1-Decyne
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| Names | |
|---|---|
| Preferred IUPAC name
Dec-1-yne | |
| Other names
1-Decyne
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| Identifiers | |
3D model (JSmol)
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| ChEBI | |
| ChemSpider | |
| ECHA InfoCard | 100.011.029 |
| EC Number |
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PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| C10H18 | |
| Molar mass | 138.254 g·mol−1 |
| Appearance | Colorless liquid |
| Density | 0.767 g/cm3 |
| Melting point | −44 °C (−47 °F; 229 K) |
| Boiling point | 174 °C (345 °F; 447 K) |
Refractive index (nD)
|
1.426–1.428 |
| Hazards | |
| GHS labelling: | |
   
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| Danger | |
| H226, H315, H318, H335, H410 | |
| P210, P233, P240, P241, P242, P243, P261, P264, P271, P273, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P332+P313, P362, P370+P378, P391, P403+P233, P403+P235, P405, P501 | |
| Flash point | 48 °C (118 °F; 321 K) |
| Safety data sheet (SDS) | External MSDS |
| Related compounds | |
Related Alkynes
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Octyne Nonyne Undecyne Dodecyne |
Related compounds
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Decane Decanol Decene |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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![{\displaystyle \scriptstyle {\mathrm {CH} {\vphantom {A}}_{\smash[{t}]{3}}{-}\mathrm {CH} {\vphantom {A}}_{\smash[{t}]{2}}{-}\mathrm {CH} {\vphantom {A}}_{\smash[{t}]{2}}{-}\mathrm {CH} {\vphantom {A}}_{\smash[{t}]{2}}{-}\mathrm {CH} {\vphantom {A}}_{\smash[{t}]{2}}{-}\mathrm {CH} {\vphantom {A}}_{\smash[{t}]{2}}{-}\mathrm {CH} {\vphantom {A}}_{\smash[{t}]{2}}{-}\mathrm {CH} {\vphantom {A}}_{\smash[{t}]{2}}{-}\mathrm {C} {\equiv }\mathrm {CH} }}](https://wikimedia.org/api/rest_v1/media/math/render/svg/6e58e0908a7a1375e9a49c42a9812af91e6989b8)
1-Decyne is the organic compound with the formula C8H17C≡CH. It is a terminal alkyne. A colorless liquid, 1-decyne is used as a model substrate when evaluating methodology in organic synthesis. It participates in a number of classical reactions including Suzuki-Miyaura couplings, Sonogashira couplings,[1] Huisgen cycloadditions,[2] and borylations.[3]
Under the catalysis of platinum, it reacts with hydrogen to produce decane.[4]
See also
References
- ^ Anderson, Kevin W.; Buchwald, Stephen L. (2005). "General Catalysts for the Suzuki-Miyaura and Sonogashira Coupling Reactions of Aryl Chlorides and for the Coupling of Challenging Substrate Combinations in Water". Angewandte Chemie International Edition. 44 (38): 6173–6177. doi:10.1002/anie.200502017. PMID 16097019.
- ^ Rostovtsev, Vsevolod V.; Green, Luke G.; Fokin, Valery V.; Sharpless, K. Barry (2002). "A Stepwise Huisgen Cycloaddition Process: Copper(I)-Catalyzed Regioselective "Ligation" of Azides and Terminal Alkynes". Angewandte Chemie International Edition. 41 (14): 2596–2599. doi:10.1002/1521-3773(20020715)41:14<2596::AID-ANIE2596>3.0.CO;2-4. PMID 12203546.
- ^ Ishiyama, Tatsuo; Matsuda, Nobuo; Miyaura, Norio; Suzuki, Akira (1993). "Platinum(0)-Catalyzed Diboration of Alkynes". Journal of the American Chemical Society. 115 (23): 11018–11019. doi:10.1021/ja00076a081.
- ^ Zhiqiang Guo; Lei Hu; Hsiao-hua Yu; Xueqin Cao; Hongwei Gu (2012). "Controlled hydrogenation of aromatic compounds by platinum nanowire catalysts". RSC Advances. 2 (8): 3477. Bibcode:2012RSCAd...2.3477G. doi:10.1039/c2ra01097f. ISSN 2046-2069. Retrieved 2021-11-16.
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