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723010

Sigma-Aldrich

2-(Dodecylthiocarbonothioylthio)-2-methylpropionic acid

98% (HPLC)

Synonym(s):

2-(Dodecylthiocarbonothioylthio)-2-methylpropanoic acid, S-Dodecyl-S′-(α,α′-dimethyl-α′′-acetic acid)trithiocarbonate, DDMAT

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About This Item

Empirical Formula (Hill Notation):
C17H32O2S3
CAS Number:
461642-78-4
Molecular Weight:
364.63
MDL number:
MFCD10698871
UNSPSC Code:
12352100
PubChem Substance ID:
329763968
NACRES:
NA.23

Assay

98% (HPLC)

form

powder

mp

57-63 °C

storage temp.

2-8°C

SMILES string

CCCCCCCCCCCCSC(=S)SC(C)(C)C(O)=O

InChI

1S/C17H32O2S3/c1-4-5-6-7-8-9-10-11-12-13-14-21-16(20)22-17(2,3)15(18)19/h4-14H2,1-3H3,(H,18,19)

InChI key

DZFGVGDQHQHOKZ-UHFFFAOYSA-N

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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
RAFT agent for controlled radical polymerization; especially suited for the polymerization of styrene, acrylate and acrylamide monomers. Chain Transfer Agent (CTA)

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

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Jun Akimoto et al.
ACS omega, 4(15), 16344-16351 (2019-10-17)
A thermoresponsive ABA triblock copolymer bearing an aldehyde group on the thermoresponsive A segments was synthesized. The polymer formed a micellar assembly due to the hydrophobic interactions of the thermoresponsive segment above the lower critical solution temperature (LCST). In contrast
Wenyan Wang et al.
Carbohydrate polymers, 207, 239-245 (2019-01-03)
This study reports on eco-friendly graft polymerization approach for the modification of a cellulosic material via combination between enzymatic catalysis and reversible addition-fragmentation chain transfer polymerization (RAFT). Polyacrylamide (PAM) was polymerized on a cellulosic filter paper via horseradish peroxidase (HRP)-initiated
Chloé Grazon et al.
Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 18(5), 1156-1165 (2019-02-26)
A new ratiometric fluorescent pH nanosensor is presented. It is based on ultrabright nanoparticles containing two spatially separated fluorophores: BODIPY covalently linked to the polystyrene core and fluorescein grafted to the nanoparticle shell. The nanoparticles comprise a large number (≥2500)
Haichao Duan et al.
Nanoscale, 10(26), 12487-12496 (2018-06-22)
Well-dispersed ultrafine palladium nanoparticles supported by reduced graphene oxide functionalized with catechol-terminated thermo-responsive block copolymer (PdNPs@BPrGO) were successfully constructed for highly efficient heterogeneous catalytic reduction. We first synthesized a novel temperature-responsive episulfide-containing double-hydrophilic diblock copolymer, poly(poly(ethylene glycol) methyl ether methacrylate-co-2,3-epithiopropyl
Barbara L Ekerdt et al.
Advanced healthcare materials, 7(12), e1800225-e1800225 (2018-05-03)
Human pluripotent stem cells (hPSCs) offer considerable potential for biomedical applications including drug screening and cell replacement therapies. Clinical translation of hPSCs requires large quantities of high quality cells, so scalable methods for cell culture are needed. However, current methods
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Articles

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.

Functional Biomaterials Synthesized by Double-Head Polymerization Agents

Over the past two decades, the rapid advance of controlled living polymerization (CLP) techniques.

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.

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.

Concepts and Tools for RAFT Polymerization

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 ATRP

Sigma-Aldrich presents an article about the typical procedures for polymerizing via ATRP, which demonstrates that in the following two procedures describe two ATRP polymerization reactions as performed by Prof. Dave Hadddleton′s research group at the University of Warwick.

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