| Identification | More | [Name]
THIODIGLYCOLIC ANHYDRIDE | [CAS]
3261-87-8 | [Synonyms]
1,4-OXATHIANE-2,6-DIONE
2,2'-THIODIACETIC ACID ANHYDRIDE
THIODIGLYCOLIC ANHYDRIDE
1-Oxa-4-thia-cyclohexan-2,6-dione
1,4-Oxathiane-2,6-dione~2,2-Thiodiacetic acid anhydride
1,4-Oxathiane-2,6-dione (Thiodiglycolic anhydride)
1,4-OXATHIANE-2,6-DIONE
THIODIGLYCOLIC ANHYDRIDE
2,2'-Thiobisacetic anhydride | [EINECS(EC#)]
608-761-6 | [Molecular Formula]
C4H4O3S | [MDL Number]
MFCD00051689 | [Molecular Weight]
132.14 | [MOL File]
3261-87-8.mol |
| Chemical Properties | Back Directory | [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 Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R34:Causes burns. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [RIDADR ]
3261 | [Hazard Note ]
Corrosive | [PackingGroup ]
III | [HS Code ]
2934999090 |
| Hazard Information | Back Directory | [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 |
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