Chemistry:Diglycolic anhydride

From HandWiki
Diglycolic anhydride
Names
IUPAC name
1,4-dioxane-2,6-dione
Other names
  • Diglycolic acid anhydride
  • Oxydiacetic anhydride
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 224-761-5
UNII
Properties
C4H4O4
Molar mass 116.072 g·mol−1
Appearance white crystals [1]
Melting point 92 °C [1]
Boiling point 240 °C [1]
Hazards
GHS pictograms GHS07: Harmful
GHS Signal word Warning
Template:HPhrases
Template:PPhrases
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Diglycolic anhydride (1,4-dioxane-2,6-dione) is the carboxylic acid anhydride of diglycolic acid. It has been used as a monomer in the synthesis of poly(ester-ether)[2] and poly(amide–ether)[3] polymers. It also can serve as a starting material for production of various bicyclic heterocyclic structures.[4]

References

  1. 1.0 1.1 1.2 "D103705 Safety Data Sheet". Sigma-Aldrich. https://www.sigmaaldrich.com/US/en/sds/aldrich/d103705?userType=anonymous. 
  2. Jabprakon, Nattawat; Chumsaeng, Phongnarin; Phomphrai, Khamphee (2023). "Synthesis of ABx and ABxC poly(ester–ether) polymers: Polymer sequences and effects of Bx and BxC units on thermal properties". Polymer Chemistry 14 (36): 4169–4181. doi:10.1039/D3PY00605K. 
  3. Gao, Tianle; Li, Feng; Suzuki, Ryota; Li, Huan; Yamamoto, Takuya; Xia, Xiaochao; Isono, Takuya; Satoh, Toshifumi (2023). "One-Step Synthesis of Poly(amide ester)-Based Block Copolymers with Defined Phase Separation Behavior". Macromolecules 56 (20): 8333–8343. doi:10.1021/acs.macromol.3c01305. Bibcode2023MaMol..56.8333G. 
  4. Braunstein, Hannah; Langevin, Spencer; Khim, Monique; Adamson, Jonathan; Hovenkotter, Katie; Kotlarz, Lindsey; Mansker, Brandon; Beng, Timothy K. (2016). "Modular access to vicinally functionalized allylic (Thio)morpholinonates and piperidinonates by substrate-controlled annulation of 1,3-azadienes with hexacyclic anhydrides". Organic & Biomolecular Chemistry 14 (37): 8864–8872. doi:10.1039/C6OB01526C. PMID 27714224.