1,2-Bis(2-mercaptoethoxy)ethane

Base Information

• Chemical Name: 1,2-Bis(2-mercaptoethoxy)ethane
• CAS No.: 14970-87-7
• Molecular Formula: C6H14O2S2
• Molecular Weight: 182.308
• Hs Code.: 29309090
• European Community (EC) Number: 239-044-2
• NSC Number: 94782
• UNII: 83CA1M23NC
• DSSTox Substance ID: DTXSID9044588
• Nikkaji Number: J38.158F
• Wikidata: Q27269426
• ChEMBL ID: CHEMBL3187655
• Mol file: 14970-87-7.mol

Synonyms:3,6-dioxa-1,8-octanedithiol;DODT cpd

Chemical Property of 1,2-Bis(2-mercaptoethoxy)ethane

Chemical Property:

• Vapor Pressure: 0.39Pa at 20℃
• Refractive Index: n20/D 1.509(lit.)
• Boiling Point: 257.004 °C at 760 mmHg
• PKA: 9.34±0.10(Predicted)
• Flash Point: 109.233 °C
• PSA: 96.06000
• Density: 1.082 g/cm³
• LogP: 0.87920
• Solubility.: Slightly soluble in water
• Water Solubility.: 11.4g/L at 19.8℃
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 182.04352203
• Heavy Atom Count: 10
• Complexity: 53.7

Purity/Quality:

98% ^*data from raw suppliers

2-[2-(2-Sulfanylethoxy)ethoxy]ethanethiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T,N,Xn
• Statements: 22-23-36/37/38-51/53-20/22
• Safety Statements: 26-45-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(COCCS)OCCS
• Uses: 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.

Technology Process of 1,2-Bis(2-mercaptoethoxy)ethane

There total 6 articles about 1,2-Bis(2-mercaptoethoxy)ethane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

triethylene glycol di-(p-toluenesulfonate) (19249-03-7) → 3,6-dioxa-1,8-octandithiol (14970-87-7,68865-60-1)

Guidance literature:

triethylene glycol di-(p-toluenesulfonate); With thiourea; In ethanol;

With sodium hydroxide; Heating;

Reference yield: 85.7%

1,2-bis-(2-bromo-ethoxy)-ethane (31255-10-4) → 3,6-dioxa-1,8-octandithiol (14970-87-7,68865-60-1)

Guidance literature:

With thiourea; In ethanol; for 3h; Reflux;

Reference yield: 73.0%

S,S‘-(3,6-dioxaoctane-1,8-diyl)-bis(thioacetate) → 3,6-dioxa-1,8-octandithiol (14970-87-7,68865-60-1)

Guidance literature:

With hydrogenchloride; In methanol; water; at 120 ℃; for 3h; Inert atmosphere;

DOI:10.3762/bjoc.12.38

upstream raw materials:

1,2-bis(2-chloroethoxy)ethane

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

1,2-bis-(2-bromo-ethoxy)-ethane

triethylene glycol di-(p-toluenesulfonate)

Downstream raw materials:

3-Phenyl-1,7-dithia-15-crown-5

10-phenyl-1,4-dioxa-7,13-dithia-10-aza-cyclopentadecane

4-(1,4-dioxa-7,13-dithia-10-azacyclopentadecan-10-yl) benzaldehyde

S-trityl-3,6-dioxaoctane-1,8-dithiol