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723274

Sigma-Aldrich

4-Cyano-4-[(dodecylsulfanylthiocarbonyl)sulfanyl]pentanoic acid

97% (HPLC)

Synonym(s):

4-Cyano-4-(((dodecylthio)carbonothioyl)thio)pentanoic acid

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About This Item

Empirical Formula (Hill Notation):
C19H33NO2S3
CAS Number:
870196-80-8
Molecular Weight:
403.67
MDL number:
MFCD11040288
UNSPSC Code:
12352100
PubChem Substance ID:
329763992
NACRES:
NA.23

Quality Level

100

Assay

97% (HPLC)

form

solid

mp

64-68 °C

storage temp.

−20°C

SMILES string

CCCCCCCCCCCCSC(=S)SC(C)(CCC(O)=O)C#N

InChI

1S/C19H33NO2S3/c1-3-4-5-6-7-8-9-10-11-12-15-24-18(23)25-19(2,16-20)14-13-17(21)22/h3-15H2,1-2H3,(H,21,22)

InChI key

RNTXYZIABJIFKQ-UHFFFAOYSA-N

General description

Need help choosing the correct RAFT Agent? Please consult the RAFT Agent to Monomer compatibility table.

Application

Reversible Addition Fragmentation Chain Transfer (RAFT) Polymerization

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

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
MKCP1511
MKCL9888
MKCL2319
MKCL2318
MKCJ9315

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De-Xiang Zhang et al.
Scientific reports, 9(1), 1367-1367 (2019-02-06)
A new and facile approach to selectively functionalize the internal and external surfaces of porous silicon (pSi) for drug delivery applications is reported. To provide a surface that is suitable for sustained drug release of the hydrophobic cancer chemotherapy drug
Tong Yang et al.
Biomaterials science, 8(20), 5698-5714 (2020-09-16)
The combination therapy of cisplatin (CDDP) and metformin (MET) is a clinical strategy to enhance therapeutic outcomes in lung cancer. However, the efficacy of this combination is limited due to the asynchronous pharmacokinetic behavior of CDDP and MET, used as
Yiyuan Guo et al.
Expert opinion on drug delivery, 17(3), 407-421 (2020-02-06)
Background: Natamycin is the only topical ophthalmic antifungal drug approved by the Food and Drug Administration (FDA) of the United States, but has unsatisfactory factors such as high dosing frequency.Methods: We report the synthesis and preparation of self-assembled poly(ethylene glycol)-block-poly(glycidyl
Katharina Hendrich et al.
Polymers, 12(6) (2020-05-30)
Linear and four-arm star polystyrene samples prepared by RAFT polymerization were grafted to gold surfaces directly via their thiocarbonylthio-end groups. Nanoscale polymer patterns were subsequently formed via constrained dewetting. The patterned polymer films then served as a template for the
RAFT Agent Design and Synthesis
Keddie, D. J.; et al.
Macromolecules, 45, 5321-5342 (2012)
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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.

Evaluation of RAFT Agents

A series of polymerization were carried out using RAFT agents and monomers yielding well-defined polymers with narrow molecular weight distributions. The process allows radical-initiated growing polymer chains to degeneratively transfer reactivity from one to another through the use of key functional groups (dithioesters, trithiocarbonates, xanthates and dithiocarbamates). RAFT agents help to minimize out-of-control growth and prevent unwanted termination events from occurring, effectively controlling polymer properties like molecular weight and polydispersity. RAFT agents are commercially available. RAFT does not use any cytotoxic heavy metal components (unlike ATRP).

Reversible Addition Fragmentation Chain Transfer (RAFT) Polymerization

RAFT (Reversible Addition Fragmentation chain Transfer) polymerization is a reversible deactivation radical polymerization (RDRP) and one of the more versatile methods for providing living characteristics to radical polymerization.

Protein- and Peptide- Polymer Conjugates by RAFT Polymerization

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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Protocols

RAFT Polymerization Procedures

RAFT (Reversible Addition-Fragmentation chain Transfer) is a form of living radical polymerization involving conventional free radical polymerization of a substituted monomer in the presence of a suitable chain transfer (RAFT) reagent.

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Sigma-Aldrich presents an article about RAFT, or Reversible Addition/Fragmentation Chain Transfer, which is a form of living radical polymerization.

Typical Procedures for Polymerizing via RAFT

We presents an article featuring procedures that describe polymerization of methyl methacrylate and vinyl acetate homopolymers and a block copolymer as performed by researchers at CSIRO.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

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