18720-30-4

Usage

Uses

Used in Pharmaceutical Synthesis:
1-Norbornanecarboxylic acid is used as a precursor in the synthesis of various pharmaceuticals for its ability to undergo various chemical reactions. Its unique structure and reactivity make it a valuable component in the development of new drugs and medicinal compounds.
Used in Agricultural Chemical Production:
1-Norbornanecarboxylic acid is utilized as a starting material in the production of agricultural chemicals, contributing to the development of effective and innovative agrochemicals for crop protection and enhancement.
Used in Polymer and Resin Manufacturing:
1-Norbornanecarboxylic acid is employed in the manufacturing of polymers and resins, where its chemical properties and reactivity are leveraged to create high-performance materials with diverse applications in various industries.
Used in Organic Synthesis:
1-Norbornanecarboxylic acid is used as a versatile compound in organic synthesis, enabling the creation of a wide range of organic compounds for research and industrial applications. Its unique structure and reactivity make it an essential component in the synthesis of complex organic molecules.

InChI:InChI=1/C8H12O2/c9-7(10)8-3-1-6(5-8)2-4-8/h6H,1-5H2,(H,9,10)

Upstream product

• 110-82-7 cyclohexane 
• 41798-00-9 acide bicyclo<2.2.1>heptane peroxycarboxylique-1 
• 2287-57-2 methyl bicyclo<2.2.1>heptane-1-carboxylate 
• 2094-67-9 bicyclo<2.2.1>heptane-1-carbaldehyde 
• 110371-20-5 4-Chlorocarbonyl-bicyclo[2.2.1]heptane-1-carboxylic acid methyl ester 
• 124-38-9 carbon dioxide 
• 765-67-3 1-chlorobicyclo[2.2.1]heptane 
• 934-28-1 norbornane-2-carboxylic acid 
• 15023-45-7 methyl exo-2-bromobicyclo<2.2.1>heptane-1-carboxylate 
• 2534-90-9 exo-2-bromobicyclo<2.2.1>heptane-1-carboxylic acid 
• 85173-54-2 exo-2-bromobicyclo<2.2.1>heptane-1-carboxylic acid chloride 
• 123463-12-7 methyl 4-iodobicyclo<2.2.1>heptane-1-carboxylate 
• 74830-47-0 exo,endo-2-bromobicyclo<2.2.1>heptane-1-carboxylic acid 
• 69095-03-0 norbornane-1-carboxamide 

Downstream Products

• 2287-57-2 methyl bicyclo<2.2.1>heptane-1-carboxylate 
• 1015-14-1 Phenyl-norbornyl-⁽¹⁾-keton 
• 2534-90-9 exo-2-bromobicyclo<2.2.1>heptane-1-carboxylic acid 
• 699-55-8 bicyclo[2.2.2]octane-1-carboxylic acid 
• 2574-42-7 bicyclo<2.2.2>octane-1-methanol 
• 7363-97-5 bicyclo<2.2.2>octane-1-carboxaldehyde tosylhydrazone 
• 149891-94-1 bicyclo<2.2.2>octane-1-carboxaldehyde-d tosylhydrazone 
• 131230-07-4 Bicyclo<2.2.1>hept-1-ylmethylketoxim-pikrat 
• 279-23-2 norbornene 
• 69095-03-0 norbornane-1-carboxamide 
• 94710-41-5 Phenylcarbamoryl-Derivat d. Dimethyl-norbornyl-⁽¹⁾-carbinols 
• 1318800-69-9 C₂₀H₂₂ClN₃O₂ 
• 1318800-82-6 C₂₀H₂₀ClN₃O 
• 765-67-3 1-Norbornyl-chlorid 

Relevant academic research and scientific papers

Azodioxide radical cations

This report provides the first examples of solution-stable azodioxide radical cations and describes their direct spectroscopic observation and, in one case, their thermal chemistry. The formal oxidation potentials, Eo′, for N,N′-dioxo-2,3-diazabicyclo[2.2.2]oct-2-ene (3), N,N′-dioxo-2,3-diazabicyclo[2.2.1]hept-2-ene (4), and N,N′-dioxo-1,1′-azobis(norbornane) (5) are 1.65, 1.68, and 1.54 V vs SCE, respectively. ESR spectroscopy shows the intermediate cations to be π radicals. Radical cation 5?+ (red, λm 510 nm) has a five-line ESR spectrum of a(2N) 1.1 G, while 3?+ (bronze) has a nine-line ESR spectrum simulated as a(4H) 0.86 and a(2N) 1.22 G. Both 3?+ and 5?+ decay in seconds to minutes at room temperature. Thermal decomposition of 5?+ results in C,N and N,N bond cleavage, yielding 1-norbornyl cation (trapped by solvent) and NO+ (trapped in low yield by the oxidant under chemical oxidation conditions). Two viable mechanisms are presented for 5?+'s thermal decay, both of which invoke nitrosoalkane monomer 5m as an intermediate. In a related study, oxidation of nitrosoalkane 2m is found to mediate its facile denitrosation. This work affords the first examples of electron-transfer-mediated C,N bond cleavage of azodioxides and of nitrosoalkanes. Substantial bond weakening is shown to accompany electron loss from these substrates. For 5, π oxidation leads ultimately to σ C,N bond activation.

1-Norbornyllithium as a precursor for the synthesis of novel organic 1-bicyclo[2.2.1]heptane derivatives and for the improved preparation of 1-chloro-bicyclo[2.2.2]octane

An improved strategy for synthesis of 1-chloro-bicyclo[2.2.2]octane is described in which the key compounds 1-norbornyl substituted ethyl formate or 1-norbornylcarbaldehyde were prepared from 1-norbornyllithium. The latter appeared as a useful precursor for the synthesis of various organic bridgehead substituted derivatives.

CARBOCYCLIC PROLINAMIDE DERIVATIVES

This invention is directed to novel carbocyclic prolinamide derivatives of Formula (I), and pharmaceutically acceptable salts, solvates, solvates of the salt and prodrugs thereof, useful in the prevention (e.g., delaying the onset of or reducing the risk

DERMATOLOGICAL COMPOSITIONS AND METHODS

Disclosed are methods and compositions for regulating the melanin content of mammalian melanocytes; regulating pigmentation in mammalian skin, hair, wool or fur; treating or preventing various skin and proliferative disorders; by administration of various compounds, including alcohols, diols and/or triols and their analogues.

Treatment of neurodegenerative diseases

Disclosed are methods for increasing the differentiation of mammalian neuronal cells for purposes of treating neurodegenerative diseases or nerve damage by administration of various compounds including alcohols, diols and/or triols and their analogues.

Treatment of diseases mediated by the nitric oxide/cGMP/protein kinase G pathway

Disclosed are methods and compositions for stimulating cellular nitric oxide (NO) synthesis, cyclic guanosine monophosphate levels (cGMP), and protein kinase G (PKG) activity for purposes of treating diseases mediated by deficiencies in the NO/cGMP/PKG signal transduction pathway, by administration of various compounds including alcohols, diols and/or triols and their analogues.

Bicyclonon-1-ene: Matrix Isolation and Spectroscopic Characterization of a Moderately Strained Bridgehead Olefin

Bicyclonon-1-ene was generated in low-temperature matrices and in fluid solutions by photodecomposition of bicyclooct-1-yldiazomethane and its photorearrangement product, 3-(bicyclooct-1-yl)diazirine.It was characterized by IR and UV absorption and by 1H and 13C NMR spectroscopy.Further evidence for the proposed structure was provided by self-trapping and by the spectral effects of deuteration on the olefinic carbon.Observed IR spectra and isotopic shifts agree well with the results of semiempirical (MNDO) and ab initio (SCF/6-31G*) calculations.

cis-Diazenes. Pressure Effects on Their Thermal Deazatization and Isomerization Reactions

Effects of pressure on solution-phase rates of overall thermal decomposition, deazatization, and isomerization of several symmetric cis-diazenes (cis-azoalkanes) have been determined in hexane and in ethanol.Increasing pressure decreases all the rates.The large positive activation volumes for deazatization (e.g., +16 to +22 cm3/mol) have been interpreted in terms of a one-bond scission mechanism and an intermediate diazenyl radical.The smaller positive activation volumes for isomerization (e.g., +5 to +7 cm3/mol) are consistent with a nonradical inversion mechanism.Dramatic differences in rates between polar and nonpolar solvents are consistent with these mechanisms.

cis-Diazenes. Viscosity Effects, One-Bond Scission, and Cis-Trans Isomerization

Effects of solvent viscosity on the rates of overall thermal decomposition, deazatization, and iomerization of several symmetric and unsymmetric cis-diazenes (cis-azoalkanes) have been determined in pure alkanes and mixtures of octane and mineral oil.Increasing viscosity decreases the overall decomposition and deazatization rates for all of these cis-diazenes.While isomerization rates also decrease with increasing viscosity for most of the diazenes, that for cis-N-tert-butyl-N'-1-norbornyldiazene (1) increases.These results are interpreted in terms of deazatization via one-bond scission and an intermediate diazenyl radical, isomerization via nonradical inversion, and the possibility of isomerization via a diazenyl radical for 1.