62472-38-2

Usage

Uses

Used in Organic Synthesis:
Tricyclo[3.3.1.1(3,7)]decane-1,3-dicarbonitrile serves as a valuable intermediate in organic synthesis, particularly for the preparation of complex organic molecules. Its tricyclic structure and cyano groups provide a versatile platform for further chemical modifications and functionalization, enabling the synthesis of a wide range of organic compounds with diverse applications.
Used in Materials Science:
In the field of materials science, Tricyclo[3.3.1.1(3,7)]decane-1,3-dicarbonitrile can be utilized as a building block for the development of novel materials with unique properties. Its rigid tricyclic structure and functional cyano groups can contribute to the formation of polymers, coatings, or other materials with enhanced mechanical, thermal, or chemical properties.
Used in Pharmaceutical Research and Development:
Tricyclo[3.3.1.1(3,7)]decane-1,3-dicarbonitrile holds promise in pharmaceutical research and development as a potential lead compound for the discovery of new drugs. Its unique structure and functional groups can be optimized to target specific biological pathways or receptors, potentially leading to the development of innovative therapeutic agents for various diseases.
Used in Chemical Sensors:
Due to the presence of cyano groups, Tricyclo[3.3.1.1(3,7)]decane-1,3-dicarbonitrile can be employed in the design and development of chemical sensors. The interaction of these cyano groups with specific analytes can result in changes in the electronic properties of the compound, enabling the detection and quantification of target molecules in various applications.
Used in Catalysts:
The tricyclic structure and cyano groups of Tricyclo[3.3.1.1(3,7)]decane-1,3-dicarbonitrile can also be utilized in the development of catalysts for various chemical reactions. Tricyclo[3.3.1.1(3,7)]decane-1,3-dicarbonitrile may act as a Lewis acid or coordinate with metal centers, facilitating reactions such as hydrogenation, oxidation, or polymerization processes.

InChI:InChI=1S/C12H14N2/c13-7-11-2-9-1-10(4-11)5-12(3-9,6-11)8-14/h9-10H,1-6H2

Upstream product

• 29713-15-3 1,3-adamantanedicarbonyl chloride 
• 23074-42-2 1-adamantanecarbonitrile 
• 19158-51-1 P-toluenesulfonyl cyanide 
• 39269-10-8 adamantane-1,3-dicarboxylic acid 
• 162471-14-9 1,3-bis(1,3,4-oxathiazol-2-on-5-yl)-adamantane 
• 762-42-5 dimethyl acetylenedicarboxylate 
• 62472-39-3 1,3-adamantane-dicarbonamide 
• 2757-23-5 chloro(chlorosulfanyl)methanone 

Downstream Products

• 62472-43-9 2,2'-adamantane-1,3-diyl-bis-benzooxazole 
• 348636-34-0 3-formyladamantane-1-carbonitrile 
• 143467-21-4 1-acetyl-3-cyanoadamantane 
• 83664-85-1 (μ-1,3-dicyanoadamantane)bis(pentaammineruthenium(II)) perchlorate 
• 178406-02-5 adamantane-1,3-dicarboxaldehyde 
• 52234-21-6 (adamantane-1,3-diyl)dimethanamine 

Relevant academic research and scientific papers

Selective Phthalimido-N-oxyl (PINO)-Catalyzed C-H Cyanation of Adamantane Derivatives

We present a new method for the selective C(sp 3)-H cyanation of adamantane derivatives with PINO as the hydrogen abstracting reagent. A cyano radical is thereby transferred from p - toluenesulfonyl cyanide, allowing the cyanation of adamantane derivatives in up to 71% yield. The protocol presents a novel way to orthogonally functionalized adamantanes that are otherwise difficult to prepare. Mechanistic studies support the hypothesis of a radical pathway.

Corresponding amine nitrile and method of manufacturing thereof

The invention relates to a preparation method of nitrile. Compared with the prior art, the preparation method has the characteristics of obvious reduction of the usage amount of ammonia sources, low environmental pressure, low energy consumption, low production cost, high purity and yields of nitrile products, and the like, and can be used for obtaining nitrile with a more complex structure. The invention also relates to a method for preparing corresponding amine with nitrile.

Corresponding amine nitrile and method of manufacturing thereof

The invention relates to a preparation method of nitrile. Compared with the prior art, the preparation method has the characteristics of obvious reduction of the usage amount of ammonia sources, low environmental pressure, low energy consumption, low production cost, high purity and yields of nitrile products, and the like, and can be used for obtaining nitrile with a more complex structure. The invention also relates to a method for preparing corresponding amine with nitrile.

Corresponding amine nitrile and method of manufacturing thereof

The invention relates to a preparation method of nitrile. Compared with the prior art, the preparation method has the characteristics of obvious reduction of the usage amount of ammonia sources, low environmental pressure, low energy consumption, low production cost, high purity and yields of nitrile products, and the like, and can be used for obtaining nitrile with a more complex structure. The invention also relates to a method for preparing corresponding amine with nitrile.

A facile and efficient one-pot synthesis of nitriles from carboxylic acids

Direct transformation of aliphatic carboxylic acids to the corresponding nitriles can be easily performed with acetonitrile in the presence of sulfuric acid. Georg Thieme Verlag Stuttgart.

Adamantane-based nitrile sulfides: the generation of the synthetic equivalent of the first bis(nitrile sulfide)

The reaction of 1,3-adamantanedicarbonamide with chlorocarbonylsulfenyl chloride in hot toluene gives two new oxathiazolone derivatives that have had their structures confirmed crystallographically: 1,3-bis(1,3,4-oxathiazol-2-on-5-yl)-adamantane and 1-cyano-3-(1,3,4-oxathiazol-2-on-5-yl)-adamantane. (Crystal data: C10H14(COC(O)SN)2: P21/m, a = 10.447(2), b = 7.119(3), c = 10.684(2) Angstroem, β = 112.98(1) deg, V = 731.5(3) Angstroem3, z = 2, Dc = 1.536 g cm-3, R = 0.034, Rw = 0.029; (NC)C10H14(COC(O)SN): P21/c, a = 9.153(2), b = 19.134(2), c = 7.130(3) Angstroem, β = 105.38(2) deg, V = 1204(1) Angstroem3, z = 4, Dc = 1.447 g cm-3, R = 0.038, Rw = 0.035).The reaction of the precursor with dimethyl acetylenedicarboxylate (DMAD) in refluxing chlorobenzene gave a mixture that was resolved into pure compounds by Kugelrohr sublimation; these were shown to be sulfur, tetramethyl thiophenetetracarboxylate, 1,3-adamantanedinitrile, 1,3-bis(4,5-bis(methoxycarbonyl)-isothiazol-3-yl)-adamantane, and 1-cyano-3-(4,5-bis(methoxycarbonyl)-isothiazol-3-yl)-adamantane.The structures of the two new isothiazole derivatives were confirmed crystallographically. (Crystal data: C10H14(CNS*DMAD)2: Pca21, a = 15.857(4), b = 11.562(4), c = 13.602(4) Angstroem, V = 2494(2) Angstroem3, z = 4, Dc = 1.424 g cm-3, R = 0.057, Rw = 0.038; C10H14(CN)(CNS*DMAD): P21/c, a = 19.683(2), b = 11.566(3), c = 7.727(3) Angstroem, β = 93.30(2) deg, V = 1756(1) Angstroem3, z = 4, Dc = 1.363 g cm-3, R = 0.079, Rw = 0.076).The pattern of reactivity indicates that the synthetic equivalent of the bis(nitrile sulfide) may be present in solution but has a very short lifetime and failed to react at all with 1,3-adamantanedinitrile.Key words: oxathiazolone, nitrile sulfide, cycloaddition, isothiazole.