undec-10-en-1-yl 2-bromo-2-methylpropanoate

• ChemBase ID: 143207
• Molecular Formular: C15H27BrO2
• Molecular Mass: 319.27768
• Monoisotopic Mass: 318.1194421
• SMILES: CC(C)(C(=O)OCCCCCCCCCC=C)Br
• Canonical SMILES: C=CCCCCCCCCCOC(=O)C(Br)(C)C
• InChI: InChI=1S/C15H27BrO2/c1-4-5-6-7-8-9-10-11-12-13-18-14(17)15(2,3)16/h4H,1,5-13H2,2-3H3
• InChIKey: RHLOSBPISIVGMQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: undec-10-en-1-yl 2-bromo-2-methylpropanoate
• IUPAC Traditional name: undec-10-en-1-yl 2-bromo-2-methylpropanoate
• Synonyms: Allyl-type (long chain) initiator; 10-Undecenyl 2-bromoisobutyrate; 烯丙基型（长链）引发剂; 2-溴代异丁酸-10-十一碳烯基酯

Database IDs

• CAS Number: 255727-66-3
• MDL Number: MFCD16621496
• PubChem SID: 162237428
• PubChem CID: 23113089

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 5.778809
• LogD (pH = 7.4): 5.778809
• Log P: 5.778809
• Molar Refractivity: 80.4814 cm^3
• Polarizability: 31.5104 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Flash Point: >110 °C; >230 °F
• Density: 1.080 g/mL at 25 °C
• Refractive Index: n20/D 1.450

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26-36/39
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338

Product Information

• Purity: >95%
• Empirical Formula (Hill Notation): C15H27BrO2

DETAILS

Sigma Aldrich - 723215

Application
Atom Transfer Radical Polymerization (ATRP) initiator that reacts with surfaces containing S-H bonds.1,2,3 Precursor of various silane-containing polymers and initiators. Hydrosilation with Cl3SiH yields an initiator that reacts with glass surfaces.
Packaging
1, 5 g in glass bottle
Protocols & Applications
ATRP for Everyone: Ligands and Initiators for the Clean Synthesis of Functional Polymers
ATRP: Complete Tools for the Synthesis of Well-Defined Functionalized Polymers