Chemistry:1-Decyne

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1-Decyne
1-Decyne.svg
[math]\displaystyle{ \scriptstyle\ce{CH3-CH2-CH2-CH2-CH2-CH2-CH2-CH2-C#CH} }[/math]
Names
Preferred IUPAC name
Dec-1-yne
Other names
1-Decyne
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
EC Number
  • 212-132-8
UNII
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)
1.426–1.428
Hazards
Safety data sheet External MSDS
GHS pictograms GHS02: FlammableGHS05: CorrosiveGHS07: HarmfulGHS09: Environmental hazard
GHS Signal word Danger
H226, H315, H318, H335, H400, H410
P210, P233, P240, P241, P242, P243, P261, P264, P271, P273, P280, P302+352, P303+361+353, P304+340, P305+351+338, P310, P312, P321, P332+313, P362, P370+378, P391, P403+233, P403+235, P405
Flash point 48 °C (118 °F; 321 K)
Related compounds
Related Alkynes
Octyne
Nonyne
Undecyne
Dodecyne
Related compounds
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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Infobox references
Tracking categories (test):

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

  1. 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. 
  2. 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. 
  3. 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. 
  4. Zhiqiang Guo, Lei Hu, Hsiao-hua Yu, Xueqin Cao, Hongwei Gu (2012). "Controlled hydrogenation of aromatic compounds by platinum nanowire catalysts" (in en). RSC Advances 2 (8): 3477. doi:10.1039/c2ra01097f. ISSN 2046-2069. http://xlink.rsc.org/?DOI=c2ra01097f. Retrieved 2021-11-16.