14062-80-7

Basic information

• Product Name: 4-chloro-N,N-dimethylbenzamide
• Synonyms: 4-chloro-N,N-dimethylbenzamide;N,N-Dimethyl p-chlorobenzamide;N,N-Dimethyl 4-chlorobenzamide;Ai3-30807;Benzamide, 4-chloro-N,N-dimethyl-;Einecs 237-909-9;N,N-Methyl-p-chlorobenzamide;NSC 38420
• CAS NO: 14062-80-7
• Molecular Formula: C₉H₁₀ClNO
• Molecular Weight: 183.6348
• EINECS: 237-909-9
• Product Categories: blocks;Carboxes
• Mol File: 14062-80-7.mol
• Article Data: 47

Chemical Properties

• Melting Point: 57-58 °C
• Boiling Point: 303.1°C at 760 mmHg
• Flash Point: 137.1°C
• Appearance: /
• Density: 1.172
• Vapor Pressure: 0.000949mmHg at 25°C
• Refractive Index: 1.544
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: -1.42±0.70(Predicted)
• CAS DataBase Reference: 4-chloro-N,N-dimethylbenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-chloro-N,N-dimethylbenzamide(14062-80-7)
• EPA Substance Registry System: 4-chloro-N,N-dimethylbenzamide(14062-80-7)

Safety Data

• Hazardous Substances Data: 14062-80-7(Hazardous Substances Data)

Usage

General Description

4-chloro-N,N-dimethylbenzamide is a chemical compound with the molecular formula C9H10ClNO. It is a chlorinated derivative of N,N-dimethylbenzamide, and possesses a chlorine atom and two methyl groups attached to a benzene ring. 4-chloro-N,N-dimethylbenzamide is commonly used in the synthesis of various organic and pharmaceutical compounds. It is also used as a reagent in chemical reactions and as a precursor in the production of pesticides. 4-chloro-N,N-dimethylbenzamide is a white crystalline solid that is soluble in organic solvents such as ethanol and acetone, and has a melting point of 100-102°C. It is important to handle this compound with caution as it may be harmful if inhaled, swallowed or in contact with skin, and should be stored and used in a well-ventilated area with appropriate personal protective equipment.

InChI:InChI=1/C9H10ClNO/c1-11(2)9(12)7-3-5-8(10)6-4-7/h3-6H,1-2H3

Upstream product

• 122-01-0 4-chloro-benzoyl chloride 
• 124-40-3 dimethyl amine 
• 1126-46-1 Methyl 4-chlorobenzoate 
• 680-31-9 N,N,N,N,N,N-hexamethylphosphoric triamide 
• 74-11-3 para-chlorobenzoic acid 
• 1624-01-7 tetrakis(dimethylamino)silane 
• 104-88-1 4-chlorobenzaldehyde 
• 4375-83-1 tris(dimethylamino)borane 
• 68-12-2 N,N-dimethyl-formamide 
• 106-39-8 bromochlorobenzene 
• 479486-96-9 N,N-dimethyl (trimethylsilyl)methanamide 
• 506-59-2 N,N-dimethylammonium chloride 
• 873-76-7 para-Chlorobenzyl alcohol 
• 873-73-4 4-n-chlorophenylacetylene 

Downstream Products

• 66417-90-1 3-(4-chloro-phenyl)-7-methyl-4,5,6,7-tetrahydro-benzo[c]isoxazole 
• 72169-19-8 [(4-Chloro-phenyl)-trichlorosilanyl-methyl]-dimethyl-amine 
• 62128-32-9 (4-chlorophenyl)(1-methyl-1H-pyrrol-2-yl)methanone 
• 129403-29-8 4'-chloro-α,β-difluorochalcone 
• 107115-63-9 isopropyl 5-p-chlorobenzoyl-1,2-dihydro-6-methyl-3H-pyrrolo[1,2-a]pyrrole-1-carboxylate 
• 104703-17-5 Ethyl 2-(3-p-Chlorobenzoyl-1-methylindole)acetate 
• 80965-02-2 2-(methylthio)-4-chloro-5-(4-chlorobenzoyl)pyrrole 
• 66635-81-2 isopropyl 5-p-chlorobenzoyl-1,2-dihydro-3H-pyrrolo[1,2-a]pyrrole-1-carboxylate 
• 90016-91-4 1-(4-Chloro-phenyl)-5-methyl-3,5-dihydro-pyridazino[4,5-b]indol-4-one 
• 121193-01-9 [5-(4-Chloro-benzoyl)-1-methyl-4-methylsulfanyl-1H-pyrrol-2-yl]-acetic acid ethyl ester 
• 186752-47-6 4-chloro-2-(4-chlorophenyl)-5,6-dihydrobenzo[h]quinazoline 
• 13169-71-6 2-(4-chlorobenzoyl)pyrrole 
• 134-81-6 benzil 
• 1255640-22-2 C₁₄H₁₈ClNO 

Relevant articles and documents

Metal-free one-pot oxidative amination of aldehydes to amides

Metal-free oxidative amination of aromatic aldehydes in the presence of TBHP provides convenient access to amides in 85-99% under mild reaction conditions within 5 h. This method avoids free carboxylic acid intermediates and integrates aldehyde oxidation and amide bond formation, which are usually accomplished separately, into a single operation. Proline-derived amides can be prepared in excellent yields without noticeable racemization.

Rhoda-Electrocatalyzed Bimetallic C?H Oxygenation by Weak O-Coordination

Rhodium-electrocatalyzed arene C?H oxygenation by weakly O-coordinating amides and ketones have been established by bimetallic electrocatalysis. Likewise, diverse dihydrooxazinones were selectively accessed by the judicious choice of current, enabling twofold C?H functionalization. Detailed mechanistic studies by experiment, mass spectroscopy and cyclovoltammetric analysis provided support for an unprecedented electrooxidation-induced C?H activation by a bimetallic rhodium catalysis manifold.

Chemoselective Reduction of Tertiary Amides by 1,3-Diphenyl disiloxane (DPDS)

A convenient procedure for the chemoselective reduction of tertiary amides at room temperature in the presence of air and moisture using 1,3-diphenyldisiloxane (DPDS) is developed. The reaction conditions tolerate a significant number of functional groups including esters, nitriles, secondary amides, carbamates, sulfoxides, sulfones, sulfonyl fluorides, halogens, aryl-nitro groups, and arylamines. The conditions reported are the mildest to date and utilize EtOAc, a preferred solvent given its excellent safety profile and lower environmental impact. The ease of setup and broad chemoselectivity make this method attractive for organic synthesis, and the results further demonstrate the utility of DPDS as a selective reducing agent.