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900152

Sigma-Aldrich

2-[[(2-Carboxyethyl)sulfanylthiocarbonyl]-sulfanyl]propanoic acid

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About This Item

Empirical Formula (Hill Notation):
C7H10O4S3
CAS Number:
870451-09-5
Molecular Weight:
254.35
MDL number:
MFCD28126761
UNSPSC Code:
12352106
PubChem Substance ID:
329769779
NACRES:
NA.23

Assay

95% (GC)

Quality Level

100

form

powder

mp

120-125 °C

SMILES string

S(C(C)C(=O)O)C(=S)SCCC(=O)O

InChI key

IKWGMGMZWODWEO-UHFFFAOYSA-N

General description

  • A stable, trithiocarbonate chain transfer agent (CTA), also referred to as a RAFT agent, which can control chain growth in free radical polymerization producing polymers with well-defined molecular weights and low polydispersities.
  • 2-(2-Carboxyethylsulfanylthiocarbonylsulfanyl)propionic acid may be used to control homo- and co-polymerization of acrylic acid, acrylates, acrylamides, styrenes, methacrylates, and methacrylamides. It is soluble in aqueous and organic media (amphiphilic).

Caution

Storage conditions: Room temperature, protect from light.

Legal Information

Sold for research purposes only: See sigma-aldrich.com/raftlicense. Patents: WO98/01478, WO99/311444.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX0217
MKCV7258
MKCT2272
MKCR9802
MKCQ1394

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Scale-up of the Reversible Addition-Fragmentation Chain Transfer (RAFT) Polymerization Using Continuous Flow Processing.
Micic N, et al.
Processes, 2, 58-70 (2014)
Synthesis of Dual-Functional Poly(6-azidohexylmethacrylate) Brushes by a RAFT Agent Carrying Carboxylic Acid End Groups.
Cimen D, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 53, 1696-1706 (2015)
Synthesis and Evaluation of New Dicarboxylic Acid Functional Trithiocarbonates: RAFT Synthesis of Telechelic Poly(n-butyl acrylate)s.
Wang R, et al.
Macromolecules, 38, 9518-9525 (2005)
RAFT Inverse Miniemulsion Polymerization of Acrylic Acid and Sodium Acrylate.
Ouyang L, et al.
Macromolecular Reaction Engineering, 5, 163-169 (2011)
Substituent Effects on Trithiocarbonates-Mediated Polymerization of Styrene.
Journal of Applied Polymer Science, 111, 2011-2017 (2009)
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