201611-77-0

Basic information

• Product Name: 2-Phenyl-2-propyl benzodithioate
• Synonyms: 2-Phenyl-2-propyl benzodithioate;2-Phenyl-2-propylbenzodithiolate, Min. 97%;2-Phenyl-2-propyl benzodithioate 99% (HPLC);2-Phenyl-2-propylbenzodithiolate;Benzenecarbodithioic acid, 1-methyl-1-phenylethyl ester;2-Phenylpropan-2-yl benzodithioate;2-phenylpropan-2-yl benzenecarbodithioate
• CAS NO: 201611-77-0
• Molecular Formula: C₁₆H₁₆S₂
• Molecular Weight: 272.42824
• Mol File: 201611-77-0.mol
• Article Data: 8

Chemical Properties

• Melting Point: 38 °C
• Boiling Point: 386.6±35.0 °C(Predicted)
• Flash Point: 104℃
• Appearance: dark red-purple/liquid
• Density: 1.125 g/mL at 25 °C
• Storage Temp.: 2-8°C(protect from light)
• Sensitive: light sensitive, store cold
• CAS DataBase Reference: 2-Phenyl-2-propyl benzodithioate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Phenyl-2-propyl benzodithioate(201611-77-0)
• EPA Substance Registry System: 2-Phenyl-2-propyl benzodithioate(201611-77-0)

Safety Data

• Hazard Codes: Xn,N
• Statements: 22-50/53
• Safety Statements: 60-61
• RIDADR: UN 3077 9 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 201611-77-0(Hazardous Substances Data)

Usage

Uses

RAFT agent for controlled radical polymerization; especially suited for the polymerization of methacrylates/methacrylamides, and to a lesser extent acrylates/acrylamides and styrenes; Chain Transfer Agent (CTA)

Application

2-Phenyl-2-propylbenzodithioate is an important organic intermediate to synthetize reversible addition fragmentation chain transfer (RAFT) polymers. RAFT polymerization has along with other equally important living free radical techniques revolutionized free radical polymerization, as it allows for the generation of complex macromolecular architectures such as comb, star, and block copolymers with narrow polydispersities. RAFT polymerization is increasingly finding applications for generating novel structures and materials in bioengineering and nanotechnology applications.

General Description

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

Upstream product

• 121-68-6 dithiobenzoic acid 
• 98-83-9 isopropenylbenzene 
• 3682-36-8 dithiobenzoic acid sodium salt 
• 934-53-2 cumenyl chloride 
• 75-15-0 carbon disulfide 
• 100-58-3 phenylmagnesium bromide 
• 7440-32-6 titanium 
• 108-86-1 bromobenzene 

Downstream Products

• 201611-85-0 2-cyanoprop-2-yl dithiobenzoate 
• 98-83-9 isopropenylbenzene 
• 7429-01-8 Phenyl-dimethyl-carbinyl-thiolbenzoat 

Relevant articles and documents

Facile synthesis of thiol-terminated poly(styrene-ran-vinyl phenol) (PSVPh) copolymers via reversible addition-fragmentation chain transfer (RAFT) polymerization and their use in the synthesis of gold nanoparticles with controllable hydrophilicity

A facile approach to prepare thiol-terminated poly(styrene-ran-vinyl phenol) (PSVPh) copolymers and PSVPh-coated gold nanoparticles is reported with the goal of creating stabilizing ligands for nanoparticles with controlled hydrophilicity. Dithioester-ter

Carbohydrate-based amphiphilic diblock copolymers with pyridine for the sensitive detection of protein binding

Glycopolymers are useful macromolecules for presenting carbohydrates in multivalent form. Here, amphiphilic block copolymers consisting of hydrophilic lactose and hydrophobic pyridine were synthesized via reversible addition-fragmentation chain transfer polymerization (RAFT). RAFT polymerization of 2-O-methacryloyloxyethyl-(-D-lactoseheptaacetate) (2-O-MALac) was performed using cumyl dithiobenzoate (CDB) as the chain transfer agent to give well-defined glycopolymers. The livingness of the process was further demonstrated by successfully chain-extending one of obtained glycopolymers with 4-pyridyl methyl methacrylate affording narrow dispersed diblocks. With the obtained block copolymers, a glycosurface was generated on the gold surface of quartz crystal microbalance (QCM) through self-assembled strategy by the use of gold affinitive pyridine functional group. Furthermore, the resulting glycosurface was used to detect the binding of lactose specific lectin, ricinus communis agglutinin (RCA120) without non-specific protein adsorption.

Synthesis and characterization of well-defined optically active methacrylic diblock copolymers

A new, simple, and cost-effective approach toward the development of well-defined optically active diblock copolymers based on methacrylate monomers is described for the first time. Starting from the low-cost optically active (S)-(-)-2-methyl-1-butanol, a new optically active methacrylic monomer, namely, (S)-(+)-2-methyl-1-butyl methacrylate [(S)-(+)-MBuMA], was synthesized. Reversible addition fragmentation chain transfer polymerization was then used for preparing well-defined poly[(S)-(+)-MBuMA] homopolymers and water-soluble diblock copolymers based on [(S)-(+)-MBuMA] and the hydrophilic and ionizable monomer 2-(dimethyl amino)ethyl methacrylate (DMAEMA). The respective homopolymers and diblock copolymers were characterized in terms of their molecular weights, polydispersity indices, and compositions by size exclusion chromatography and 1H NMR spectroscopy. Polarimetry measurements were used to determine the specific optical rotations of these systems. The structural and compositional characteristics of micellar nanostructures possessing an optically active core generated by p((S)-(+)-MBuMA)-b-p(DMAEMA) chains characterized by predetermined molecular characteristics may be easily tuned to match biological constructs. Consequently, the aggregation behavior of the p[(S)-(+)-MBuMA]-b-p[DMAEMA] diblock copolymers was investigated in aqueous media by means of dynamic light scattering and atomic force microscopy, which revealed the formation of micelles in neutral and acidified aqueous solutions.