51115-67-4

Basic information

• Product Name: N,2,3-Trimethyl-2-isopropylbutamide
• Synonyms: FEMA 3804;2-ISOPROPYL-N,2,3-TRIMETHYLBUTYRAMIDE;N,2,3-TRIMETHYL-2-ISOPROPYLBUTAMIDE;N,2,3-TRIMETHYL-2-ISOPROPYLBUTANAMIDE;WS-23;methyldiisopropylpropionamide;N,2,3-Trimethyl-2-isopropylbutanamide,WS-23;2-Isopropyl-N,2,3-trimethylbutanamide
• CAS NO: 51115-67-4
• Molecular Formula: C₁₀H₂₁NO
• Molecular Weight: 171.28
• EINECS: 256-974-4
• Mol File: 51115-67-4.mol

Chemical Properties

• Melting Point: 58-61 °C
• Boiling Point: bp0.35mm 83-85°
• Flash Point: 132 °C
• Appearance: /
• Density: 0.9419 (rough estimate)
• Vapor Pressure: 0.0573mmHg at 25°C
• Refractive Index: 1.4621 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 16.46±0.46(Predicted)
• Merck: 14,9716
• CAS DataBase Reference: N,2,3-Trimethyl-2-isopropylbutamide(CAS DataBase Reference)
• NIST Chemistry Reference: N,2,3-Trimethyl-2-isopropylbutamide(51115-67-4)
• EPA Substance Registry System: N,2,3-Trimethyl-2-isopropylbutamide(51115-67-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-52/53
• Safety Statements: 37/39-26
• Hazardous Substances Data: 51115-67-4(Hazardous Substances Data)

Usage

Uses

Used in Foods, Beverages, Tobacco Products, Toiletries, Cosmetics, and Pharmaceuticals:
N,2,3-Trimethyl-2-isopropylbutamide is used as a physiological coolant for providing a cooling and refreshing sensation in various consumer products.
Used in Electronic Cigarette Liquids:
N,2,3-Trimethyl-2-isopropylbutamide is used as a flavored compound in electronic cigarette liquids, contributing to the overall taste and experience of vaping.
Used in Oral Care Preparations:
N,2,3-Trimethyl-2-isopropylbutamide is used as a cooling agent in oral care products to create a sense of freshness and cleanliness.
Chemical Synthesis:
N,2,3-Trimethyl-2-isopropylbutamide can be synthesized through a Ritter reaction using N,2,3-trimethyl-2-isopropylbutyronitrile as the starting material and alkylating agents such as borates, carbonates, or phosphates.

Trade name

Winsense WS-23 (Renessenz).

InChI:InChI=1/C10H21NO/c1-7(2)10(5,8(3)4)9(12)11-6/h7-8H,1-6H3,(H,11,12)

Upstream product

• 67-56-1 methanol 
• 55897-64-8 2,2-diisopropylpropionitrile 
• 616-38-6 carbonic acid dimethyl ester 
• 67029-99-6 3-isopropyl-3,4-dimethyl-pentan-2-one 

Downstream Products

• 75-93-4 methyl bisulfate 
• 23119-04-2 2-isopropyl-2,3-dimethylbutanoic acid 
• 51115-81-2 2-isopropyl-2,3-dimethylbutanoyl chloride 

Relevant articles and documents

Method of using solid acid catalyst to synthesize amide-type cooling agent

The invention belongs to the technical field of compound preparation, and discloses a method of using a solid acid catalyst to synthesize an amide-type cooling agent. According to the method, 2,2-diisopropyl propane nitrile, C1-C6 lower aliphatic alcohols, and water are taken as the raw materials; and under the action of a solid acid catalyst, thermostatic alcoholysis circular reactions are carried out in a fixed bed reactor. Solid acids are used to replace liquid acids, the problem that a large amount of low concentration acidic wastewater is generated in conventional cooling agent production is solved, the discharge of waste solid, waste gas, and wastewater is reduced, at the same time, the corrosion on production equipment is largely reduced; the method is green and environmentally friendly; a fixed bed reactor is adopted, an outer circulation type reaction technology is used, the alcoholysis process of converting cyano groups into N-alkyl amide is smoothly carried out, the lower aliphatic alcohols can be circularly used after being separated by a gas-liquid separator; the raw material waste is reduced, and continuous production is realized.

Synthetic method of cooling agent N,2,3-trimethyl-2-isopropyl butylamide

The invention discloses a synthetic method of cooling agent N,2,3-trimethyl-2-isopropyl butylamide. The synthetic method comprises the following steps: (1) enabling methyl acetoacetate to react with 2-bromopropane under the condition of strong alkali to obtain 3,3-diisopropyl acetoacetate methyl ester; (2) enabling the obtained 3,3-diisopropyl acetoacetate methyl ester to react with ethylene glycol, so that keto-carbonyl groups are protected, hydrolyzing ester into hydroxyl in the presence of a reducing agent, then enabling the hydroxyl to react with p-methyl benzene sulfonic chloride, then removing parabensulphonate, and obtaining 3-isopropyl-4-methyl-2-pentanone; and (3) enabling the 3-isopropyl-4-methyl-2-pentanone to react with hydroxylamine hydrochloride, and then performing the beckmann rearrangement under an acid condition to obtain N,2,3-trimethyl-2-isopropyl butylamide. According to the method, the N,2,3-trimethyl-2-isopropyl butylamide is successfully obtained by virtue of methylation of ester groups and the Beckmann rearrangement, and a novel synthetic method is provided for synthesizing WS-3; and moreover, the method is high in yield and suitable for mass production.

Method for making amides

The invention relates to the manufacture of amide compounds provided through the reaction of nitrile compounds and a sulfate compound to form the related amide compound. In a preferred embodiment a diol or a triol is employed as a solvent, thereby increasing the yield of the product.

Lower primary alkanols and their esters in a Ritter-type reaction with nitriles. An efficient method for obtaining N-primary-alkyl amides

N-Primary-alkyl amides RCONHR1 were obtained by a Ritter-type reaction of nitriles RCN with lower primary alkanols R1OH or their esters in the presence of acids.

Method for making amides

The invention relates to the manufacture of amide compounds provided through the reaction of nitrile compounds and a sulfate compound to form the related amide compound. In a preferred embodiment a diol or a triol is employed as a solvent, thereby increasing the yield of the product.

Acyclic carboxamides having a physiological cooling effect

Compositions are disclosed having a physiological cooling action on the skin. The compositions contain, as the active ingredient, certain acyclic tertiary and secondary carboxamides.