888705-44-0

Usage

Physical State

Colorless liquid

Odor

Ammonia-like

Industrial Applications

Production of pharmaceuticals
Production of pesticides
Production of corrosion inhibitors

Additional Uses

Production of epoxy resins
Curing agent for coatings and adhesives

Potential Uses

Manufacturing of fuel additives
Manufacturing of rubber chemicals
Manufacturing of textile treatment chemicals

Safety Precautions

Corrosive, can cause skin and eye irritation upon contact

Hazardous Nature

Requires careful handling due to its corrosive properties

Upstream product

• 909030-52-0 2-azido-N-(2',6'-diisopropylphenyl)acetamide 
• 24544-04-5 2,6-diisopropylbenzenamine 
• 149053-69-0 2-amino-N-(2,6-diisopropylphenyl)acetamide 
• 20781-86-6 N-(2,6-diisopropylphenyl)-2-chloroacetamide 
• 2576-47-8 2-bromoethylamine hydrobromide 

Downstream Products

• 909030-90-6 N-(2,6-diisopropylphenyl)-N'-(2-methoxynaphth-1-yl)ethylenediamine 

Relevant academic research and scientific papers

Large-Scale Synthesis of a Niche Olefin Metathesis Catalyst Bearing an Unsymmetrical N-Heterocyclic Carbene (NHC) Ligand and its Application in a Green Pharmaceutical Context

A large-scale synthesis of known Ru olefin metathesis catalyst VII featuring an unsymmetrical N-heterocyclic carbene (NHC) ligand with one 2,5-diisopropylphenyl (DIPP) and one thiophenylmethylene N-substituent is reported. The optimised procedure does not require column chromatography in any step and allows for preparation of up to 0.5 kg batches of the catalyst from simple precursors. The application profile of the obtained catalyst was studied in environmentally friendly dimethyl carbonate (DMC). Although VII exhibited low efficiency in cross-metathesis (CM) with electron-deficient partners, good to excellent results were noted for substrates featuring easy to isomerise C?C double bonds. This includes polyfunctional substrates of medicinal chemistry interest, such as analogues of psychoactive 5F-PB-22 and NM-2201 and two PDE5 inhibitors—Sildenafil and Vardenafil. Finally, a larger scale ring-closing metathesis (RCM) of a Vardenafil derivative was conducted in DMC, allowing for straightforward isolation of the expected product (23 g) in high yield and with low Ru contamination level (7.7 ppm).

Synthesis, Structural Characterization and Catalytic Activities of Sulfur-Functionalized NHC–Copper(I) Complexes

The synthesis of a family of N-heterocyclic carbene–copper complexes bearing a sulfur moiety by using different copper(I) halides through convenient procedures is reported. The solid-state structures of the presented copper compounds were elucidated based

METAL-LIGAND COMPLEX, OLEFIN POLYMERIZATION CATALYST DERIVED THEREFROM, AND OLEFIN POLYMERIZATION METHOD UTILIZING THE CATALYST

A metal-ligand complex has formula (I): wherein J, L, M, R1, R2, R3, R4, X, p, q, and r are defined herein. The metal-ligand complex is useful as a catalyst or catalyst precursor for olefin polymerization.

Immobilization of an anthracene-tagged ruthenium complex on a 2,4,7-trinitrofluoren-9-one-grafted silica: Efficiency and recyclability in olefin metathesis reactions

An anthracene group was linked to the N-heterocyclic carbene moiety of a M71-SIPr-type Ru complex. The tagged complex thus obtained was immobilized by charge-transfer interactions to a 2,4,7-trinitrofluoren-9-one-grafted passivated silica. The immobilized complex proved to be an efficient olefin metathesis catalyst and was reused five times in a multisubstrate olefin metathesis procedure.

Metathesis Catalysts and Processes for Use Thereof

This invention relates to a metathesis catalyst compound comprising an asymmetrically substituted N-heterocyclic carbene (NHC) metathesis catalyst and a process to make linear alpha-olefins comprising contacting a feed material and an optional alkene (such as ethylene) with said catalyst, where the feed material is a triacylglyceride, fatty acid, fatty acid alkyl ester, and/or fatty acid ester, typically derived from biodiesel.

Modular trimethylene-linked bisimidazol(in)ium salts

A short and modular synthesis of symmetrically and non-symmetrically substituted bisimidazolinylene N-heterocyclic carbene precursors is described. Two methods to establish dicopper(I) complexes of these compounds depending on the steric shielding of the

Steric variations between the synthesis of a stable chiral C 2-symmetric diimidazolidinylidene and an electron-rich tetraazafulvalene

C2-Symmetric electron-rich olefin dimers and imidazolidinylidene ligands with a 2,2-dimethyl-1,3-dioxolane backbone were synthesised and characterised. The steric protection of the carbene dictates which product is obtained. Georg Thieme Verlag

Modular synthesis of heterocyclic carbene precursors

A series of N-heterocyclic carbene precursors, containing an imidazoline or tetrahydropyrimidine framework, were prepared from ω-chloroalkanoyl chlorides. The sequential attachment of nitrogen nucleophiles and subsequent ring closure gave, depending on the reagents used, either the desired dihydroimidazolium and tetrahydropyrimidinium salts or their parent heterocycles. In this latter case, the second substituent was introduced in an alkylation step. The preparation of carbene precursors bearing chiral or bulky substituents was achieved with comparable efficiency.