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746304

Sigma-Aldrich

S,S-Dibenzyl trithiocarbonate

97%

Synonym(s):

Carbonic acid, trithio-, dibenzyl ester, Carbonotrithioic acid bis(phenylmethyl) ester, DBTTC, Dibenzyl carbonotrithioate, NSC 33081

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About This Item

Empirical Formula (Hill Notation):
C15H14S3
CAS Number:
26504-29-0
Molecular Weight:
290.47
MDL number:
MFCD12911902
UNSPSC Code:
12352100
PubChem Substance ID:
329765756
NACRES:
NA.23
Pricing and availability is not currently available.

Quality Level

100

Assay

97%

form

solid

mp

29-33 °C

storage temp.

2-8°C

SMILES string

S=C(SCC1=CC=CC=C1)SCC2=CC=CC=C2

InChI

1S/C15H14S3/c16-15(17-11-13-7-3-1-4-8-13)18-12-14-9-5-2-6-10-14/h1-10H,11-12H2

InChI key

LAKYXBYUROTWBI-UHFFFAOYSA-N

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Application

Trithiocarbonate-based RAFT agent used as a bifunctional Chain Transfer Agent (CTA) in RAFT polymerization of block copolymers for drug delivery. Provides good control of polymerization of vinyl monomers, including styrene, methacrylate, and acrylamide.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H317,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCP0116
MKCF1819
MKCF0943
MKBX6984V
MKBP9366

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Synthesis of stimuli-sensitive copolymers by RAFT polymerization: potential candidates as drug delivery systems
Tebaldi, M. L., Leal, D. A., Montoro, S. R., & Petzhold, C.
Journal of Materials Research (2014)
Rida Tajau et al.
Scientific reports, 10(1), 21704-21704 (2020-12-12)
Polymeric nanoparticles (NPs) are commonly used as nanocarriers for drug delivery, whereby their sizes can be altered for a more efficient delivery of therapeutic active agents with better efficacy. In this work, cross-linked copolymers acted as core-shell NPs from acrylated
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)
W Rusli et al.
Journal of colloid and interface science, 587, 393-401 (2020-12-29)
In preparing polymer capsules by vesicle templated emulsion polymerization, the initial size and morphology of the biomimetic vesicle template dictate the final size and morphology of the capsules. The presence of salts (NaCl, NaBr and LiCl) influences the size, dispersity
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