21623-78-9

Basic information

• Product Name: Cyclohexane, 1-ethenyl-1-methyl-
• CAS NO: 21623-78-9
• Molecular Formula: C9H16
• Molecular Weight: 124.226
• Mol File: 21623-78-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 80 °C(Press: 95 Torr)
• Density: 0.8140 g/cm3
• CAS DataBase Reference: Cyclohexane, 1-ethenyl-1-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexane, 1-ethenyl-1-methyl-(21623-78-9)
• EPA Substance Registry System: Cyclohexane, 1-ethenyl-1-methyl-(21623-78-9)

Safety Data

• Hazardous Substances Data: 21623-78-9(Hazardous Substances Data)

Upstream product

• 141543-33-1 Dimethyl-phenyl-spiro[2.5]oct-1-ylmethyl-silane 
• 13061-96-6 dihydroxy-methyl-borane 
• 14228-29-6 1-pyrrolidin-1-yl-1-vinylcyclohexane 
• 823-96-1 Trimethylboroxine 
• 37003-57-9 2-methyl-1,3,2-dioxaborolane 
• 14352-58-0 (1-methylcyclohexyl)acetic acid 
• 79753-67-6 (2-cyclohexylidene-ethyl)dimethyl(phenyl)silane 
• 108-94-1 cyclohexanone 
• 22912-25-0 1-Pyrrolidin-1-yl-cyclohexanecarbonitrile 
• 51901-49-6 2-bromo-1,3,2-benzodioxaborole 
• 76200-10-7 exo-7-chloromethyl-1-methylbicyclo<4.1.0>heptane 
• 6140-64-3 1-methylcyclohexanecarbaldehyde 
• 68659-61-0 methyltriphenylphosphorane 
• 30451-82-2 C₁₆H₂₂N₂O₂S 

Downstream Products

• 28239-31-8 (Methyl-1'-cyclohexyl)-3-propionsaeure 
• 28239-39-6 (Methyl-1'-cyclohexyl)-4-butyronitril 
• 28239-40-9 Carboxy-2-(methyl-1'-cyclohexyl)-4-buttersaeure 
• 28239-38-5 Cyano-2-(methyl-1'-cyclohexyl)-4-buttersaeure 
• 28239-34-1 Carboaethoxy-2-(methyl-1'-cyclohexyl)-4-buttersaeure-aethylester 
• 28239-33-0 Cyano-2-(methyl-1'-cyclohexyl)-4-buttersaeure-aethylester 
• 28248-34-2 Trichloro-1,1,1-(methyl-1'-cyclohexyl)-3-propan 
• 28239-42-1 Tetrachloro-1,1,1,3-(methyl-1'-cyclohexyl)-3-propan 

Relevant articles and documents

Nickel catalysed coupling of allylamines and boronic acid

Allylamines function as substrates for cross-coupling with boronic acids in the presence of nickel(0) catalysts rather than palladium(0) catalysts.Aryl-, vinyl- and methyl-boronic acids function well.With vinyl derivatives, E-isomers couple more efficiently than Z-isomer and both fully retain the geometrical integrity.Methylations preferably employ the boronic esters like 2-methyl-1,3,2-benzodioxaborole or 2-methyl-1,3,2-dioxaborolane rather than methylboronic acid.The stereochemistry of the reaction involves a net inversion with respect to the allylamine.The regioselectivity is a function of ligand.Generally, sterically bulky donor phosphines promote new C-C bond formation at the less substituted position.Bidentate ligands, notably 1,1'-binaphthyl-2,2'-ylbis(diphenylphosphinite) (BINAPO), promote new C-C bond formation at the more substituted allyl terminus.The amines appear to be the preferred partner compared to allyl alcohols and esters with the boronic acids and give higher stereospecificity.

Ring-opening of Some Radicals containing the Cyclopropylmethyl System

Mono- and bi-cyclic radicals containing the cyclopropylmethyl system are readily generated by interaction of the appropriate halides with triphenyl- or tributyl-stannane.Each radical studied underwent ring-opening by fission of the more substituted βγ-bond.In the case of the secondary radical (12b) the new double bond was formed preferentially in the trans-configuration.Rate constants, which cannot be determined with high accuracy by this method, lie in the range 1E7-3E8 s-1 at 25 deg C.When generated by the flow method in the e.s.r. cavity α-hydroxycyclopropylmethyl radicals undergo β-fission followed by 1,5-hydrogen atom t ransfer to afford enoxyl radicals.The latter reaction occurs more slowly in water than in non-polar solvents.The rigid hydroxynortricyclyl (43) undergoes preferential fission of the less substituted βγ-bond, possibly because of the dipolar nature of the transition state.