13294-73-0

Basic information

• Product Name: 1-Methylene-4β-tert-butylcyclohexane
• Synonyms: 1-Methylene-4-tert-butylcyclohexane;1-Methylene-4β-tert-butylcyclohexane;1-tert-Butyl-4-methylenecyclohexane;1β-tert-Butyl-4-methylenecyclohexane
• CAS NO: 13294-73-0
• Molecular Formula: C₁₁H₂₀
• Molecular Weight: 152.2765
• Mol File: 13294-73-0.mol
• Article Data: 35

Chemical Properties

• Boiling Point: 185.2°C at 760 mmHg
• Flash Point: 54.1°C
• Appearance: /
• Density: 0.81g/cm³
• Vapor Pressure: 0.967mmHg at 25°C
• Refractive Index: 1.449
• CAS DataBase Reference: 1-Methylene-4β-tert-butylcyclohexane(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Methylene-4β-tert-butylcyclohexane(13294-73-0)
• EPA Substance Registry System: 1-Methylene-4β-tert-butylcyclohexane(13294-73-0)

Safety Data

• Hazardous Substances Data: 13294-73-0(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 52, p. 281, 1987 DOI: 10.1021/jo00378a024

InChI:InChI=1/C11H20/c1-9-5-7-10(8-6-9)11(2,3)4/h10H,1,5-8H2,2-4H3

Upstream product

• 16980-56-6 cis-4-tert-butyl-1-methylcyclohexanol 
• 16980-55-5 trans-4-tert-butyl-1-methylcyclohexanol 
• 98-53-3 4-tercbutyl-cyclohexanone 
• 31729-70-1 bis(iodozinc)methane 
• 75-11-6 diiodomethane 
• 97634-88-3 cis-4-(t-butyl)-1-(phenylsulfonyl)cyclohexane 
• 3419-74-7 4-tert-Butyl-1-methylcyclohex-1-en 
• 77412-96-5 1-trifluoromethanesulfonyloxy-4-t-butylcyclohexene 
• 54724-66-2 4-tert-Butyl-1-(phenylselenomethyl)-cyclohexanol 
• 4746-97-8 cyclohexanedione monoethylene ketal 
• 55233-96-0 4-(1,1-dimethylethyl)cyclohex-3-en-1-one ethylene ketal 
• 2223-71-4 8-tert-Butyl-1,4-dioxa-spiro[4.5]decane 
• 56819-78-4 1-phenylthiomethyl(4-t-butyl)cyclohexanol 
• 344558-48-1 hydroxy-1 tertiobutyl-4 cyclohexane-acetate de methyle 

Downstream Products

• 1393449-16-5 1-((6-((4-tert-butylcyclohexylidene)methyl)naphthalen-2-yl)methyl)piperidine-4-carboxylic acid 
• 1393449-68-7 ethyl 1-((6-((4-(tert-butyl)cyclohexyl)methyl)naphthalen-2-yl)methyl)piperidine-4-carboxylate 
• 1393449-69-8 1-((6-((4-(tert-butyl)cyclohexyl)methyl)naphthalen-2-yl)methyl)piperidine-4-carboxylic acid 
• 1393449-15-4 ethyl 1-((6-((4-tert-butylcyclohexylidene)methyl)naphthalen-2-yl)methyl)piperidine-4-carboxylate 
• 54281-02-6 (S)-2-(4-(tert-butyl)cyclohex-1-en-1-yl)ethan-1-ol 
• 147033-21-4 (r-1,c-4)-1-bromo-1-bromomethyl-4-t-butylcyclohexane 
• 3419-74-7 4-tert-Butyl-1-methylcyclohex-1-en 

Relevant articles and documents

Wittig type methylenation of ketones with bis(iodozincio)methane and ionic liquid

Ketones were transformed into alkenes via methylenation with bis(iodozincio)methane and ionic liquid, 1-butyl-3-methyl-imidazolium hexafluorophosphate ([bmim][PF6]) in the absence of additional metal salt such as titanium chlorides.

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Alkylidenation of carbonyl compounds with gem-dizincioalkanes mediated with titanium dichloride

Olefination of carbonyl compounds with gem-dizincio-alkanes, bis(iodozincio)methane, 1,1-bis(iodozincio)ethane, and bis(bromozincio)methyltrimethylsilane, afforded the corresponding olefins in good to excellent yields.

Stereoelectronic effects: Perlin effects in cyclohexane-derived compounds

Stereoelectronic effects in cyclohexanones, methylenecyclohexanes, spiro, and epoxy compounds of cyclohexanes and further derivatives were investigated by measuring 1JC,H coupling constants and by identification of Perlin effects, th

Contra-thermodynamic Olefin Isomerization by Chain-Walking Hydrofunctionalization and Formal Retro-hydrofunctionalization

We report a contra-thermodynamic isomerization of internal olefins to terminal olefins driven by redox reactions and formation of Si-F bonds. This process involves chain-walking hydrosilylation of internal olefins and subsequent formal retro-hydrosilylation. The process rests upon the high activities of platinum hydrosilylation catalysts for isomerization of metal alkyl intermediates and a new, metal-free process for the conversion of alkylsilanes to alkenes. By this approach, 1,2-disubstituted and trisubstituted olefins are converted to terminal olefins.