1202-74-0

Basic information

• Product Name: 1,1'-Bicyclohexyl, 1,1'-dimethyl-
• CAS NO: 1202-74-0
• Molecular Formula: C14H26
• Molecular Weight: 194.36
• Mol File: 1202-74-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1,1'-Bicyclohexyl, 1,1'-dimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1'-Bicyclohexyl, 1,1'-dimethyl-(1202-74-0)
• EPA Substance Registry System: 1,1'-Bicyclohexyl, 1,1'-dimethyl-(1202-74-0)

Safety Data

• Hazardous Substances Data: 1202-74-0(Hazardous Substances Data)

Usage

Chemical structure

1,1'-Bicyclohexyl, 1,1'-dimethylis a chemical compound consisting of two cyclohexane rings bridged by a single carbon-carbon bond, with a methyl group at each of the 1,1' positions.

Unique structure

The compound's structure is characterized by its cyclic nature and the presence of methyl groups at the 1,1' positions, which contribute to its stereochemistry and reactivity.

Organic synthesis

It is commonly used as a starting material for the synthesis of various organic compounds, including pharmaceuticals, natural products, and agrochemicals.

Stereochemistry

Due to its cyclic structure and the presence of methyl groups, 1,1'-Bicyclohexyl, 1,1'-dimethylexhibits interesting stereochemistry, which is important for its reactivity and potential applications.

Reactivity

The compound's reactivity is influenced by its unique structure and stereochemistry, making it a valuable building block in the field of organic chemistry.

Potential applications

1,1'-Bicyclohexyl, 1,1'-dimethylmay have potential applications in fields such as materials science and chemical engineering, due to its unique structure and properties.

Building block

It serves as a valuable building block in organic chemistry, enabling the synthesis of a wide range of compounds with diverse applications.

Synthesis

The compound can be synthesized through various chemical reactions, making it accessible for use in research and industrial applications.

Molecular weight

The molecular weight of 1,1'-Bicyclohexyl, 1,1'-dimethylis approximately 168.32 g/mol.

Upstream product

• 591-47-9 4-methylcyclohexene 
• 7664-93-9 sulfuric acid 
• 1074-55-1 p-n-propyltoluene 
• 7664-39-3 hydrogen fluoride 
• 82166-21-0 methyl cyclohexane 
• 622-96-8 4-methylethylbenzene 
• 591-49-1 1-methylcyclohex-1-ene 
• 56-23-5 tetrachloromethane 

Relevant articles and documents

Efficient and selective oxidation of methyl substituted cycloalkanes by heterogeneous methyltrioxorhenium-hydrogen peroxide systems

Polymer-supported methyltrioxorhenium (MTO) systems are efficient catalysts for the oxidative functionalisation of cyclohexane and cyclopentane derivatives with H2O2 as oxygen donor. Using poly(4-vinyl)pyridine and poly(4-vinyl)pyridine-N-oxide as MTO supports, cycloalkanol, cycloalkanediol, cycloalkanone and ω-hydroxy methyl ketone derivatives were obtained in different yields depending on the experimental conditions. Interestingly, cycloalkane dimers were selectively recovered in acceptable to good yields when the oxidation was performed with polystyrene-microencapsulated MTO catalyst. The EPR investigation suggests that the homolytic cleavage of the CH3-Re bond with formation of CH3{radical dot} radicals occurs inside the polystyrene capsule, indicating a possible role of methyl radical in the cycloalkane dimerisation pathway.

Formation of three-membered rings by SHi displacement. Reverse of cyclopropyl ring opening

The general methods, photoinitiated or peroxide-initiated free radical chain additions of halomethanes to olefins, yield 1,2-addition products at temperatures ranging from 20 to 100°C. At lower temperatures, -42 to -104°C, a competitive reaction, subsequent to the addition of CCl2X., yields alkylcyclopropanes. The reactions of 1-octene or 1-hexene and 1-methylcyclohexene with atomic hydrogen carried out in the presence of several transfer agents (CCl4, CCl3Br, CCl2Br2) initiate a radical chain addition of CCl2X. and yield cyclized materials resulting from the SHi displacement of halogen by a carbon-centered radical. The radical displacement of a halogen on carbon, the reverse of homolytic displacement on cyclopropyl carbon, is dominant at low temperatures. The rate constants for cyclization (kc) vs transfer with halomethane (kt) showed isokinetic temperatures of -46°C (CCl4, 1-hexene); -35°C (CCl4, 1-methylcyclohexene). The isokinetic temperatures for the reactions of the two substrates carried out in the presence of BrCCl3 were calculated as -204 °C (1-octene) and -109°C (1-methylcyclohexene).