Triethylene glycol dimercaptan
Basic information
- CAS
14970-87-7- Standard SMILES
SCCOCCOCCS- InChIKey
HCZMHWVFVZAHCR-UHFFFAOYSA-N- Molecular formula
- C6H14O2S2
- Average molar mass
- 182.3 g/mol
- Monoisotopic mass
- 182.04352203
Names & identifiers
- Preferred name
- Triethylene glycol dimercaptan
- IUPAC
- 2-[2-(2-sulfanylethoxy)ethoxy]ethanethiol
- English name
- 3,6-Dioxa-1,8-octanedithiol
- Molecular formula
- C6H14O2S2
- Molecular weight
- 182.3
Names & synonyms
14970-87-71,2-Bis(2-mercaptoethoxy)ethaneTriglycol dimercaptan2,2'-(Ethylenedioxy)diethanethioltriethylene glycol dimercaptanEthanethiol, 2,2'-[1,2-ethanediylbis(oxy)]bis-1,8-Dimercapto-3,6-dioxaoctaneTriethyleneglycol dimercaptan3,6-dioxaoctane-1,8-dithiolEthanethiol, 2,2'-(ethylenedioxy)di-2,2'-[1,2-Ethanediylbis(oxy)]bis(ethanethiol)83CA1M23NC
Show more names
DODT2,2’-(ethylenedioxy)diethanethiolSH-PEG2-SHHS-PEG3-SHHS-PEG2-CH2CH2SHThiol-PEG2-thiolTriglycoldimercaptan3,6-dioxa-1,8-octandithiol3,6-dioxy-1,8-octyldithiol
2,2-(Ethylenedioxy)diethanethiol2,2'-[Ethane-1,2-diylbis(oxy)]diethanethiolEINECS 239-044-2NSC 94782NSC-94782Ethanethiol, 2,2'-(1,2-ethanediylbis(oxy))bis-3,6-DIOXAOCTANE-1,8-DITHIOL [MI]2,2'-(ethane-1,2-diylbis(oxy))diethanethiol
Database identifiers
- CAS
14970-87-7、68865-60-1- PubChem CID
- 84733
- DTXSID
DTXSID9044588- ChEMBL
CHEMBL3187655- UNII
- 83CA1M23NC
- EC Number
- 239-044-2
- Nikkaji
- J38.158F
Properties
Computed structural properties
- XLogP
- 0.5
- Topological polar surface area
- 20.5 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 7
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 53.7
Experimental & physicochemical properties
Physical DescriptionLiquid
Physicochemical properties
- Boiling point
- 225 °C · 225 °C(lit.)
- Density
- 1.12 g/mL · 1.12 g/mL at 25 °C(lit.)
- vapor pressure
- 0.39 Pa · 0.39Pa at 20℃
- refractive index
- 20 · n20/D 1.509(lit.)
- Flash point
- 132 °C · 132 °C
- storage temp.
- RT, stored under nitrogen
- solubility
- Slightly soluble in water
- form
- clear liquid
- pka
- 9.34 · 9.34±0.10(Predicted)
- color
- Colorless to Light yellow to Light orange
- Water Solubility
- 11.4 g/L · 11.4g/L at 19.8℃
- BRN
- 1901671 · 1901671
- InChI
- InChI=1S/C6H14O2S2/c9-5-3-7-1-2-8-4-6-10/h9-10H,1-6H2
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H301 (10.6%): Toxic if swallowed [Danger Acute toxicity, oral]
P261, P264, P270, P271, P273, P301+P316, P301+P317, P304+P340, P317, P321, P330, P391, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 282 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Ethanethiol, 2,2'-[1,2-ethanediylbis(oxy)]bis-
Ethanethiol, 2,2'-[1,2-ethanediylbis(oxy)]bis- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Ethanethiol, 2,2'-[1,2-ethanediylbis(oxy)]bis- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
REACH registered substance: 2,2'-[1,2-ethanediylbis(oxy)]bis(ethanethiol) (EC: 239-044-2)
Ethanethiol, 2,2'-[1,2-ethanediylbis(oxy)]bis-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Hazard Classes and CategoriesAcute Tox. 3 (10.6%)
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 2
- tsca
- TSCA listed
- ridadr
- UN 2810 6.1/PG 3
- hs_code
- 29309090
- risk_code
- 22-23-36/37/38-51/53-20/22
Chemistry & industry
Uses & manufacturing
U.S. Production2023: 25,000 - <50,000 lb
Industry UsesCorrosion inhibitor
General Manufacturing Information
Oil and Gas Drilling, Extraction, and Support activities
Ethanethiol, 2,2'-[1,2-ethanediylbis(oxy)]bis-: ACTIVE
Applications
Uses3,6-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.
General Description3,6-dioxa-1,8-octanedithiol is non volatile in nature.
Upstream & downstream products
Upstream raw materials
Additional notes
Definition3,6-dioxa-1,8-octanedithiol is a dithiol monomer. This compound could be chosen as a model compound for the active sites of thioredoxins to study its reactions with cis-[Pt(NH3)2Cl4] and trans-[PtCl2(CN)4]2– (cisplatin prodrug and a model complex). The pKa values for the dithiol were characterized to be 8.7 ± 0.2 and 9.6 ± 0.2 at 25.0 °C and an ionic strength of 1.0 M. Triethylamine (TEA) and dilute H2O2 could catalyze the new Radical Ring-opening Redox Polymerization (R3P) of 3,6-dioxa-1,8-octanedithiol[1-2].
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Compound notes
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