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900161

Sigma-Aldrich

4-((((2-Carboxyethyl)thio)carbonothioyl)thio)-4-cyanopentanoic acid

95%

Synonym(s):

4-[[[(2-Carboxyethyl)thio]thioxomethyl]thio]-4-cyanopentanoic acid

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About This Item

Empirical Formula (Hill Notation):
C10H13NO4S3
CAS Number:
Molecular Weight:
307.41
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.23

Quality Level

Assay

95%

form

powder

mp

101-106 °C

InChI

1S/C10H13NO4S3/c1-10(6-11,4-2-7(12)13)18-9(16)17-5-3-8(14)15/h2-5H2,1H3,(H,12,13)(H,14,15)

InChI key

CTLAWKZAJCYIFX-UHFFFAOYSA-N

Application

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.

4-((((2-Carboxyethyl)thio)carbonothioyl)thio)-4-cyanopentanoic acid may be used to control homo- and co-polymerization of acrylic acids, acrylates, acrylamides, styrenes, methacrylates, and methacrylamides. It is soluble in aqueous and organic media (amphiphilic).

Other Notes

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

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Articles

The supply of low cost, high purity and effective Reversible addition−fragmentation chain-transfer (RAFT) Agents is the essential element in the industrial implementation of RAFT polymerization technology.

The modification of biomacromolecules, such as peptides and proteins, through the attachment of synthetic polymers has led to a new family of highly advanced biomaterials with enhanced properties.

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