95091-93-3

Basic information

• Product Name: 1-(3-BROMOPROPYL)-2,2,5,5-TETRAMETHYL-1-AZA-2,5-DISILACYCLOPENTANE
• Synonyms: 1-(3-BROMOPROPYL)-2,2,5,5-TETRAMETHYL-1-AZA-2,5-DISILACYCLOPENTANE;1-(3-Bromoprop-1-yl)-2,2,5,5-tetramethyl-1,2,5-azadisilolidine;1-Aza-1-(3-bromoprop-1-yl)-2,5-disila-2,2,5,5-tetramethylcyclopentane;1-(3-Bromopropyl)-2,2,5,5-tetramethyl-1-aza-2,5-disilacyclopentane 97%;1-(3-bromopropyl)-2,2,5,5-tetramethyl-1,2,5-azadisilolidine
• CAS NO: 95091-93-3
• Molecular Formula: C9H22BrNSi2
• Molecular Weight: 280.35
• Product Categories: Halogenated Heterocycles;Heterocyclic Building Blocks;N-ContainingHeterocyclic Building Blocks;Others;Building Blocks;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks;N-Containing
• Mol File: 95091-93-3.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 80 °C/0.5 mmHg(lit.)
• Flash Point: 35 °C
• Appearance: /
• Density: 1.126 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0171mmHg at 25°C
• Refractive Index: n20/D 1.484(lit.)
• PKA: 13.41±0.20(Predicted)
• CAS DataBase Reference: 1-(3-BROMOPROPYL)-2,2,5,5-TETRAMETHYL-1-AZA-2,5-DISILACYCLOPENTANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3-BROMOPROPYL)-2,2,5,5-TETRAMETHYL-1-AZA-2,5-DISILACYCLOPENTANE(95091-93-3)
• EPA Substance Registry System: 1-(3-BROMOPROPYL)-2,2,5,5-TETRAMETHYL-1-AZA-2,5-DISILACYCLOPENTANE(95091-93-3)

Safety Data

• Statements: 10
• Safety Statements: 16
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 95091-93-3(Hazardous Substances Data)

Usage

Description

1-(3-BROMOPROPYL)-2,2,5,5-TETRAMETHYL-1-AZA-2,5-DISILACYCLOPENTANE is a chemical compound that serves as an intermediate in the synthesis of various materials, particularly in the production of block copolymers.

Uses

Used in Polymer Synthesis:
1-(3-BROMOPROPYL)-2,2,5,5-TETRAMETHYL-1-AZA-2,5-DISILACYCLOPENTANE is used as a monomer or building block for the synthesis of PFS-b-PZLys block copolymers, where PFS stands for Polyferrocenylsilane and PZLys represents Poly(epsilon-benzyloxycarbonyl-L-lysine). 1-(3-BROMOPROPYL)-2,2,5,5-TETRAMETHYL-1-AZA-2,5-DISILACYCLOPENTANE plays a crucial role in the development of new materials with unique properties and potential applications in various industries.

InChI:InChI=1/C9H22BrNSi2/c1-12(2)8-9-13(3,4)11(12)7-5-6-10/h5-9H2,1-4H3

Upstream product

• 13528-93-3 1,2-bis-(chlorodimethylsilyl)ethane 
• 5003-71-4 3-bromopropylamine hydrochloride 

Downstream Products

• 700-91-4 2-phenyl-1-pyrroline 
• 22217-77-2 5-(p-tolyl)-3,4-dihydro-2H-pyrrole 

Relevant articles and documents

Allene C(sp2)-H Activation and Alkenylation Catalyzed by Palladium

The selective transition-metal-mediated activation of C(sp2)-H bonds of allenes is a formidable challenge because of the competitive, intrinsic reactivity of cumulated double bonds. Herein, we report a Pd-catalyzed C-H alkenylation of electronically unbiased allenes, affording penta-1,2,4-triene products in up to 94% yield. A picolinamide directing group enables the formation of putative allenyl-palladacycles, which subsequently participate in a turnover-limiting Heck-type reaction with electron-deficient alkene coupling partners. This mechanistic proposal is consistent with experimental and computational investigations. Additionally, we report for the first time the use of picolinamide N,O-acetals as readily removable auxiliaries for C-H activation reactions, allowing the efficient alkenylation of allenyl carbinol derivatives. Successful removal of the directing groups without affecting the reactive penta-1,2,4-triene substructure of the products is demonstrated.