79606-45-4

Basic information

• Product Name: 4-Chloro-N,N-diisopropylbenzamide
• Synonyms: 4-Chloro-N,N-diisopropylbenzamide;NSC 48107;OR59402 (NSC48107);NSC 4810
• CAS NO: 79606-45-4
• Molecular Formula: C₁₃H₁₈ClNO
• Molecular Weight: 239.75
• Product Categories: blocks;Carboxes
• Mol File: 79606-45-4.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 347.7°C at 760 mmHg
• Flash Point: 164.1°C
• Appearance: /
• Density: 1.072g/cm³
• Vapor Pressure: 5.28E-05mmHg at 25°C
• Refractive Index: 1.52
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-Chloro-N,N-diisopropylbenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chloro-N,N-diisopropylbenzamide(79606-45-4)
• EPA Substance Registry System: 4-Chloro-N,N-diisopropylbenzamide(79606-45-4)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 79606-45-4(Hazardous Substances Data)

Usage

General Description

4-Chloro-N,N-diisopropylbenzamide is a chemical compound with the chemical formula C15H21ClNO. It is a white solid with a molecular weight of 269.78 g/mol. 4-Chloro-N,N-diisopropylbenzamide is also known as 4-Chloro-2,6-diisopropylacetanilide, and is commonly used as an intermediate in the synthesis of pharmaceutical compounds. It is a derivative of benzamide and contains a chlorine atom attached to the benzene ring. 4-Chloro-N,N-diisopropylbenzamide is known for its wide range of applications in the pharmaceutical and agrochemical industries as a building block for the synthesis of various organic compounds. It should be handled with care as it may cause irritation to the skin, eyes, and respiratory system, and should be stored in a cool, dry place away from sources of heat and ignition.

InChI:InChI=1/C13H18ClNO/c1-9(2)15(10(3)4)13(16)11-5-7-12(14)8-6-11/h5-10H,1-4H3

Upstream product

• 10364-95-1 1-(4-chloro-benzoyl)-1H-imidazole 
• 108-18-9 diisopropylamine 
• 20383-28-2 N,N-diisopropyl benzamide 
• 623-03-0 4-Cyanochlorobenzene 
• 5419-55-6 Triisopropyl borate 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 4111-54-0 lithium diisopropyl amide 
• 74-11-3 para-chlorobenzoic acid 
• 122-01-0 4-chloro-benzoyl chloride 
• 7087-68-5 N-ethyl-N,N-diisopropylamine 
• 1679-18-1 4-Chlorophenylboronic acid 
• 35692-30-9 (4-chlorophenyl)trimethoxysilane 

Downstream Products

• 7461-41-8 4-chloro-N-(1-methylethyl)benzamide 
• 17271-13-5 3,4-dichloro-N,N-diisopropylbenzamide 
• 74-11-3 para-chlorobenzoic acid 
• 1053223-46-3 N,N-diisopropyl 4-chloro-2-dicyclohexylphosphinobenzamide 
• 359445-35-5 N-(4-chlorobenzyl)-N-isopropylpropan-2-amine 
• 1225544-93-3 4-chloro-N,N-diisopropyl-2-(hydroxymethyl)benzamide 
• 1225544-88-6 4-chloro-N,N-diisopropyl-2-formylbenzamide 
• 1375931-26-2 2-bromo-4-chloro-N,N-diisopropylbenzamide 
• 1392473-17-4 4-chloro-2-hydroxy-N,N-diisopropylbenzamide 
• 1557178-60-5 4-chloro-2-cyano-N,N-diisopropylbenzamide 
• 15563-33-4 4-Chloro-N,N-diisopropyl-thiobenzamide 
• 1609554-27-9 N,N-diisopropyl 4-[1-phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethyl]benzamide 
• 25017-08-7 1-(4-chlorophenyl)pentan-1-one 

Relevant articles and documents

Remarkably Efficient Iridium Catalysts for Directed C(sp2)-H and C(sp3)-H Borylation of Diverse Classes of Substrates

Here we describe the discovery of a new class of C-H borylation catalysts and their use for regioselective C-H borylation of aromatic, heteroaromatic, and aliphatic systems. The new catalysts have Ir-C(thienyl) or Ir-C(furyl) anionic ligands instead of the diamine-type neutral chelating ligands used in the standard C-H borylation conditions. It is reported that the employment of these newly discovered catalysts show excellent reactivity and ortho-selectivity for diverse classes of aromatic substrates with high isolated yields. Moreover, the catalysts proved to be efficient for a wide number of aliphatic substrates for selective C(sp3)-H bond borylations. Heterocyclic molecules are selectively borylated using the inherently elevated reactivity of the C-H bonds. A number of late-stage C-H functionalization have been described using the same catalysts. Furthermore, we show that one of the catalysts could be used even in open air for the C(sp2)-H and C(sp3)-H borylations enabling the method more general. Preliminary mechanistic studies suggest that the active catalytic intermediate is the Ir(bis)boryl complex, and the attached ligand acts as bidentate ligand. Collectively, this study underlines the discovery of new class of C-H borylation catalysts that should find wide application in the context of C-H functionalization chemistry.

Visible-Light-Induced, Base-Promoted Transition-Metal-Free Dehalogenation of Aryl Fluorides, Chlorides, Bromides, and Iodides

We report a simple and efficient visible-light-induced transition-metal-free hydrogenation of aryl halides. The combined visible light and base system is used to initiate the desired radical-mediated hydrogenation. A variety of aryl fluorides, chlorides, bromides, and iodides could be reduced to the corresponding (hetero)arenes with excellent yields under mild conditions. Various functional groups and other heterocyclic compounds are tolerated.

Amide Effects in C?H Activation: Noncovalent Interactions with L-Shaped Ligand for meta Borylation of Aromatic Amides

A new concept for the meta-selective borylation of aromatic amides is described. It has been demonstrated that while esters gave para borylations, amides lead to meta borylations. For achieving high meta selectivity, an L-shaped bifunctional ligand has been employed and engages in an O???K noncovalent interaction with the oxygen atom of the moderately distorted amide carbonyl group. This interaction provides exceptional control for meta C?H activation/borylation.