533-32-4

Basic information

• Product Name: N,N-diethylisovaleramide
• Synonyms: N,N-diethylisovaleramide;Isovaleryl diethylamide;N,N-Diethyl-3-methylbutyramide;N,N-diethyl-3-methylbutanamide;N,N-diethyl-3-methyl-butanamide;ButanaMide, N,N-diethyl-3-Methyl-
• CAS NO: 533-32-4
• Molecular Formula: C₉H₁₉NO
• Molecular Weight: 157.25326
• EINECS: 208-562-0
• Mol File: 533-32-4.mol
• Article Data: 1

Chemical Properties

• Boiling Point: bp 210-212°; bp14 93-95°; bp5 77-78°
• Flash Point: 78.7°C
• Appearance: /
• Density: d20 0.8764
• Vapor Pressure: 0.162mmHg at 25°C
• Refractive Index: nD20 1.4422
• PKA: -0.41±0.70(Predicted)
• CAS DataBase Reference: N,N-diethylisovaleramide(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-diethylisovaleramide(533-32-4)
• EPA Substance Registry System: N,N-diethylisovaleramide(533-32-4)

Safety Data

• Hazardous Substances Data: 533-32-4(Hazardous Substances Data)

Usage

General Description

N,N-diethylisovaleramide, also known as DEET, is a common active ingredient in insect repellents. It is a synthetic chemical compound that is typically used to repel biting insects such as mosquitoes, ticks, and fleas. DEET is effective at preventing insect bites and reducing the risk of insect-borne diseases such as Zika virus, malaria, and Lyme disease. It works by blocking the insect's receptors and interfering with its ability to locate and feed on humans. DEET has been widely used for several decades and is considered safe when used as directed, although rare cases of skin reactions have been reported. Despite its effectiveness, DEET should be used with caution, especially in high concentrations, and it is not recommended for use on infants less than 2 months old.

InChI:InChI=1/C9H19NO/c1-5-10(6-2)9(11)7-8(3)4/h8H,5-7H2,1-4H3

Upstream product

• 5411-63-2 N,N-dimethylamino-3,3-diethylacrylamide 
• 123-51-3 i-Amyl alcohol 
• 109-89-7 diethylamine 
• 503-74-2 3-methylbutyric acid 
• 60-29-7 diethyl ether 
• 108-64-5 Ethyl isovalerate 
• 816-43-3 lithium diethylamide 

Downstream Products

• 55100-51-1 N,N-Diethyl-2-(hydroxy-diphenyl-methyl)-3-methyl-butyramide 
• 14869-38-6 1-ethoxy-4-methyl-pentan-2-one 

Relevant articles and documents

Synthesis of Amides from Alcohols and Amines Through a Domino Oxidative Amidation and Telescoped Transamidation Process

The amide bond formation is of paramount importance in organic synthesis, both within academic research and industrial development and manufacturing of pharmaceutical chemicals and other biologically active compounds. Despite this fact, as well as the ever-increasing treatment costs of side streams and other environmental concerns regarding handling and transportation of hazardous reagents, contemporary synthesis has elicited few new reactions and methods for the preparation of amides. Herein, we reveal a high yielding and expedite two-step telescoped synthetic process that comprises a domino oxidative amidation and transamidation for the creation of amides. The process utilizes alcohols and amines as reaction pairs with TEMPO and Fe ions as catalytic system and 1,3-dichloro-5,5-dimethyl hydantoin as a terminal oxidant. The oxidative amidation and transamidation process is conducted under benign reaction conditions and short reaction time (≈ 30 min.) in a two-step telescoped fashion by means of a multi-jet oscillating disk (MJOD) continuous-flow reactor platform. The disclosed process integrates alcohol oxidation and amide formation to afford target amide in yields up to 90 %. The method operates with both primary and secondary amines together, but was hampered when bulky amines and/or alcohols were used as reagent/substrate.