62662-74-2

Basic information

• Product Name: 2'-CHLORO-2,2-DIMETHYLPROPIONANILIDE
• Synonyms: 2'-CHLORO-2,2-DIMETHYLPROPIONANILIDE;2'-CHLORO-2,2-DIMETHYLPROPIONANILIDE, 99 %;Propanamide,N-(2-chlorophenyl)-2,2-dimethyl-;N-(2-Chlorophenyl)pivalaMide
• CAS NO: 62662-74-2
• Molecular Formula: C₁₁H₁₄ClNO
• Molecular Weight: 211.69
• Mol File: 62662-74-2.mol
• Article Data: 17

Chemical Properties

• Melting Point: 75-78 °C(lit.)
• Boiling Point: 344.7°Cat760mmHg
• Flash Point: 162.3°C
• Appearance: /
• Density: 1.15g/cm³
• Vapor Pressure: 6.46E-05mmHg at 25°C
• Refractive Index: 1.557
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2'-CHLORO-2,2-DIMETHYLPROPIONANILIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-CHLORO-2,2-DIMETHYLPROPIONANILIDE(62662-74-2)
• EPA Substance Registry System: 2'-CHLORO-2,2-DIMETHYLPROPIONANILIDE(62662-74-2)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 62662-74-2(Hazardous Substances Data)

Usage

Description

2'-Chloro-2,2-dimethylpropionanilide, also known as 2'-chloro-PPA, is a chemical compound with the molecular formula C11H14ClNO. It features a chloro substituent on the 2' carbon of the phenyl ring and a 2,2-dimethylpropionyl functional group. This white to off-white solid with a faint odor is insoluble in water but soluble in organic solvents. It is a valuable chemical intermediate in the pharmaceutical industry, commonly used in the synthesis of various drugs, agrochemicals, and other organic compounds.

Uses

Used in Pharmaceutical Industry:
2'-CHLORO-2,2-DIMETHYLPROPIONANILIDE is used as a chemical intermediate for the synthesis of various pharmaceuticals. It serves as a building block in the production of drugs, contributing to the development of new medications and improving existing ones.
Used in Agrochemical Industry:
2'-CHLORO-2,2-DIMETHYLPROPIONANILIDE is used as a chemical intermediate in the synthesis of agrochemicals. It plays a crucial role in the development of pesticides and other agricultural chemicals, helping to increase crop yields and protect plants from pests and diseases.

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

Upstream product

• 3282-30-2 pivaloyl chloride 
• 95-51-2 o-chloroaniline 
• 75-98-9 Trimethylacetic acid 
• 6625-74-7 N-pivaloylaniline 
• 62-53-3 aniline 

Downstream Products

• 150545-04-3 N-(2-chloro-6-methylphenyl)pivalamide 
• 150545-06-5 2-butylpivalanilide 
• 87-63-8 2-chloro-6-methylaniline 
• 1160297-27-7 N-(2-chloro-6-(methyl-d3)-phenyl)pivalamide 
• 1073354-10-5 2,2-dimethyl-N-[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]propionamide 
• 1402938-89-9 (Z)-N-(2-chlorophenyl)pivalimidoyl chloride 
• 41030-13-1 1-benzyl-2-tert-butyl-1H-benzo[d]imidazole 
• 1378317-10-2 N-pivaloyl-2-chloro-4-fluoroaniline 
• 92367-59-4 3,3-dimethyl-3,4-dihydroquinolin-2(1H)-one 
• 1150561-03-7 N-[2-(trifluoroacetyl)phenyl]-2,2-dimethylpropionamide 
• 214353-17-0 4-chloro-2-trifluoroacetylaniline hydrochloride hydrate 
• 131195-91-0 N-(2,4-dichlorophenyl)-2,2-dimethylpropanamide 

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.

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.

Synthesis method of 4-chloro-2-trifluoroacetylaniline hydrochloride hydrate

The invention provides a synthesis method of a 4-chloro-2-trifluoroacetylaniline hydrochloride hydrate. The synthesis method comprises the following steps of dissolving o-halogenated aniline in an organic solvent, then adding alkali, then adding an acylating agent, and carrying out an acylation reaction between the o-halogenated aniline and the acylating agent under an alkaline condition to obtaina compound I; carrying out a chlorination reaction between the compound I and a chlorinating agent under a weakly alkaline condition to obtain a compound II; adopting the compound II and magnesium for a reaction in an environment of inert gas to obtain a Grignard reagent intermediate, and carrying out a reaction between the Grignard reagent intermediate and a trifluoroacetic acid derivative to obtain a compound III; carrying out a reaction between the compound III and concentrated hydrochloric acid to obtain the 4-chloro-2-trifluoroacetylaniline hydrochloride hydrate. According to the synthesis method, the reaction condition is mild, the adopted raw materials are easy to obtain, the price is low, the total yield of the prepared target product can reach 80.35%, the purity can reach 99.8%,and the synthesis method is suitable for industrial production.