69849-08-7

Basic information

• Product Name: 2-(2-chlorophenyl)-2-Methylpropanenitrile
• Synonyms: 2-(2-chlorophenyl)-2-Methylpropanenitrile;Benzeneacetonitrile, 2-chloro-α,α-dimethyl-
• CAS NO: 69849-08-7
• Molecular Formula: C₁₀H₁₀ClN
• Molecular Weight: 179.6461
• Mol File: 69849-08-7.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(2-chlorophenyl)-2-Methylpropanenitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-chlorophenyl)-2-Methylpropanenitrile(69849-08-7)
• EPA Substance Registry System: 2-(2-chlorophenyl)-2-Methylpropanenitrile(69849-08-7)

Safety Data

• Hazardous Substances Data: 69849-08-7(Hazardous Substances Data)

Usage

Type of compound

Nitrile

Contains

Chlorophenyl group, methylpropane group

Usage

Intermediate in the synthesis of pharmaceuticals and agrochemicals, potential use as a building block in organic synthesis

Toxicity

Toxic and harmful if swallowed or inhaled

Upstream product

• 78-82-0 Isobutyronitrile 
• 348-51-6 1-chloro-2-fluorobenzene 
• 33872-80-9 o-tolyl magnesium chloride 
• 2856-63-5 2-Chlorophenylacetonitrile 
• 74-88-4 methyl iodide 
• 74-83-9 methyl bromide 

Downstream Products

• 918348-67-1 2-(2-(1-(2-chlorophenyl)-1-methylethyl)-1-(3'-(methylsulfonyl)-4-biphenylyl)-1H-imidazol-4-yl)-2-propanol 
• 484001-13-0 C₁₃H₁₃⁽²⁾H₆ClO 
• 484001-12-9 2-(2-Chlorophenyl)-2,4-dimethylpentan-3-ol 
• 484001-11-8 2-(2-Chlorophenyl)-2-methylpropanal 
• 103753-46-4 2-chloro-α,α-dimethylbenzenemethanamide 
• 50481-48-6 2-chloro-α,α-dimethylbenzenemethanamine 

Relevant articles and documents

Discovery of Highly Potent Liver X Receptor β Agonists

Introducing a uniquely substituted phenyl sulfone into a series of biphenyl imidazole liver X receptor (LXR) agonists afforded a dramatic potency improvement for induction of ATP binding cassette transporters, ABCA1 and ABCG1, in human whole blood. The ag

Intramolecular palladium-catalyzed alkane C-H arylation from aryl chlorides

The first examples of efficient and general palladium-catalyzed intramolecular C(sp3)-H arylation of (hetero)aryl chlorides, giving rise to a variety of valuable cyclobutarenes, indanes, indolines, dihydrobenzofurans, and indanones, are described. The use of aryl and heteroaryl chlorides significantly improves the scope of C(sp3)-H arylation by facilitating the preparation of reaction substrates. Careful optimization studies have shown that the palladium ligand and the base/solvent combination are crucial to obtaining the desired class of product in high yields. Overall, three sets of reaction conditions employing PtBu3, PCyp3, or PCy3 as the palladium ligand and K 2CO3/DMF or Cs2CO3/pivalic acid/mesitylene as the base/solvent combination allowed five different classes of products to be accessed using this methodology. In total, more than 40 examples of C-H arylation have been performed successfully. When several types of C(sp3)-H bond were present in the substrate, the arylation was found to occur regioselectively at primary C-H bonds vs secondary or tertiary positions. In addition, in the presence of several primary C-H bonds, selectivity trends correlate with the size of the palladacyclic intermediate, with five-membered rings being favored over six- and seven-membered rings. Regio- and diastereoselectivity issues were studied computationally in the prototypal case of indane formation. DFT(B3PW91) calculations demonstrated that C-H activation is the rate-determining step and that the creation of a C-H agostic interaction, increasing the acidity of a geminal C-H bond, is a critical factor for the regiochemistry control.

Process for preparing 3,3-disubstituted oxindoles and thio-oxindoles

Methods for preparing oxindole and thio-oxindole compounds are provided, which compounds are useful as precursors to useful pharmaceutical compounds. Specifically provided are methods for preparing 5-pyrrole-3,3-oxindole compounds and 5-(7-fluoro-3,3-dimethyl-2-oxo-2,3-dihydro-1H-indol-5-yl)-1-methyl-1H-pyrrole-2-carbonitrile. Also provided are methods for preparing iminobenzo[b]thiophene and benzo[b]thiophenone compounds.