54333-75-4

Usage

Uses

Used in Insect Repellent Products:
N,N-Diethyl-2-chloropropionamide is used as an active ingredient in various insect repellent formulations for its ability to deter insects such as mosquitoes, ticks, fleas, and biting flies. Its effectiveness in repelling these insects helps to prevent the transmission of diseases, including malaria, dengue fever, Lyme disease, and West Nile virus.
Used in Outdoor and Recreational Activities:
DEET is commonly used by individuals engaging in outdoor and recreational activities, such as hiking, camping, and fishing, to protect against insect bites. Its long-lasting repellent properties provide a reliable defense against insect-borne diseases in environments where insect populations are high.
Used in Military and Field Operations:
N,N-Diethyl-2-chloropropionamide is also utilized by military personnel and field workers operating in areas with high insect populations or where insect-borne diseases are prevalent. Its effectiveness in repelling insects makes it a crucial component in ensuring the health and safety of these individuals during their missions or work assignments.
Used in Public Health and Vector Control Programs:
DEET-based insect repellents play a significant role in public health and vector control programs aimed at reducing the transmission of insect-borne diseases. By providing a barrier against insect bites, DEET helps to break the transmission cycle of diseases, thereby contributing to the overall goal of disease prevention and control.

InChI:InChI=1/C7H14ClNO/c1-4-9(5-2)7(10)6(3)8/h6H,4-5H2,1-3H3

Upstream product

• 7623-09-8 2-chloropropionyl chloride 
• 109-89-7 diethylamine 
• 1114-51-8 N,N-diethylpropanamide 

Downstream Products

• 115178-79-5 2-benzoyloxy-propionic acid diethylamide 
• 118247-09-9 2-[(2'-Acetoxybenzoyl)oxy]-2'-methyl-N,N-diethylacetamide 
• 368425-46-1 2-Chloro-N,N-diethyl-2-(1-hydroxycyclohexyl)propanamide 
• 368425-52-9 2-Chloro-N,N-diethyl-3-hydroxy-2,3-dimethyl-4-phenylbutanamide 
• 368425-42-7 2-Chloro-N,N-diethyl-3-cyclohexyl-3-hydroxy-2-methylpropanamide 
• 600734-09-6 2,3-epoxy-N,N-diethyl-2-methyl-3-phenylpropanamide 
• 600734-10-9 2,3-epoxy-N,N-diethyl-3-(4-methoxyphenyl)-2-methylpropanamide 
• 600734-14-3 2,3-epoxy-N,N-diethyl-2-methyl-3-phenylbutanamide 
• 600734-15-4 2,3-epoxy-N,N-diethyl-2-methyl-3-phenylpentanamide 
• 600734-28-9 2,3-epoxy-N,N-diethyl-2-methyl-4-phenylpentanamide 
• 368425-60-9 2-Cyclohexylidene-N,N-diethylpropanamide 
• 368425-67-6 (E)-N,N-Diethyl-2,3-dimethyl-2,3-dimethyl-4-phenylbut-2-enamide 
• 1253101-17-5 diethylcarbamoylmethyl phenylpropiolate 

Relevant academic research and scientific papers

Efficient α-chlorination of carbonyl containing compounds under basic conditions using methyl chlorosulfate

An efficient method for the α-chlorination of ketones under basic conditions is described using methyl chlorosulfate. Its applicability for the chlorination of other functional groups has also been studied and it is equally useful for the synthesis of α-chloroesters and amides. Methyl chlorosulfate is described for the first time as a positive chlorine source. Some aldol reactions which occur during the chlorination of some substrates are also reported.

Total regioselective and diastereospecific iodolysis of 2,3-epoxyamides promoted by SmI2: Synthesis of (2R*,3R*)- or (2R*,3S*)-2-hydroxy-3-iodoamides

The use of samarium diiodide as a source of iodides is reported. Thus, 2-hydroxy-3-iodoamides were obtained, with total regioselectivity, by treatment of 2,3-epoxyamides, in which the oxirane ring is 2,3-disubstituted or 2,2,3-trisubstituted, with SmI2. The ring-opening reaction was diastereospecific and (2R*,3R*)- or (2R*,3S*)-2-hydroxy- 3-iodoamides were obtained from cis- or trans-epoxyamides, respectively. The relative configuration of 2-hydroxy-3-iodoamides was established by X-ray analysis. A mechanism to explain this transformation has been proposed. The starting compounds 1 are easily prepared by the reaction of enolates derived from 2-chloroamides with aldehydes at -78°C.

Evaluation of glycolamide esters and various other esters of aspirin as true aspirin prodrugs

A series of glycolamide, glycolate, (acyloxy)methyl, alkyl, and aryl esters of acetylsalicylic acid (aspirin) were synthesized and evaluated as potential prodrug forms of aspirin. N,N-Disubstituted glycolamide esters were found to be rapidly hydrolized in human plasma, resulting in the formation of aspirin as well as the corresponding salicylate esters. These in turn hydrolyzed rapidly to salicylic acid. The largest amount of aspirin formed from the esters were 50 and 55% in case of the N,N-dimethyl- and N,N-diethylglycolamide esters, respectively. Similar results were obtained in blood with the N,N-dimethyl- and N,N-diethylglycolamide esters. Unsubstituted and monosubstituted glycolamide esters as well as most other esters previously suggested to be aspirin prodrugs were shown to hydrolyze exclusively to the corresponding salicylic acid esters. Lipophilicity parameters and water solubilities of the esters were determined, and structural factors favoring ester prodrug hydrolysis at the expense of deacetylation to yield salicylate ester are discussed. The properties of some N,N-disubstituted glycolamide esters of aspirin are highlighted with respect to their use as potential aspirin prodrugs.

Process for production of α-haloalkylamides

Amides having the formula in which R is α-halo-C1 -C8 -alkyl; R2 is C1 -C8 alkyl, and R3 is C1 -C8 alkyl, are prepared by reacting an ester with an amine in the presence of a promotor which is a halide of a Group IIIa metal having a molecular weight of 26 or greater, or of a Group IVb metal. The process is particularly suitable for production of a desired optical isomer of such an amide.