869-07-8

Basic information

• Product Name: N1-ISOPROPYL-2-METHYLPROPANAMIDE
• Synonyms: N1-ISOPROPYL-2-METHYLPROPANAMIDE;N-isopropylisobutyramide;2-Methyl-N-(1-methylethyl)propanamide;PropanaMide, 2-Methyl-N-(1-Methylethyl)-;N-Isopropyl-2-methylpropanamide;PROPANAMIDE,2-METHYL-N- (ISOPROPYL)-
• CAS NO: 869-07-8
• Molecular Formula: C₇H₁₅NO
• Molecular Weight: 129.2
• Mol File: 869-07-8.mol

Chemical Properties

• Melting Point: 103 °C
• Boiling Point: 209℃
• Flash Point: 111℃
• Appearance: /
• Density: 0.856
• Vapor Pressure: 0.211mmHg at 25°C
• Refractive Index: 1.418
• CAS DataBase Reference: N1-ISOPROPYL-2-METHYLPROPANAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N1-ISOPROPYL-2-METHYLPROPANAMIDE(869-07-8)
• EPA Substance Registry System: N1-ISOPROPYL-2-METHYLPROPANAMIDE(869-07-8)

Safety Data

• Hazardous Substances Data: 869-07-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
N1-Isopropyl-2-methylpropanamide is utilized as an intermediate in the synthesis of pharmaceuticals and agrochemicals due to its chemical properties that facilitate the creation of a wide range of organic compounds.
Used as a Solvent in Industrial Processes:
In various industrial applications, N1-Isopropyl-2-methylpropanamide serves as a solvent, leveraging its ability to dissolve other substances effectively, which is crucial for numerous manufacturing processes.
Used in Organic Chemistry Reactions:
As a reagent, N1-Isopropyl-2-methylpropanamide plays a significant role in organic chemistry reactions, contributing to the formation of desired products in chemical synthesis.
Used in Cosmetics and Personal Care Industry:
N1-Isopropyl-2-methylpropanamide finds use in the cosmetics and personal care industry, where it functions as an emollient to soften and smooth the skin, as well as a viscosity controlling agent to manage the texture and consistency of beauty and skincare products.

InChI:InChI=1/C7H15NO/c1-5(2)7(9)8-6(3)4/h5-6H,1-4H3,(H,8,9)

Upstream product

• 6918-58-7 Dimethyl (2-methyl-1-oxopropyl)phosphonate 
• 81171-27-9 N-(3-Chloro-2-butylidene)isopropylamine 
• 75-65-0 tert-butyl alcohol 
• 5338-14-7 2,4-dimethyl-pentan-3-one semicarbazone 
• 7664-93-9 sulfuric acid 
• 1113-74-2 diisopropyl ketone oxime 
• 865-47-4 potassium tert-butylate 

Downstream Products

• 39099-24-6 N-isopropyl-2-methylpropan-1-amine 

Relevant articles and documents

Bromodimethylsulfonium bromide (BDMS) in ionic liquid: a mild and efficient catalyst for Beckmann rearrangement

Bromodimethylsulfonium bromide (BDMS)-catalyzed Beckmann rearrangement of a variety of ketoximes has been carried out in the imidazolium-based ionic liquid [bmim]PF6 under mild conditions without using any additional cocatalyst or solvent to afford excellent conversion and selectivity. The ionic liquid is recovered and reused for up to three runs without any loss of efficiency.

The Schmidt reaction of dialkyl acylphosphonates

The scope of the Schmidt rearrangement of ketones has been extended to dialkyl acylphosphonates (11a-11l). Surprisingly, it was found that 11a-11d and 11g, in which the acyl moiety was benzoyl alone or benzoyl bearing an electron-attracting or mildly electron-releasing substituent, yielded an overwhelming portion of products resulting from C-to-N migration of the aryl group (N-arylcarbamoylphosphonates, 12, and N-arylformamides, 15). Contrariwise, the arenecarbonylphosphonates, which carry a powerful electron-releasing p-alkoxy group, yielded products resulting from phosphonate group migration from C to N or elimination (dialkyl N-arenecarbonylphosphoramidates, 13, and arenecarbonitriles, 17, respectively). These counterintuitive results are rationalized by application of the concept of "degree of electron demand" to this area of intramolecular rearrangements. The possible existence of an additional pathway for the Schmidt rearrangement, involving protonation of the iminodiazonium ion, is proposed.

The Favorskii Rearrangement of α-Chloro Ketimines

The Favorskii rearrangement of α-chloro ketimines has been studied.It was shown that the base-induced rearrangement of α-chloro ketimines afforded imidates or amides via a mechanism involving 1,3-dehydrochlorination and ring-opening of the resulting cyclopropylideneamines.The ring-opening occurred in such a way as to produce the most stable carbanion.The entire mechanism paralleled the well-known cyclopropanone mechanism of the Favorskii rearrangement of the corresponding oxygen analogues, i.e., α-halo ketones.Evidence has been presented that the semibenzilic-type mechanism is not operative in the cases studied.Depending upon the reaction conditions and the substrate, the Favorskii rearrangement was accompanied by various side reactions including nucleophilic substitution, 1,2-dehydrochlorination, rearrangement via intermediate α-alkoxyaziridines, and self-condensation.

FAVORSKII-TYPE REARRANGEMENT OF α-CHLORO KETIMINES

The first examples of the Favorskii-type rearrangement of α-monochloro ketimines are reported.The regiospecific opening of the intermediate cyclopropylideneamines parallels the opening of cyclopropanes under Favorskii-conditions.