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381462

Sigma-Aldrich

Pentaerythritol tetrakis(3-mercaptopropionate)

>95%

Synonym(s):

Pentaerythritol (3-mercaptopropionate), Pentaerythritol terakis(3-mercaptopropionate), Pentaerythritol tetra(3-mercaptopropionate)

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About This Item

Linear Formula:
(HSCH2CH2COOCH2)4C
CAS Number:
Molecular Weight:
488.66
Beilstein:
2312625
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

Quality Level

Assay

>95%

refractive index

n20/D 1.531 (lit.)

bp

275 °C/1 mmHg (lit.)

density

1.28 g/mL at 25 °C (lit.)

SMILES string

SCCC(=O)OCC(COC(=O)CCS)(COC(=O)CCS)COC(=O)CCS

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

InChI key

JOBBTVPTPXRUBP-UHFFFAOYSA-N

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Application

Pentaerythritol tetrakis(3-mercaptopropionate) can be used as a precursor to synthesize:
  • Polymeric degradable networks through thiol-ene click reactions with tri/tetra-acrylates.
  • Thiol-ene-methacrylate composites, which are applicable as dental restorative materials.
  • Network solid polymer electrolytes based on polydimethylsiloxane, for lithium-ion batteries.
It can also be used to functionalize poly(high internal phase emulsions) for removal of heavy metals from water.

Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Skin Sens. 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Gowtham Sathyanarayanan et al.
Analytical and bioanalytical chemistry, 410(25), 6677-6687 (2018-08-04)
We report the development and characterization of digital microfluidic (DMF) immobilized enzyme reactors (IMERs) for studying cytochrome P450 (CYP)-mediated drug metabolism on droplet scale. The on-chip IMERs consist of porous polymer (thiol-ene) monolith plugs prepared in situ by photopolymerization and
Manju Saraswathy et al.
Journal of the mechanical behavior of biomedical materials, 74, 296-303 (2017-06-27)
Significant efforts have been expended to mitigate plasticizer migration from crosslinked methacrylic and poly(vinyl chloride) polymer networks by synthesizing reactive plasticizers that can blend homogenously within the networks to reduce polymer property change, acute toxicity and downstream environmental effects of
Claudio Russo et al.
Polymers, 11(6) (2019-06-07)
Mechanical and rheological properties of novel dual-curing system based on sequential thiol-acrylate and thiol-epoxy reactions are studied with the aim of addressing the obtained materials to suitable advanced applications. The crosslinking process is studied by rheological analysis in order to
Hayden E Fowler et al.
Soft matter, 16(2), 330-336 (2019-11-09)
Programming the local orientation of liquid crystal elastomers (LCEs) is a differentiated approach to prepare monolithic material compositions with localized deformation. Our prior efforts prepared LCEs with surface-enforced spatial variations in orientation to localize deformation when the LCEs were subjected
Hsih-Yin Tan et al.
PloS one, 13(5), e0197101-e0197101 (2018-05-11)
This paper presents the design and fabrication of a multi-layer and multi-chamber microchip system using thiol-ene 'click chemistry' aimed for drug transport studies across tissue barrier models. The fabrication process enables rapid prototyping of multi-layer microfluidic chips using different thiol-ene

Articles

With dentists placing nearly 100 million dental fillings into patients′ teeth annually in the U.S. alone, polymeric composite restoratives account for a very large share of the biomaterials market.

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