Glycol dimercaptoacetate

Base Information

• Chemical Name: Glycol dimercaptoacetate
• CAS No.: 123-81-9
• Deprecated CAS: 101027-48-9,121717-87-1
• Molecular Formula: C6H10 O4 S2
• Molecular Weight: 210.275
• Hs Code.: 29309070
• European Community (EC) Number: 204-653-4
• NSC Number: 30032
• DSSTox Substance ID: DTXSID0044527
• Nikkaji Number: J25.552A
• Wikidata: Q72480719
• ChEMBL ID: CHEMBL3186931
• Mol file: 123-81-9.mol

Synonyms:Glycol dimercaptoacetate;123-81-9;Ethylene mercaptoacetate;GDMA;Ethylene glycol bisthioglycolate;Ethylenebis(thioglycolate);Ethylene bis(thioglycolate);Glycol bis(mercaptoacetate);Ethylene bis(mercaptoacetate);Ethylene glycol bis(mercaptoacetate);Ethylene glycol bis(thioglycolic ester);Ethylene glycol bis(thioglycolate);Ethylene di(S-thioacetate);ACETIC ACID, MERCAPTO-, 1,2-ETHANEDIYL ESTER;Ethylene bis(meraptoacetate);2-(2-sulfanylacetyl)oxyethyl 2-sulfanylacetate;Acetic acid, mercapto-, ethylene ester;EINECS 204-653-4;NSC 30032;2-[(2-sulfanylacetyl)oxy]ethyl 2-sulfanylacetate;Ethylene Bis(thioglycolate) (Purified);BRN 1948305;AI3-26087;DTXSID0044527;Ethane-1,2-diyl bis(sulfanylacetate);68865-56-5;Ethylenebis(mercaptoacetate);SCHEMBL59459;Ethyleneglycol bis-thioglycolate;CHEMBL3186931;DTXCID8024527;NSC30032;Tox21_302245;MFCD00004875;NSC-30032;AKOS015897596;Ethylene glycol bisthioglycolate, 96%;BISTHIOGLYCOLATE, 1,2-ETHANEDIYL;ethane-1,2-diyl bis(2-mercaptoacetate);NCGC00255777-01;AS-17773;CAS-123-81-9;E1333;FT-0658221;D90616;EN300-333266;F0001-0369

Chemical Property of Glycol dimercaptoacetate

Chemical Property:

• Appearance/Colour: Clear, colorless liquid. With a stench.
• Vapor Pressure: 0.0248mmHg at 25°C
• Refractive Index: n20/D 1.522(lit.)
• Boiling Point: 317 ºC
• PKA: 7.51±0.10(Predicted)
• Flash Point: 167 ºC
• PSA: 130.20000
• Density: 1.313
• LogP: -0.06760
• Storage Temp.: Store below +30°C.
• Solubility.: 20g/l
• Water Solubility.: 20 g/L (20 ºC)
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 210.00205114
• Heavy Atom Count: 12
• Complexity: 142

Purity/Quality:

99.9% ^*data from raw suppliers

Ethylene Bis(thioglycolate) (Purified) >97.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,N
• Statements: 22-36/37/38-51/53-36/38-20/21/22-R51/53-R36/38-R20/21/22
• Safety Statements: 26-36-57-36/37/39-29-S57-S36/37/39-S29-S26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(COC(=O)CS)OC(=O)CS
• Uses: Crosslinking agent for rubbers, accelerator in curing epoxy resins.

Technology Process of Glycol dimercaptoacetate

There total 2 articles about Glycol dimercaptoacetate 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: 70.0%

ethylene glycol (107-21-1) + mercaptoacetic acid (68-11-1) → ethylene glycol dimercaptoacetate (123-81-9)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; Heating;

DOI:10.1055/s-1995-3891

Reference yield:

ethylene glycol (107-21-1) + mercaptoacetic acid (68-11-1) → mercapto-acetic acid-(2-hydroxy-ethyl ester) (7380-58-7) + ethylene glycol dimercaptoacetate (123-81-9)

Guidance literature:

toluene-4-sulfonic acid; at 110 - 150 ℃; for 5h;

Reference yield: 93.0%

(AuCl)2(μ-trans-1,2-bis(diphenylphosphino)ethylene) (99396-97-1) + ethylene glycol dimercaptoacetate (123-81-9) + silver trifluoroacetate (2966-50-9) → [CH2OCOCH2SAu)2(μ-trans-Ph2PCHCHPPh2)]

Guidance literature:

In methanol; dichloromethane; byproducts: AgCl; (darkened flask); addn. of soln. of silver compd. in methanol to soln. of gold compd. in CH2Cl2, stirring for 30 min, filtration through Celite,addn. of dithiol deriv. in CH2Cl2, stirring for 3 h; addn. of pentane, filtration, washing with acetone and ether, elem. anal.;

DOI:10.1016/j.ica.2006.01.018

upstream raw materials:

ethylene glycol

mercaptoacetic acid

Downstream raw materials:

[(CH2OCOCH2SAu)2)(μ-Ph2P(CH2)3PPh2)]

[(CH2OCOCH2SAu)2)(μ-Ph2PCH2PPh2)]

[(CH2OCOCH2SAu)2)(μ-Ph2P(CH2)2PPh2)]

[(CH2OCOCH2SAu)2)(μ-Ph2P(CH2)6PPh2)]

Refernces

• 1、 -. "ALKYLTIN SULFANYL MERCAPTOCARBOXYLATES HAVING TERMINAL THIOL GROUPS". Page/Page column 5-6. . Retrieved 2008/06/13.