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

General Description

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

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

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

Downstream Products

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

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.