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381489

Sigma-Aldrich

Trimethylolpropane tris(3-mercaptopropionate)

≥95.0%

Synonym(s):

1,1,1-Trimethylolpropane-tris(3-mercaptopropionate), 2,2-Bis(3-sulfanylpropanoyloxymethyl)butyl 3-sulfanylpropanoate, Trimethylolpropane tris(β-mercaptopropionate), Trimethylolpropane tris(3-mercaptopropanoate), Trimethylolpropane tris(3-mercaptopropropionate)

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About This Item

Linear Formula:
(HSCH2CH2CO2CH2)3CC2H5
CAS Number:
33007-83-9
Molecular Weight:
398.56
EC Number:
251-336-1
MDL number:
MFCD00046842
UNSPSC Code:
12352100
PubChem Substance ID:
24863821
NACRES:
NA.22

Quality Level

200

Assay

≥95.0%

refractive index

n20/D 1.518 (lit.)

bp

220 °C/0.3 mmHg (lit.)

density

1.21 g/mL at 25 °C (lit.)

SMILES string

CCC(COC(=O)CCS)(COC(=O)CCS)COC(=O)CCS

InChI

1S/C15H26O6S3/c1-2-15(9-19-12(16)3-6-22,10-20-13(17)4-7-23)11-21-14(18)5-8-24/h22-24H,2-11H2,1H3

InChI key

IMQFZQVZKBIPCQ-UHFFFAOYSA-N

General description

Trimethylolpropane tris(3-mercaptopropionate) is reported as a multi-thiol crosslinking reagent.

Application

Trimethylolpropane tris(3-mercaptopropionate) may be used in the following studies:
  • Preparation of hydrogels, via crosslinking inulin derivatives.
  • Construction of porous hybrid monolithic materials.
  • As monomer for the preparation of a new thiol-ene based polymeric fluorescence sensor, via photo initiated polymerization.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

204.8 °F - closed cup

Flash Point(C)

96 °C - closed cup

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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Soner Cubuk et al.
Analytica chimica acta, 812, 215-221 (2014-02-05)
This study describes the preparation and the characterization of a new thiol-ene based polymeric fluorescence sensor by photo initiated polymerization of trimethylolpropane tris(3-mercaptopropionate), 2-hydroxyethylacrylate, and 2,4,6-triallyloxy-1,3,5-triazine which are used as monomers and also a photo initiator (2,2-dimethoxy-2-phenylacetophenone) for its usage
Giovanna Pitarresi et al.
Macromolecular bioscience, 8(10), 891-902 (2008-06-26)
Inulin was chosen as a starting polymer for biocompatible, pH-sensitive and biodegradable hydrogels. Three INUDVSA-TT hydrogels were obtained by crosslinking inulin derivatives with trimethylolpropane tris(3-mercaptopropionate) under varying conditions. The resulting hydrogels were cell compatible, as demonstrated by MTS and trypan
Alexandra N Tsoras et al.
Frontiers in immunology, 11, 1547-1547 (2020-08-28)
Peptide subunit vaccines increase safety by reducing the risk of off-target responses and improving the specificity of the induced adaptive immune response. The immunogenicity of most soluble peptides, however, is often insufficient to produce robust and lasting immunity. Many biomaterials
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
Sari Tähkä et al.
Analytical and bioanalytical chemistry, 411(11), 2339-2349 (2019-03-23)
We introduce rapid replica molding of ordered, high-aspect-ratio, thiol-ene micropillar arrays for implementation of microfluidic immobilized enzyme reactors (IMERs). By exploiting the abundance of free surface thiols of off-stoichiometric thiol-ene compositions, we were able to functionalize the native thiol-ene micropillars
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