303040-80-4

Basic information

• Product Name: Propanoic acid, 3-[[[(phenylmethyl)thio]thioxomethyl]thio]-, 2,2-bis[[1-oxo-3-[[[(phenylmethyl)thio]thioxomethyl]thio]propoxy]methyl]- 1,3-propanediyl ester
• CAS NO: 303040-80-4
• Molecular Formula: C49H52O8S12
• Molecular Weight: 1153.74
• Mol File: 303040-80-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Propanoic acid, 3-[[[(phenylmethyl)thio]thioxomethyl]thio]-, 2,2-bis[[1-oxo-3-[[[(phenylmethyl)thio]thioxomethyl]thio]propoxy]methyl]- 1,3-propanediyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Propanoic acid, 3-[[[(phenylmethyl)thio]thioxomethyl]thio]-, 2,2-bis[[1-oxo-3-[[[(phenylmethyl)thio]thioxomethyl]thio]propoxy]methyl]- 1,3-propanediyl ester(303040-80-4)
• EPA Substance Registry System: Propanoic acid, 3-[[[(phenylmethyl)thio]thioxomethyl]thio]-, 2,2-bis[[1-oxo-3-[[[(phenylmethyl)thio]thioxomethyl]thio]propoxy]methyl]- 1,3-propanediyl ester(303040-80-4)

Safety Data

• Hazardous Substances Data: 303040-80-4(Hazardous Substances Data)

Upstream product

• 75-15-0 carbon disulfide 
• 7575-23-7 pentaerythritol tetrakis(3-mercaptopropionate) 
• 100-39-0 benzyl bromide 

Relevant articles and documents

Multiarm organic compounds for use as reversible chain-transfer agents in living radical polymerizations

Generic approaches to the synthesis of multi-thiocarbonyl thio compounds are described. A multi-hydroxy core was condensed with either α-bromophenyl acetic acid or 2-mercaptopropanoic acid in the presence of p-toluenesulfonic acid catalyst to afford the corresponding esters in quantitative yield. Treatment of the bromo esters with sodium methyl trithiocarbonate or the thiols with carbon disulfide, benzyl bromide and triethylamine then affords two series of trithiocarbonates. The process is exemplified by application to mono, di- or tri-pentaerythritol. These multi-thiocarbonyl thio compounds have application as chain-transfer agents in reversible addition fragmentation chain-transfer (RAFT) polymerization as precursors to star polymers.

Living free radical polymerization with reversible addition-fragmentation chain transfer (RAFT polymerization): Approaches to star polymers

The synthesis of multiarm star polymers by radical polymerization with reversible addition-fragmentation chain transfer (RAFT) is described. When the precursor RAFT agents to star polymers are trithiocarbonate derived, fragmentation of the radical intermediate can lead to different products depending on the leaving abilities of the two groups attached to sulfur. To demonstrate this, two types of RAFT agents, ones that allow growth of arms away from the core and the other attached to the core during propagation, were designed, and an example of each was synthesized. While both star RAFT agents gave excellent molecular weight control and low polydispersities (typically a different monomer to afford a star block copolymer. The RAFT agents described are easily synthesized from commercially available reagents by a simple experimental procedure.