Pentaerythritol tetrakis(3-mercaptopropionate)

Pentaerythritol tetrakis(3-mercaptopropionate) is an organic compound which is derived from pentaerythritol fully esterified with four equivalents of 3-mercaptopropionic acid. It is a colorless liquid at room temperature.[1]

Pentaerythritol tetrakis(3-mercaptopropionate)[1][2]
Names
IUPAC name
[3-(3-sulfanylpropanoyloxy)-2,2-bis(3-sulfanylpropanoyloxymethyl)propyl] 3-sulfanylpropanoate
Other names
Pentaerythritol tetrakis(3-mercaptopropionate)
Pentaerythritol tetra(3-mercaptopropionate)
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.028.612 Edit this at Wikidata
EC Number
  • 231-472-8
UNII
  • InChI=1S/C17H28O8S4/c18-13(1-5-26)22-9-17(10-23-14(19)2-6-27,11-24-15(20)3-7-28)12-25-16(21)4-8-29/h26-29H,1-12H2
    Key: JOBBTVPTPXRUBP-UHFFFAOYSA-N
  • C(CS)C(=O)OCC(COC(=O)CCS)(COC(=O)CCS)COC(=O)CCS
Properties
C17H28O8S4
Molar mass 488.64 g·mol−1
Appearance colorless liquid
Boiling point 600.431 °C (1,112.776 °F; 873.581 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Uses

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Pentaerythritol tetrakis(3-mercaptopropionate) is a common thiol monomer reacted with alkenes in the thiol-ene reaction to form polymeric networks.[3] Being functionalized with four thiol groups, it can react with multifunctional alkenes to form thiol-ene networks.

References

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  1. ^ a b "Pentaerythritol tetrakis(3-mercaptopropionate)". PubChem. Retrieved 27 December 2023.
  2. ^ "MFCD00022104". ChemSpider. Retrieved 27 December 2023.
  3. ^ Hoyle, Charles E.; Bowman, Christopher N. (2010). "Thiol–Ene Click Chemistry". Angewandte Chemie International Edition. 49 (9): 1540–1573. doi:10.1002/anie.200903924.