 nanoclusters.
Yuan X, et al.
Chemical Communications (Cambridge, England), 52(30), 5234-5237 (2016)
Marco Cavaco et al.
Frontiers in bioengineering and biotechnology, 8, 552035-552035 (2020-10-06)
The characterization of biologically active peptides relies heavily on the study of their efficacy, toxicity, mechanism of action, cellular uptake, or intracellular location, using both in vitro and in vivo studies. These studies frequently depend on the use of fluorescence-based...
Crosslinkable polyesters based on monomers derived from renewable lignin.
Zhang J, et al.
Royal Society of Chemistry Advances, 6(14), 11848-11854 (2016)
A Teixeira et al.
Protein and peptide letters, 9(5), 379-385 (2002-10-09)
We have synthesized a random group of peptides and performed cleavages using various cleavage cocktails including 3,6-dioxa-1,8-octanedithiol (DODT). Purity of the peptides was compared to that obtained with standard protocols for cleavage using RP-HPLC and Maldi-Tof mass spectrometry. We show...

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service