20691-52-5

Basic information

• Product Name: 4-tert-butylcyclohexanecarbaldehyde
• Synonyms: 4-tert-butylcyclohexanecarbaldehyde;Cyclohexanecarboxaldehyde, 4-(1,1-dimethylethyl)-;4-(1,1-Dimethylethyl)cyclohexanecarbaldehyde;4-tert-Butyl-cyclohexanecarboxaldehyde;Einecs 243-974-4
• CAS NO: 20691-52-5
• Molecular Formula: C₁₁H₂₀O
• Molecular Weight: 168.2759
• EINECS: 243-974-4
• Mol File: 20691-52-5.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 222.7°Cat760mmHg
• Flash Point: 75.3°C
• Appearance: /
• Density: 0.938g/cm³
• Vapor Pressure: 0.1mmHg at 25°C
• Refractive Index: 1.497
• CAS DataBase Reference: 4-tert-butylcyclohexanecarbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 4-tert-butylcyclohexanecarbaldehyde(20691-52-5)
• EPA Substance Registry System: 4-tert-butylcyclohexanecarbaldehyde(20691-52-5)

Safety Data

• Hazardous Substances Data: 20691-52-5(Hazardous Substances Data)

Usage

Description

4-tert-Butylcyclohexanecarbaldehyde is a chemical compound characterized by the molecular formula C13H22O. It is a colorless liquid with a distinctive, strong odor. 4-tert-Butylcyclohexanecarbaldehyde is recognized for its versatility in chemical reactions and its applications across various industries, particularly as a flavoring agent in the food industry and in the synthesis of pharmaceuticals and other organic compounds. Despite its utility, it is considered a flammable and potentially hazardous substance that requires careful handling.

Uses

Used in the Food Industry:
4-tert-Butylcyclohexanecarbaldehyde serves as a flavoring agent, contributing to the enhancement of food products' aroma and taste profiles. Its strong odor makes it a valuable component in creating complex and appealing flavor profiles in a variety of food items.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, 4-tert-Butylcyclohexanecarbaldehyde is utilized as a key intermediate in the synthesis of various organic compounds and pharmaceuticals. Its chemical reactivity allows for the creation of a wide range of medicinal agents, contributing to the development of new drugs and therapies.
Used in Organic Chemistry:
4-tert-Butylcyclohexanecarbaldehyde is employed as a versatile reagent in organic chemistry due to its ability to participate in numerous chemical reactions. This makes it instrumental in the synthesis of a broad spectrum of organic compounds for research and industrial applications.
Used in Fragrance Industry:
The strong odor of 4-tert-Butylcyclohexanecarbaldehyde also makes it suitable for use in the fragrance industry, where it can be incorporated into perfumes, colognes, and other scented products to provide unique and desirable olfactory characteristics.
Safety Considerations:
Given its flammability and potential hazards, 4-tert-Butylcyclohexanecarbaldehyde must be handled with appropriate safety measures in place. This includes proper storage, use of protective equipment, and adherence to safety protocols to minimize risks associated with its use.

InChI:InChI=1/C11H20O/c1-11(2,3)10-6-4-9(8-12)5-7-10/h8-10H,4-7H2,1-3H3

Upstream product

• 63830-88-6 4-t-Butylcyclohexan-1-oxiran-2-ylmethyltrimethylsilane 
• 201230-82-2 carbon monoxide 
• 2228-98-0 4-tert-butylcylohexene 
• 113388-53-7 Formic acid 4-tert-butyl-cyclohexylidenemethyl ester 
• 110166-50-2 2-(4-tert-Butyl-cyclohexyl)-benzo[1,3]dithiole 
• 56300-88-0 2-(4-tert-butylcyclohexylidene)acetaldehyde 
• 98-53-3 4-tercbutyl-cyclohexanone 
• 60-29-7 diethyl ether 
• 20691-53-6 (4-(tert-butyl)cyclohexyl)methanol 
• 5451-55-8 4-tert-butylcyclohexanecarboxylic acid 

Downstream Products

• 15619-18-8 trans-4-tert-Butylcyclohexanecarbonitrile 
• 15619-19-9 cis-4-tert-Butylcyclohexanecarbonitrile 
• 31865-37-9 cis/trans-4-tert-Butylcyclohexancarbonitril 

Relevant articles and documents

Method for reducing carboxylic acid into aldehyde compounds

The invention discloses a method for reducing carboxylic acid into aldehyde compounds, and belongs to the field of organic chemical synthesis. Specifically, in an argon atmosphere, a carboxylic acid compound, a transition metal nickel compound, an anhydride compound, a ligand and a reducing agent are dissolved in an organic solvent, the mixture is heated and subjected to stirring reaction, after the reaction is finished, the pressure is reduced to remove the organic solvent, column chromatography separation is performed, and various aldehyde compounds are obtained. The method has the advantages of simple synthesis steps, mild reaction conditions, simplicity and easiness in operation, realization of successful reduction of the carboxylic acid compound into the aldehyde organic compounds, small use amount of the reaction catalyst, high product yield, and provision of a new approach for reduction of the carboxylic acid compound into the aldehyde compounds. Compared with a conventional method, the method has the advantages that raw materials are cheap, easy to obtain and environmentally friendly, substrate universality and functional group compatibility are improved, and the method hascertain innovativeness and unique research significance in organic synthesis methodology.

REACTION OF α,β-UNSATURATED ALDEHYDES WITH HYDROGEN PEROXIDE CATALYSED BY BENZENESELENINIC ACIDS AND THEIR PRECURSORS

Oxidation of α,β-unsaturated aldehydes with hydrogen perixide catalysed by benzeneselenic acids and their precursors has been investigated.Bis 2-nitrophenyl diselenide has proved to be the most effective catalyst.The major products resulting from the oxidation are vinyl formates (a) which on hydrolysis give saturated aldehydes or ketones (g) having the carbon chain shortened by one carbon atom, compared with the starting aldehydes.The minor products are formyloxyoxiranes (b), α-hydroxycarbonyl (e) and α-formyloxycarbonyl (f) compounds with the carbon chain shortened by one carbon atom.Carbonyl compounds d, formally derived from an oxidative fission of the carbon-carbon double bond, have been also isolated.Diformyloxy (4c) and formyloxyacetoxy phenylmethane (5c) have been isolated when cinnamaldehyde (4) or 1-phenyl-2-formyloxypropane (5a) were oxidized, respectively.Possible mechanisms of formation of these products are discussed.Similar products resulted when α,β-unsaturated aldehydes were oxidized with organic peroxy acids.

SILICON IN SYTHESIS-17 CHLROMETHYL(TRIMETHYLSILYL)LITHIUM-A NEW REAGENT FOR THE DIRECT CONVERSION OF ALDEHYDES AND KETONES INTO α,β-EPOXYTRIMETHYLSILANES

Treatment of chloromethyltrimethylsilane 1 with sec-BuLi at -78 deg produces chloromethyl(trimethylsilyl)lithium 4.Treatment of 4 with a wide range of aldehydes and ketones gives α,β-epoxytrimethylsilanes 5-28, which on acidic hydrolysis give homologated aldehydes.