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763071

Sigma-Aldrich

3,5-Bis(2-dodecylthiocarbonothioylthio-1-oxopropoxy)benzoic acid

98% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C39H62O6S6
Molecular Weight:
819.30
MDL number:
MFCD22666443
UNSPSC Code:
12352100
PubChem Substance ID:
329767026
NACRES:
NA.23

Assay

98% (HPLC)

form

powder or crystals

mp

60-65 °C

storage temp.

2-8°C

SMILES string

CCCCCCCCCCCCSC(=S)SC(C)C(=O)Oc1cc(OC(=O)C(C)SC(=S)SCCCCCCCCCCCC)cc(c1)C(O)=O

InChI

1S/C39H62O6S6/c1-5-7-9-11-13-15-17-19-21-23-25-48-38(46)50-30(3)36(42)44-33-27-32(35(40)41)28-34(29-33)45-37(43)31(4)51-39(47)49-26-24-22-20-18-16-14-12-10-8-6-2/h27-31H,5-26H2,1-4H3,(H,40,41)

InChI key

GOLRGLNMILBFFI-UHFFFAOYSA-N

General description

Need help choosing the correct RAFT Agent? Please consult the RAFT Agent to Monomer compatibility table.
Reversible addition-fragmentation chain transfer (RAFT) polymerization is used to produce narrow polydispersity polymers of complex architecture. 3,5-Bis(2-dodecylthiocarbonothioylthio-1-oxopropoxy)benzoic acid is a carboxylic acid functionalised trithiocarbonate RAFT agent. It is used to form well-defined block copolymers. They have good control of polymerisation for a wide range of vinyl monomers.

Application

Used in the synthesis of macro-Chain Transfer Agent (CTA) which are used in the RAFT polymerisation of vinylic monomers like styrene, acrylate and acrylamide.

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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Block copolymers of poly (2-oxazoline) s and poly (meth) acrylates: a crossover between cationic ring-opening polymerization (CROP) and reversible addition-fragmentation chain transfer (RAFT).
Krieg, A., Weber, C., Hoogenboom, R., Becer, C. R., & Schubert, U. S.
ACS Macro Letters, 1(6), 776-779 (2012)
Thiocarbonylthio compounds (SC (Z) SR) in free radical polymerization with reversible addition-fragmentation chain transfer (RAFT polymerization).
Chiefari, J., Mayadunne, R. T., Moad, C. L., Moad, G., Rizzardo, E., Postma, A., & Thang, S. H.
Macromolecules, 36(7), 2273-2283 (2003)
One-step synthesis of block copolymers using a hydroxyl-functionalized trithiocarbonate RAFT agent as a dual initiator for RAFT polymerization and ROP
Kang, H. U., Yu, Y. C., Shin, S. J., & Youk, J. H.
Journal of Polymer Science Part A: Polymer Chemistry, 51(4), 774-779 (2013)
Massimo Benaglia et al.
Journal of the American Chemical Society, 131(20), 6914-6915 (2009-05-01)
The polymerization of most monomers that are polymerizable by radical polymerization can be controlled by the reversible addition-fragmentation chain transfer (RAFT) process. However, it is usually required that the RAFT agent be selected according to the types of monomer being

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