65854-91-3

Basic information

• Product Name: 4'-CHLOROPIVALOANILIDE
• Synonyms: N-PIVALOYL-P-CHLOROANILINE;N-(4-CHLOROPHENYL)-2,2-DIMETHYLPROPIONAMIDE;N-(4-CHLOROPHENYL)PIVALOYLAMIDE;4-CHLORO-N-PIVALOYLANILINE;4'-CHLOROPIVALOANILIDE;4-Chloropivalanilide;4''-CHLOROPIVALOANILIDE,98.0%+(GC);N-Pivaloyl-p-chlorophenyl
• CAS NO: 65854-91-3
• Molecular Formula: C₁₁H₁₄ClNO
• Molecular Weight: 211.69
• Mol File: 65854-91-3.mol
• Article Data: 48

Chemical Properties

• Melting Point: 152 °C
• Boiling Point: 352.1 °C at 760 mmHg
• Flash Point: 166.7 °C
• Appearance: /
• Density: 1.15 g/cm³
• Vapor Pressure: 3.93E-05mmHg at 25°C
• Refractive Index: 1.557
• Storage Temp.: 2-8°C
• PKA: 14.25±0.70(Predicted)
• CAS DataBase Reference: 4'-CHLOROPIVALOANILIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-CHLOROPIVALOANILIDE(65854-91-3)
• EPA Substance Registry System: 4'-CHLOROPIVALOANILIDE(65854-91-3)

Safety Data

• Hazardous Substances Data: 65854-91-3(Hazardous Substances Data)

Usage

General Description

4'-Chloropivaloanilide is a chemical compound with the molecular formula C11H14ClNO. It is a white solid that is insoluble in water but soluble in organic solvents. 4'-Chloropivaloanilide is commonly used in the production of dyes and pigments, as well as in pharmaceuticals and agrochemicals. It is also used as an intermediate in the synthesis of various organic compounds. The compound has a chloro group attached to the para position of the aromatic ring, which gives it certain chemical and physical properties that make it useful in a variety of industrial applications. Despite its use, 4'-Chloropivaloanilide is known to have some toxic and irritant properties, and proper handling and safety precautions should be taken when working with this chemical.

InChI:InChI=1/C11H14ClNO/c1-11(2,3)10(14)13-9-6-4-8(12)5-7-9/h4-7H,1-3H3,(H,13,14)

Upstream product

• 106-47-8 4-chloro-aniline 
• 3282-30-2 pivaloyl chloride 
• 630-19-3 pivalaldehyde 
• 75-84-3 2,2-dimethyl-propanol-1 
• 100-00-5 4-chlorobenzonitrile 
• 26179-83-9 1-(1H-1,2,3-benzotriazol-1-yl)-2,2-dimethyl-1-propanone 
• 95-14-7 1,2,3-Benzotriazole 
• 75-98-9 Trimethylacetic acid 
• 6625-74-7 N-pivaloylaniline 
• 1538-75-6 2,2-dimethylpropanoic anhydride 
• 1634-04-4 tert-butyl methyl ether 

Downstream Products

• 85732-71-4 1-methyl-4-hydroxy-4-(2-pivaloylamino-5-chlorophenyl)piperidine 
• 85732-68-9 1-benzyl-4-hydroxy-4-(2-pivaloylamino-5-chlorophenyl)piperidine 
• 1027078-04-1 2-(4'-chloro-N-t-butylcarbonyl)aniline-3-thienylmethanol 
• 181190-33-0 N-(4-chloro-2-(2,2,2-trifluoroacetyl)phenyl)pivalamide 
• 214353-17-0 4-chloro-2-trifluoroacetylaniline hydrochloride hydrate 
• 488828-70-2 N-{4-chloro-2-[(4-pyridyl)hydroxymethyl]phenyl}-2,2-dimethylpropionamide 
• 185950-64-5 5-chloro-2-(pivaloylamino)benzeneboronic acid 
• 177410-78-5 5-chloro-2-pivaloylamino-2',3'-dimethoxybenzophenone 
• 1217898-76-4 N-(4-chloro-2-(1-naphthylcarbonyl)phenyl)-2,2-dimethylpropanamide 
• 1217898-75-3 N-(4-chloro-2-(2-naphthylcarbonyl)phenyl)-2,2-dimethylpropanamide 
• 1262796-60-0 C₂₁H₂₀ClNO 
• 1007652-06-3 N-[4-chloro-2-(trifluoromethyl)phenyl]-2,2-dimethylpropanamide 
• 205756-26-9 N-(4-chloro-2-fluorophenyl)pivalamide 
• 116278-66-1 N-(4-chloro-2-hydroxyphenyl)-2,2-dimethylpropanamide 

Relevant articles and documents

Nickel-Catalyzed Reductive Cross-Coupling of N-Acyl and N-Sulfonyl Benzotriazoles with Diverse Nitro Compounds: Rapid Access to Amides and Sulfonamides

Herein we report a Ni-catalyzed reductive transamidation of conveniently available N-acyl benzotriazoles with alkyl, alkenyl, and aryl nitro compounds, which afforded various amides with good yields and a broad substrate scope. The same catalytic reaction conditions were also applicable for N-sulfonyl benzotriazoles, which could undergo smooth reductive coupling with nitroarenes and nitroalkanes to afford the corresponding sulfonamides.

Ligand Promoted Olefination of Anilides for Indirectly Introducing Fluorinated Functional Groups via Palladium Catalyst

We report a palladium-catalyzed, ligand promoted, C-H fluorine-containing olefination of anilides with 4-bromo-3,3,4,4-tetrafluorobutene as the fluorinated reagent, which has a potential transformation into other compounds due to its -CF2CF2Br functional group. -CF2CF2H was obtained by using the mild reducing agent sodium borohydride. Bioactive compounds such as aminoglutethimide derivative and propham were well-tolerated in this reaction, both of which highlight the synthetic importance of this method.

Meta Selective C-H Borylation of Sterically Biased and Unbiased Substrates Directed by Electrostatic Interaction

An electrostatically directed meta borylation of sterically biased and unbiased substrates is described. The borylation follows an electrostatic interaction between the partially positive and negative charges between the ligand and substrate. With this strategy, it has been demonstrated that a wide number of challenging substrates, especially 4-substituted substrates, can selectively be borylated at the meta position. Moreover, unsubstituted substrates also displayed excellent meta selectivity. The reaction employs a bench-stable ligand and proceeds at a milder temperature, precluding the need to synthesize a bulky and sophisticated ligand/template.