18913-27-4

Basic information

• Product Name: Cyclohexene, 3-chloro-5-methyl-, trans-
• CAS NO: 18913-27-4
• Molecular Formula: C7H11Cl
• Molecular Weight: 130.617
• Mol File: 18913-27-4.mol

Chemical Properties

• CAS DataBase Reference: Cyclohexene, 3-chloro-5-methyl-, trans-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexene, 3-chloro-5-methyl-, trans-(18913-27-4)
• EPA Substance Registry System: Cyclohexene, 3-chloro-5-methyl-, trans-(18913-27-4)

Safety Data

• Hazardous Substances Data: 18913-27-4(Hazardous Substances Data)

Upstream product

• 69685-64-9 (1S,5S)-5-methyl-2-cyclohexenol 
• 914652-13-4 (1S)-trans-5-methyl-cyclohex-2-enol 
• 7719-09-7 thionyl chloride 
• 60-29-7 diethyl ether 
• 3718-55-6 trans-5-methyl-2-cyclohexen-1-one 
• 3718-55-6 5-methyl-2-cyclohexen-1-ol 
• 22049-46-3 (±)-cis-5-methyl-2-cyclohexenol 
• 73610-84-1 (1R,5R)-5-methyl-2-cyclohexenol 
• 19656-98-5 5-methyl-1,3-cyclohexadiene 
• 19656-98-5 (+)-1-methyl-cyclohexadiene-(2.4) 

Relevant articles and documents

The effect of chloride ions on the mechanism of the oxidative addition of cyclic allylic carbonates to Pd0 complexes by formation of neutral [(η1-allyl)PdClL2] complexes

The reversible oxidative addition of a cyclic allylic carbonate cis-1 to palladium(0) complexes ligated by PPh3 is affected by chloride ions in DMF or chloroform. In the presence of chloride ions, the oxidative addition may become irreversible

Reactions of (Organostannyl)- and (Organogermyl)lithium Reagents with Some (Allylic) Cyclohex-2-enyl Chlorides

The stereo- and regiochemistries of the reactions between (trimethylgermyl)lithium, (triphenylstannyl)lithium, and (trimethylstannyl)lithium and cis- and trans-5-methyl-2-cyclohexenyl chlorides, 3,5-dimethyl-2-cyclohexenyl chlorides, and some deuterated derivatives have been investigated utilizing 1H, 2H, 13C, and 119Sn nuclear magnetic resonance spectroscopy.The major substitution pathway (forming the allylic organometallic) involves configurational inversion at carbon and is accompanied by an insignificant level of 2H relocation between the allylic positions.The SN2 mechanism is strongly implicated.Serious side reactions accompany the reactions of (trimethylgermyl)lithium generated in hexamethylphosphoric triamide (HMPA), and significant amounts of digermanes and cyclohexenyldimethylamines form.The latter almost certainly result from chloride displacement by dimethylamide ((CH3)2N:-, formed by alkali metal cleavage of HMPA), such displacement proceeding regio- and stereospecifically in accord with the SN2 pathway.Pentamethyl(cyclohex-2-enyl)digermanes which are formed stereospecifically, are considered to result from chloride displacement by (pentamethyldigermyl)lithium, formed by dimethylgermylene insertion into (trimethylgermyl)lithium itself.Certain redistribution reactions of the pentamethyl(cyclohex-2-enyl)digermanes have been observed.