| Dicyanoacetylene | |
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| Identifiers | |
| CAS number | [1071-98-3] |
| Properties | |
| Molecular formula | NC4N |
| Molar mass | 76. CAS registry numbers are unique numerical identifiers for Chemical compounds Polymers biological sequences mixtures and Alloys They are also referred to A chemical formula is a way of expressing information about the Atoms that constitute a particular Chemical compound, and how the relationship between those atoms changes Molar mass, symbol M, is the Mass of one mole of a substance ( Chemical element or Chemical compound) 06 g/mol |
| Density | 0. The density of a material is defined as its Mass per unit Volume: \rho = \frac{m}{V} Different materials usually have different 907 g/cm3 |
| Melting point |
20. The melting point of a solid is the temperature range at which it changes state from solid to Liquid. 5 °C |
| Boiling point |
76. The boiling point of a liquid is the temperature at which the Vapor pressure of the liquid equals the environmental pressure surrounding the liquid 5 °C |
| Thermochemistry | |
| Std enthalpy of formation ΔfH |
+500. The standard enthalpy of formation or "standard heat of formation" of a compound is the change of Enthalpy that accompanies the formation of 1 mole of a 4 kJ/mol |
| Related compounds | |
| Related compounds | Carbon suboxide Cyanogen |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
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Dicyanoacetylene (also carbon subnitride, IUPAC but-2-ynedinitrile), C4N2, is a compound of carbon and nitrogen. Carbon suboxide, or tricarbon dioxide C3O2with four cumulative double bonds making it a Cumulene. Cyanogen is the Chemical compound with the formula ( C[[nitrogen N]]2 In Chemistry, the standard state of a material is its state at 1 bar (100 Kilopascals exactly Carbon (kɑɹbən is a Chemical element with the symbol C and its Atomic number is 6 Nitrogen (ˈnaɪtɹəʤɪn is a Chemical element that has the symbol N and Atomic number 7 and Atomic weight 14 It has a linear structure, NCCCCN, with alternating triple and single covalent bonds. In other words, it is acetylene with the two hydrogen atoms replaced by cyanide groups. Acetylene ( IUPAC name ethyne), C2H2 is a Hydrocarbon belonging to the group of Alkynes It is the simplest of all alkynes A cyanide is any Chemical compound that contains the cyano group (C≡N which consists of a Carbon Atom triple-bonded to a
At room temperature, dicyanoacetylene is a clear liquid. Because of its high endothermic heat of formation, it can explode to carbon powder and nitrogen gas, and it burns in oxygen with a bright blue-white flame at a temperature of 5260 K (4987 °C, 9008 °F),[1] which is the hottest flame of any chemical, according to Guinness World Records. The standard enthalpy of formation or "standard heat of formation" of a compound is the change of Enthalpy that accompanies the formation of 1 mole of a Guinness World Records, known until 2000 as The Guinness Book of Records (and in previous U
As a reagent in organic chemistry
Dicyanoacetylene is a powerful dienophile because the cyanide groups are electron-withdrawing, so it is a useful reagent for Diels-Alder reactions with unreactive dienes. The Diels-Alder reaction is an Organic chemical reaction (specifically a Cycloaddition) between a conjugated Diene and a substituted Alkene, The Polar effect or electronic effect in Chemistry is the effect exerted by a Substituent on modifying Electrostatic forces operating on a nearby The Diels-Alder reaction is an Organic chemical reaction (specifically a Cycloaddition) between a conjugated Diene and a substituted Alkene, It even adds to the aromatic compound durene (1,2,4,5-tetramethylbenzene) to form a substituted bicyclooctatriene. Durene, or 1245-tetramethylbenzene, is an Aromatic Hydrocarbon used as a Solvent. [2] Only the most reactive of dienophiles can attack aromatic dienes.
In outer space
Solid dicyanoacetylene has been detected in Titan's atmosphere by infrared spectroscopy. TemplateInfobox Planet.--> Titan (ˈtaɪtən, or as Infrared spectroscopy (IR spectroscopy is the subset of Spectroscopy that deals with the Infrared region of the Electromagnetic spectrum. [3] As the seasons change on Titan, the C4N2 condenses and evaporates in a cycle, which allows scientists on Earth to discover things about Titanian meteorology.
As of 2006, the detection of dicyanoacetylene in the interstellar medium has been impossible, because its symmetry means it has no rotational microwave spectrum. Year 2006 ( MMVI) was a Common year starting on Sunday of the Gregorian calendar. Rotational spectroscopy or microwave spectroscopy studies the absorption and emission Electromagnetic radiation (typically in the Microwave However, similar asymmetric molecules like cyanoacetylene have been observed, and it is suspected that advances in astronomical infrared spectroscopy will lead to the detection of interstellar C4N2. The polyynes are a group of Organic compounds with alternating single and triple bonds, for example buta-13-diyne ( Diacetylene) C4H2 [4]
References
- ^ Kirshenbaum, A. D. ; and A. V. Grosse (May 1956). "The Combustion of Carbon Subnitride, C4N2, and a Chemical Method for the Production of Continuous Temperatures in the Range of 5000–6000°K". Journal of the American Chemical Society 78 (9): 2020. doi:. A digital object identifier ( DOI) is a permanent identifier given to an Electronic document.
- ^ Weis, C. D. (January 1963). "Reactions of Dicyanoacetylene". Journal of Organic Chemistry 28 (1): 74–78. doi:. A digital object identifier ( DOI) is a permanent identifier given to an Electronic document.
- ^ Samuelson, R. E. ; L. A. Mayo, M. A. Knuckles, and R. J. Khanna (August 1977). "C4N2 ice in Titan's north polar stratosphere". Planetary and Space Science 45 (8): 941–948. doi:. A digital object identifier ( DOI) is a permanent identifier given to an Electronic document.
- ^ Kołos, Robert (August 2002). "Exotic isomers of dicyanoacetylene: A density functional theory and ab initio study". Journal of Chemical Physics 117 (5): 2063–2067. doi:. A digital object identifier ( DOI) is a permanent identifier given to an Electronic document.