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465178

Sigma-Aldrich

2,2′-(Ethylenedioxy)diethanethiol

95%

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Synonym(s):
1,2-Bis(2-mercaptoethoxy)ethane, 3,6-Dioxa-1,8-octane-dithiol
Linear Formula:
HSCH2CH2OCH2CH2OCH2CH2SH
CAS Number:
14970-87-7
Molecular Weight:
182.30
Beilstein:
1901671
EC Number:
239-044-2
MDL number:
MFCD00015873
PubChem Substance ID:
24870251
NACRES:
NA.23

Quality Level

200

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

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This Item
4472503548731041
2,2′-(Ethylenedioxy)diethanethiol 95%

Sigma-Aldrich

465178

2,2′-(Ethylenedioxy)diethanethiol

1,2-Bis(triethoxysilyl)ethane 96%

Sigma-Aldrich

447250

1,2-Bis(triethoxysilyl)ethane

4,4′-DDE PESTANAL®, analytical standard

Supelco

35487

4,4′-DDE

4,4′-DDT PESTANAL®, analytical standard

Supelco

31041

4,4′-DDT

refractive index

n20/D 1.509 (lit.)

refractive index

n20/D 1.411 (lit.)

refractive index

-

refractive index

-

bp

225 °C (lit.)

bp

119 °C (lit.)

bp

-

bp

-

density

1.12 g/mL at 25 °C (lit.)

density

0.958 g/mL at 25 °C (lit.)

density

-

density

-

General description

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

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.

Pictograms

Skull and crossbonesEnvironment
GHS06,GHS09

Signal Word

Danger

Hazard Statements

H301 - H332 - H410

Hazard Classifications

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

WGK 2

Flash Point(F)

285.8 °F

Flash Point(C)

141 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Renewable Photopolymer Films Derived From Low-Grade Lampante and Pomace Olive Oils.
Khaled B, et al.
European Journal of Lipid Science and Technology, 119(12), 1700003-1700003 (2017)
Coupling of an enzymatic biofuel cell to an electrochemical cell for self-powered glucose sensing with optical readout.
Pinyou P, et al.
Bioelectrochemistry, 106(12), 22-27 (2015)
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
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
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