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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

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

Certificates of Analysis (COA)

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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
Shuai Zhao et al.
Proceedings of the National Academy of Sciences of the United States of America, 114(35), E7245-E7254 (2017-08-16)
Chemical modifications on histones and DNA/RNA constitute a fundamental mechanism for epigenetic regulation. These modifications often function as docking marks to recruit or stabilize cognate "reader" proteins. So far, a platform for quantitative and high-throughput profiling of the epigenetic interactome

Articles

ATRP Ligands & Initiators: Clean Functional Polymers

ATRP is a successful method for precise polymer synthesis with controlled molecular weights and high chain end functionalities.

Protocols

Polymerizing via ATRP

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

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