2108-66-9

Usage

Uses

Used in Explosive Manufacturing:
Cyclohexyl Nitrate is used as a component in the production of explosives due to its high sensitivity to heat, shock, and friction. Its reactivity makes it a valuable ingredient in the creation of various explosive devices.
Used in Chemical Research:
Cyclohexyl Nitrate may also be utilized in chemical research and development, where its properties and reactions can be studied and potentially applied in the synthesis of other compounds or materials.

InChI:InChI=1/C6H11NO3/c8-7(9)10-6-4-2-1-3-5-6/h6H,1-5H2

Upstream product

• 110-82-7 cyclohexane 
• 626-62-0 Cyclohexyl iodide 
• 108-93-0 cyclohexanol 
• 108-85-0 1-bromocyclohexane 
• 542-18-7 cyclohexyl chloride 
• 75-52-5 nitromethane 
• 110-83-8 cyclohexene 
• 931-56-6 2-methoxycyclohexane 
• 932-92-3 cyclohexyl ethyl ether 
• 16224-09-2 benzyl cyclohexyl ether 
• 25246-83-7 cyclohexyl tert-butyl ether 
• 75-09-2 dichloromethane 
• 67-66-3 chloroform 
• 60-29-7 diethyl ether 

Downstream Products

• 108-93-0 cyclohexanol 
• 110-83-8 cyclohexene 
• 7664-41-7 ammonia 
• 10544-72-6 dinitrogen tetraoxide 
• 108-94-1 cyclohexanone 
• 66-25-1 hexanal 

Relevant academic research and scientific papers

Cyclohexanol nitration by a mixture of ammonium nitrate and sulfuric acid in a two-phase system

Cyclohexanol nitration by a mixture of ammonium nitrate and sulfuric acid in the presence of an organic solvent was studied.

Boosting one-step conversion of cyclohexane to adipic acid by NO2 and VPO composite catalysts

We demonstrate VPO composites as efficient catalysts for highly selective oxidation of cyclohexane to adipic acid with NO2. In particular, the Ni-Al-VPO composite catalyst exhibits the striking conversion of cyclohexane (60.6%) and exceptionally high selectivity towards adipic acid (85.0%). Moreover, N2O is an environmentally harmful gas, and its yield in the present process is only 0.03 t/t adipic acid, which is far below that obtained using the industrial method (0.3 t/t adipic acid). This work provides a new strategy for the one-step synthesis of dicarboxylic acids from cycloalkanes.

A simple and efficient approach for highly selective preparation of nitrocyclohexane from cyclohexane with tert-butyl nitrite catalyzed by N-hydroxyphthalimide

A simple and effective approach for highly selective preparation of nitrocyclohexane from cyclohexane using tert-butyl nitrite as a nitrating agent under atmospheric pressure has been successfully developed in this work. The results indicate that the N-hydroxyphthalimide catalyst gave the best results with 27.3 % of cyclohexane conversion and 88.0 % of selectivity to nitrocyclohexane under optimal reaction conditions. The present reaction provides a novel strategy for the synthesis of nitroalkanes from the nitration of low-carbon alkanes because of the mild reaction condition, simple experimental procedure and high selectivity towards the desired product. This method may be very significant to establish such a synthesis method for aliphatic nitro-compounds from the low-carbon alkanes in organic fields.

Synthesis of nitric acid esters from alcohols in a dinitrogen pentoxide/carbon dioxide liquid system

Organic nitric acid esters have been prepared in 89-98% yield by the nitration of the corresponding alcohols and polyols with N2O5 in liquid CO2.

Preparation of alkyl nitrates, nitrites, and thiocyanates from alcohols utilizing trichloroisocyanuric acid with triphenylphosphine

Alcohols in acetonitrile are converted into alkyl nitrates, nitrites, or thiocyanates by the action of triphenylphosphine and trichloroisocyanuric acid along with silver nitrate, silver nitrite, or sodium thiocyanate, respectively.

CATALYSTS COMPRISING CYCLIC ACYLUREA COMPOUNDS AND PROCESSES FOR PRODUCTION OF ORGANIC COMPOUNDS WITH THE SAME

A catalyst of the invention includes a cyclic acylurea compound having a cyclic acylurea skeleton represented by following Formula (I): wherein R is a hydrogen atom or a hydroxyl-protecting group; n is 1 or 2; G is a carbon atom or a nitrogen atom, where two Gs are the same or different when n is 2. The catalyst may include the cyclic acylurea compound and a metallic compound in combination. In the presence of the catalyst, (A) a compound capable of forming a radical is allowed to react with (B) a radical scavenging compound and thereby yields an addition or substitution reaction product of the compound (A) and the compound (B) or a derivative thereof. This catalyst can produce an organic compound with a high selectivity in a high yield as a result of, for example, an addition or substitution reaction under mild conditions.

Catalyst comprising a cyclic imide compound and process for producing organic compounds using the catalyst

A catalyst includes a cyclic imide compound having an N-substituted cyclic imide skeleton represented by following Formula (I): wherein X is an oxygen atom or a hydroxyl group, and having a solubility parameter of less than or equal to 26 [(MPa)?] as determined by Fedors method. The catalyst may further comprise a metallic compound. By allowing (A) a compound capable of forming a radical to react with (B) a radical scavenging compound in the presence of the catalyst, an addition or substitution reaction product between the compound (A) and the compound (B) or a derivative thereof can be obtained.

PROCESS FOR THE PREPARATION OF NITRO COMPOUNDS AND METHOD FOR THE REMOVAL OF NITROGEN DIOXIDE

In the invented process for producing a nitro compound, an organic substrate and nitrogen dioxide are reacted in the presence of oxygen or are reacted in a molar ratio of nitrogen dioxide to the organic substrate of less than 1 to yield a corresponding nitro compound. The reaction may be performed in the presence of N-hydroxyphthalimide or other imide compounds. Such organic substrates include (a) aliphatic hydrocarbons, (b) alicyclic hydrocarbons, (c) non-aromatic heterocyclic compounds each having a carbon atom on a ring, which carbon atom is bonded to a hydrogen atom, (d) compounds each having a carbon-hydrogen bond at the adjacent position to an aromatic ring, and (e) compounds each having a carbon-hydrogen bond at the adjacent position to a carbonyl group. This process can efficiently nitrate an organic substrate even under relatively mild conditions.

Chemistry of the cyclopentoxy and cyclohexoxy radicals at subambient temperatures

The Cl-atom initiated oxidation mechanisms of both cyclopentane and cyclohexane have been studied as a function of temperature using an environmental chamber/FTIR technique. The oxidation of cyclohexane leads to the formation of the cyclohexoxy radical, the chemistry of which is characterized by a competition between ring-opening (R5) and reaction with O2 (R6) to form cyclohexanone. The yield of cyclohexanone is shown to increase with decreasing temperature, and a rate coefficient ratio k6/k5 = (1.3 ± 0.3) × 10-27 exp(5550 ± 1100/T) cm3 molecule-1 is obtained. The energy barrier to ring-opening is estimated to be 11.5 ± 2.2 kcal/mol. The dominant fate of the cyclopentoxy radical, formed in the Cl-atom initiated oxidation of cyclopentane, is ring-opening under all conditions studied here (230-300 K, 50-500 Torr O2), with only a minor contribution from the O2 reaction at the lowest temperatures studied. The barrier to ring-opening for the cyclopentoxy radical is probably less than 10 kcal/mol.