Thiodiglycolic Anhydride Chemical Properties

Melting point:

94 °C

Boiling point:

158-159 °C(Press: 12 Torr)

Density 

1.468±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

DMSO, Methanol (Sparingly)

form 

Solid

color 

White to Off-White

Sensitive 

Moisture Sensitive

BRN 

112528

InChI

InChI=1S/C4H4O3S/c5-3-1-8-2-4(6)7-3/h1-2H2

InChIKey

RIIUAPMWDSRBSH-UHFFFAOYSA-N

SMILES

O1C(=O)CSCC1=O

CAS DataBase Reference

3261-87-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

C,Xn

Risk Statements 

20/21/22-34-22

Safety Statements 

26-36/37/39

RIDADR 

3261

Hazard Note 

Corrosive

PackingGroup 

III

HS Code 

2934999090

MSDS

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Thiodiglycolic Anhydride Usage And Synthesis

Chemical Properties

White needle-shaped crystal

Uses

Thiodiglycolic Anhydride is used as a reagent in the synthesis of positively charged compounds as SERT inhibitors useful in the treatment of central nervous system (CNS) disorders.

Synthesis

3.0 g of 2,2'-thiodiacetic acid was accurately weighed in a 50 mL round bottom flask. To the flask was added 15 mL of acetic anhydride as reaction solvent. The reaction mixture was heated to 65 °C and kept at reflux for 4 hours. Upon completion of the reaction, the excess acetic anhydride and the by-product acetic acid were removed by distillation under reduced pressure. Subsequently, an appropriate amount of ether was added to the residue and the evaporation operation was repeated 2-3 times to purify the product. The final product was obtained as 2,2'-thiodiacetic anhydride in the form of a white solid powder and the product was dried at 40 °C overnight in 98.7% yield.

References

[1] Patent: CN108245683, 2018, A. Location in patent: Paragraph 0051; 0053
[2] Organic Letters, 2015, vol. 17, # 15, p. 3930 - 3933
[3] Tetrahedron Letters, 2017, vol. 58, # 32, p. 3160 - 3163
[4] Tetrahedron Letters, 2002, vol. 43, # 8, p. 1519 - 1522
[5] Tetrahedron Letters, 2017, vol. 58, # 37, p. 3672 - 3677

Thiodiglycolic Anhydride(3261-87-8)Related Product Information

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• THIODIGLYCOLIC ANHYDRIDE, (2,2'-THIODIACETIC ACID ANHYDRIDE)
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• 3-METHYL-1,4-OXATHIANE-2,6-DIONE
• THIODIGLYCOLIC ANHYDRIDE