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Merck
CN

760110

4-Cyano-4-[(dodecylsulfanylthiocarbonyl)sulfanyl]pentanol

Synonym(s):

Dodecyl Thiol Cyano Thiol

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About This Item

Empirical Formula (Hill Notation):
C19H35NOS3
Molecular Weight:
389.68
NACRES:
NA.23
PubChem Substance ID:
329766838
UNSPSC Code:
12162002
MDL number:
MFCD22417215

Key Documents

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InChI

1S/C19H35NOS3/c1-3-4-5-6-7-8-9-10-11-12-16-23-18(22)24-19(2,17-20)14-13-15-21/h21H,3-16H2,1-2H3

SMILES string

CCCCCCCCCCCCSC(=S)SC(C)(CCCO)C#N

InChI key

SAFBIHFUHZPVOZ-UHFFFAOYSA-N

assay

≥96.5% (HPLC)

form

solid or liquid (Powder or Solid or Crystals or Chunk(s) or Semi-solid or Liquid)

storage temp.

2-8°C

Quality Level

100

Related Categories

Application

Initiator for RAFT and ring opening polymerisation of block copolymers derived from vinyl monomers of styrene, metacryalte, acrylamide and cyclic monomers.

Features and Benefits

Good hydrolytic stability, suitable for a wide range of monomers and reaction conditions.

General description

Reversible addition-fragmentation chain transfer (RAFT) polymerisation is used to produce narrow polydispersity polymers of complex architecture. 4-Cyano-4-[(dodecylsulfanylthiocarbonyl)sulfanyl]pentanol is an hydroxyl functionalised trithiocarbonate RAFT agent.It is used as a dual initiator for RAFT and ring opening polymerisation to form well-defined block copolymers. They have good control of polymerisation for a wide range of vinyl monomers.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

No data available

flash_point_c

No data available

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT7968
MKCQ3678
MKCK9881
MKCF4022
MKBW0041V

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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)
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)
RAFT Agent Design and Synthesis
Keddie, D. J.; et al.
Macromolecules, 45, 5321-5342 (2012)
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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Micro Review of RAFT Polymerization

Micro review of reversible addition/fragmentation chain transfer (RAFT) polymerization.

Protocols

Concepts and Tools for RAFT Polymerization

We present an article about RAFT, or Reversible Addition/Fragmentation Chain Transfer, which is a form of living radical polymerization.

Polymerizing via ATRP

Polymerization via ATRP procedures demonstrated by Prof. Dave Haddleton's research group at the University of Warwick.

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.

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