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

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

Downstream Products

• 105192-42-5 (2-amino-5-chlorophenyl)(pyridin-4-yl)methanone 
• 114995-53-8 2-pivalamido-5-chlorophenyl 3-pyridyl ketone 
• 85732-71-4 1-methyl-4-hydroxy-4-(2-pivaloylamino-5-chlorophenyl)piperidine 
• 132368-89-9 5-chloro-2-(pivaloylamino)phenyl 3-pyridazinyl ketone 
• 85732-68-9 1-benzyl-4-hydroxy-4-(2-pivaloylamino-5-chlorophenyl)piperidine 
• 77422-76-5 C₁₈H₂₁ClN₄OS 
• 132368-99-1 5-chloro-2-(pivaloylamino)phenyl 4-pyridazinyl ketone 
• 127472-35-9 N-(4-chloro-2-formylphenyl)-2,2-dimethylpropionamide 
• 1027078-04-1 2-(4'-chloro-N-t-butylcarbonyl)aniline-3-thienylmethanol 
• 154598-53-5 1-(2-amino-5-chloro-phenyl)-2,2,2-trifluoro-ethanone 
• 189191-25-1 (1''S,2''S,4''R)-N-[4'-chloro-2-(2''-hydroxy-1'',3'',3''-trimethylbicyclo[2.2.1]hept-2''-yl)phenyl]-2,2-dimethylpropanamide 
• 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 

Relevant articles and documents

Equivalent Loading of Directed Arenes in Pd(II)-Catalyzed Oxidative Cross-Coupling of Aryl C-H Bonds at Room Temperature

The unsymmetrical biaryls (Ar1-Ar2) produced by the catalytic cross-couplings of aryl halides (Ar1-halo) with aryl metallics (Ar2-M) in the loading ratio of 1:1 are popular in chemical synthesis. In contrast, there has been less precedence on the same biaryls produced effectively from two normal aryl C-H bonds with equivalent loading. Here, we report that, in a palladium/oxidant/acid catalytic system at room temperature, one arene (Ar1-H, 1 equiv) can highly selectively couple with the other one (Ar2-H, 1 equiv) to afford the target Ar1-Ar2 just by controlling the directing groups and the substituted groups on their phenyl rings. The utility of this one-one cross-coupling is also demonstrated by synthesis of a few bioactive molecules.

Benzylidene succinimides as 3C synthons for the asymmetric tandem Mannich reaction/transamidation of cyclic trifluoromethyl ketimines to obtain F3C-containing polycyclic dihydroquinazolinones

By taking advantage of benzylidene succinimides as a new class of 3C synthons, a highly diastereo- and enantioselective tandem Mannich reaction/transamidation has been established by reacting them with cyclic trifluoromethylN-acyl ketimines. Using aCinchonaalkaloid-derived squaramide as the catalyst, the tandem reaction proceeded smoothly under mild conditions and afforded a range of F3C-containing chiral polycyclic dihydroquinazolinones with excellent results (up to 99% yield, all cases >20?:?1 dr, up to 99% ee).

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.