6498-39-1

Upstream product

• 67820-31-9 acetoxy-2-chlorocyclohex-2-ene 
• 23595-96-2 6,6-dichlorobicyclo[3.1.0]hexane 
• 822-87-7 2-Chlorocyclohexanone 
• 930-68-7 cyclohexenone 
• 142-29-0 cyclopentene 
• 930-66-5 1-chlorocyclohexene 
• 17336-81-1 2,2-dichlorocyclohexanone 
• 3400-88-2 2-chlorocyclohex-2-en-1-one 
• 40099-06-7 1,6-dichlorocyclohexene 

Downstream Products

• 474834-45-2 2-chloro-3-(ethoxymethoxy)cyclohexene 
• 474834-44-1 2-chloro-3-methoxycyclohexene 
• 70767-39-4 6-bromo-1-chlorocyclohex-1-ene 
• 120698-56-8 2-chloro-3-benzoylcyclohexene 
• 89850-62-4 2-chloro-cyclohex-2-enone semicarbazone 
• 474834-59-8 1-(3-ethoxymethoxy-1-cyclohexen-2-yl)cyclohexan-1-ol 

Relevant academic research and scientific papers

NITROGEN-CONTAINING HETEROCYCLIC COMPOUND AND COMPOSITION THEREOF, PREPARATION METHOD THEREFOR, AND APPLICATION THEREOF

Disclosed by the present invention are a nitrogen-containing heterocyclic compound, and a composition thereof, a preparation method therefor and an application thereof. The structure of the nitrogen-containing heterocyclic compound according to the presen

Synthesis of Halomethyl Isoxazoles/Cyclic Nitrones via Cascade Sequence: 1,2-Halogen Radical Shift as a Key Link

A novel iminoxyl radical-promoted dichotomous regioselective 5-exo-trig cyclization onto vinylic halogen/1,2-halogen radical shift sequence is developed for the synthesis of halomethyl isoxazoles/cyclic nitrones using β-halo-β,?- and ?-halo-?,?-unsaturated ketoximes as the substrates and PhI(OAc)2/TEMPO as the oxidation system. DFT calculations reveal that a halogen-bridged three-membered ring transition state is involved in the 1,2-Cl-/Br-atom shift, while the 1,2-I atom migration can be taken into account with an elimination/readdition mechanism. The migration ability was indicated to be ranked in the following order: I > Br > Cl.

Six- and five-membered 3-alkoxy-2-lithiocycloalkenes: New stable non-anionic β-functionalised organolithium compounds

Naphthalene-catalysed reductive lithiation of various functionalised chlorocycloalkenes 18 leads to the corresponding non-anionic β-alkoxyfunctionalised organolithium reagents 14. Their reaction with different electrophiles, such as water, aldehydes, keto

2-Halo-2-cyclohexenols from 6,6-dihalobicyclo-[3.1.0]hexanes and dimethyl sulfoxide. Studies towards a non-basic hydroxide equivalent

A practical, high yielding, cheap and mild method for the synthesis of 2-halo-2-cycloalkenols, especially 2-bromo-2-cyclohexenol, is reported. Direct conversion from a variety of thermally labile n,n-dihalobicyclo[n-3.1.0]alkanes to 2-halo-2-cycloalkenols can be achieved without using silver salts by simple heating in DMSO. The intermediate 1,n-dihalocycloalkenes immediately undergo indirect allylic substitution with DMSO to yield the corresponding halocycloalkenols. A possible mechanism for the substitution step comprises nucleophilic attack by DMSO followed by a Pummerer rearrangement and hydrolytic decomposition. Kinetic and mechanistic experiments to verify the course of the reaction are presented. Acta Chemica Scandinavica 1997.

Synthesis and Solvolysis of Bicyclohept-3-en-2-yl, Bicyclohept-2-yl, and 2-Halogenocyclohex-2-en-1-yl Methanesulfonates and p-Nitrobenzoates

As an extension of previous work bicyclohept-3-en-2-ol (5) was synthesised in four steps from benzvalene and is now much more accessible than by former routes.The 3-bromo derivative 9 of 5 was obtained from bicyclohexene by addition of dibromocarbene and hydrolysis of the resulting dibromide 8. - Methanesulfonates were prepared from 5, 9, 2-norpinanol (7) as well as from 2-bromo- (11a) and 2-chlorocyclohex-2-en-1-ol (11b).Due to its high reactivity, the bicycloheptenyl mesylate 12 could only be characterized by low-temperature NMR spectra.At 20 deg C, 2-norpinyl mesylate (16) rearranged slowly to endo- (endo-17) and exo-2-norbornyl mesylate (exo-17) in the ratio 2:1.The formation of endo-17 was also the major process on treatment of 16 with aqueous ethanol or acetone. - Solvolyses of bicycloheptenyl mesylates 12 and 20 proceed 4-5 times more slowly than solvolyses of corresponding cyclohexenyl mesylates 21c and 21a.The β-bromine substituent deactivates solvolyses of 21a compared with 21c, and 20 compared with 12, by a factor of 2E3.The allylic double bond accelerates solvolyses of 21c compared with cyclohexyl mesylate by a factor of 1E7.However, 12 solvolyses only 100 times faster than norpinyl mesylate 16, showing a 1E5-fold effect due to cyclobutylcarbinyl ring expansion.From solvolysis data the energy difference between the 2-norpinyl and 2-norbornyl cation is estimated to be 16 kcal mol-1, in fair agreement with a recent ab initio calculation. - Key Words: Bicyclohept-3-en-2-ol, synthesis of / Cyclobutylcarbinyl mesylates, solvolysis of / 2-Norpinyl cation / β-Halogen substituent effects on substitution rates / p-Nitrobenzoates, alkyl-oxygen versus acyl-oxygen cleavage

Preparation of chiral allylic alcohols using Rhizopus nigricans. Use of the Harada-Nakanishi exciton chirality method for verifying configurational assignments of allylic alcohols

A series of (R) acyclic and cyclic allylic alcohols was prepared by enantioselective hydrolysis of acetates using Rhizopus nigricans.The configurations of the alcohols formed were established by chemical methods and, in the case of 1,2-benzocyclohepta-1,3