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733350

Sigma-Aldrich

Bis[2-(2-bromoisobutyryloxy)undecyl] disulfide

97%

Synonym(s):

11,11′-Dithiobis[1-(2-bromo-2-methylpropionyloxy)undecane], DTBU

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About This Item

Empirical Formula (Hill Notation):
C30H56Br2O4S2
CAS Number:
402828-41-5
Molecular Weight:
704.70
UNSPSC Code:
12162002
PubChem Substance ID:
329764807
NACRES:
NA.23

Quality Level

100

Assay

97%

form

solid

solubility

1.500 at 20 °C

density

1.177 g/mL at 25 °C

SMILES string

CC(C)(Br)C(=O)OCCCCCCCCCCCSSCCCCCCCCCCCOC(=O)C(C)(C)Br

InChI

1S/C30H56Br2O4S2/c1-29(2,31)27(33)35-23-19-15-11-7-5-9-13-17-21-25-37-38-26-22-18-14-10-6-8-12-16-20-24-36-28(34)30(3,4)32/h5-26H2,1-4H3

InChI key

IEGYEGYUHSQEAZ-UHFFFAOYSA-N

Application

Atom transfer Radical Polymerisation (ATRP) initiator commonly used to functionalize noble metal surfaces, and in the preparation of polymer brushes and biodegradable hydrogels. Also may be used to introduce a temperature and light sensitive cleavable region into the polymer.

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKBZ4487V
MKBF5094V
MKBF5094

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Shuai Zhao et al.
Proceedings of the National Academy of Sciences of the United States of America, 114(35), E7245-E7254 (2017-08-16)
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Rui Yatabe et al.
Sensors (Basel, Switzerland), 13(7), 9294-9304 (2013-07-24)
In this study, we modified a surface plasmon resonance immunosensor chip with a polymer using surface-initiated atom transfer polymerization (SI-ATRP) for the highly sensitive detection of 2,4,6-trinitrotoluene (TNT). To immobilize a TNT analogue on the polymer, mono-2-(methacryloyloxy)ethylsuccinate (MES), which has

Articles

ATRP Ligands and Initiators for the Clean Synthesis of Functional Polymers

Atom transfer radical polymerization (ATRP) has emerged as one of the most successful synthetic techniques for the preparation of polymers with predetermined molecular weights, narrow molecular weight distributions, and high degrees of chain end functionalities.

ATRP: Complete Tools for the Synthesis of Well-Defined Functionalized Polymers

ATRP polymerization, chain transfer agent, living polymerization, functional telechelic polymers

ATRP: Complete Tools for the Synthesis of Well-Defined, Functionalized Polymers

Find how atom transfer radical polymerization (ATRP) tools can be used for the synthesis of well-defined functionalized polymers.

Copper(I)-mediated Living Radical Polymerization in the Presence of Pyridylmethanimine Ligands

We presents an article about Copper(I)-mediated Living Radical Polymerization in the Presence of Pyridylmethanimine Ligands, and the emergence of living radical polymerization mediated by transition metal catalysts in 1995, which was a seminal piece of work in the field of synthetic polymer chemistry.

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Protocols

Typical Procedures for Polymerizing via ATRP

Sigma-Aldrich presents an article about the typical procedures for polymerizing via ATRP, which demonstrates that in the following two procedures describe two ATRP polymerization reactions as performed by Prof. Dave Hadddleton′s research group at the University of Warwick.

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