View source for 1-Decyne

{{Chembox
| verifiedrevid = 396324541
| Name = 1-Decyne
| ImageFile1 = 1-Decyne.svg
| ImageFile2 = <math chem>\scriptstyle\ce{CH3-CH2-CH2-CH2-CH2-CH2-CH2-CH2-C#CH}</math>
| ImageSize2 = 300px
| PIN = Dec-1-yne
| OtherNames = 1-Decyne
|Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|changed|CAS}}
| CASNo = 764-93-2
| ChEBI = 87322
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 12456
| InChI = 1/C10H18/c1-3-5-7-9-10-8-6-4-2/h1H,4-10H2,2H3
| InChIKey = ILLHQJIJCRNRCJ-UHFFFAOYAE
| StdInChI = 1S/C10H18/c1-3-5-7-9-10-8-6-4-2/h1H,4-10H2,2H3
| StdInChIKey = ILLHQJIJCRNRCJ-UHFFFAOYSA-N
| PubChem = 12997
| EC_number = 212-132-8
| UNII = ULR28GD98Q
| UNII_Ref = {{fdacite|correct|FDA}}
| SMILES = C(#C)CCCCCCCC
}}
|Section2={{Chembox Properties
| C=10 | H=18
| Appearance = Colorless liquid
| Density = 0.767 g/cm<sup>3</sup>
| MeltingPtC = -44
| BoilingPtC = 174
| RefractIndex = 1.426–1.428
}}
|Section7={{Chembox Hazards
| ExternalSDS = [http://msds.chem.ox.ac.uk/DE/1-decyne.html External MSDS]
| NFPA-H =
| NFPA-F =
| NFPA-R =
| GHSPictograms = {{GHS02}}{{GHS05}}{{GHS07}}{{GHS09}}
| GHSSignalWord = Danger
| HPhrases = {{H-phrases|226|315|318|335|410}}
| PPhrases = {{P-phrases|210|233|240|241|242|243|261|264|271|273|280|302+352|303+361+353|304+340|305+351+338|310|312|321|332+313|362|370+378|391|403+233|403+235|405|501}}
| FlashPtC = 48
| AutoignitionPtC =
}}
|Section8={{Chembox Related
| OtherFunction_label = [[Alkyne]]s
| OtherFunction = Octyne<br />Nonyne<br />Undecyne<br />Dodecyne
| OtherCompounds = [[Decane]]<br />[[Decanol]]<br />[[Decene]]
}}
}}
'''1-Decyne''' is the [[organic compound]] with the formula C<sub>8</sub>H<sub>17</sub>C≡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 coupling]]s, [[Sonogashira coupling]]s,<ref>{{cite journal |doi=10.1002/anie.200502017|title=General Catalysts for the Suzuki-Miyaura and Sonogashira Coupling Reactions of Aryl Chlorides and for the Coupling of Challenging Substrate Combinations in Water|year=2005|last1=Anderson|first1=Kevin W.|last2=Buchwald|first2=Stephen L.|journal=Angewandte Chemie International Edition|volume=44|issue=38|pages=6173–6177|pmid=16097019}}</ref> [[Huisgen cycloaddition]]s,<ref>{{cite journal |doi=10.1002/1521-3773(20020715)41:14<2596::AID-ANIE2596>3.0.CO;2-4|title=A Stepwise Huisgen Cycloaddition Process: Copper(I)-Catalyzed Regioselective "Ligation" of Azides and Terminal Alkynes|year=2002|last1=Rostovtsev|first1=Vsevolod V.|last2=Green|first2=Luke G.|last3=Fokin|first3=Valery V.|last4=Sharpless|first4=K. Barry|journal=Angewandte Chemie International Edition|volume=41|issue=14|pages=2596–2599|pmid=12203546}}</ref> and [[borylation]]s.<ref>{{cite journal |doi=10.1021/ja00076a081|title=Platinum(0)-Catalyzed Diboration of Alkynes|year=1993|last1=Ishiyama|first1=Tatsuo|last2=Matsuda|first2=Nobuo|last3=Miyaura|first3=Norio|last4=Suzuki|first4=Akira|journal=Journal of the American Chemical Society|volume=115|issue=23|pages=11018–11019}}</ref>
Under the catalysis of [[platinum]], it reacts with [[hydrogen]] to produce [[decane]].<ref>{{cite journal|journal=RSC Advances|volume=2|issue=8|language=en|issn=2046-2069|date=2012|pages=3477|doi=10.1039/c2ra01097f|url=http://xlink.rsc.org/?DOI=c2ra01097f|title=Controlled hydrogenation of aromatic compounds by platinum nanowire catalysts|accessdate=2021-11-16|author1=Zhiqiang Guo|author2=Lei Hu|author3=Hsiao-hua Yu|author4=Xueqin Cao|author5=Hongwei Gu|bibcode=2012RSCAd...2.3477G}}</ref>
==See also==
* [[5-Decyne]]
==References==
{{reflist}}
{{Alkynes}}
{{Hydrocarbons}}
{{Hydrides by group}}
{{DEFAULTSORT:Decyne, 1-}}
[[Category:Hydrocarbons]]
[[Category:Alkynes]]
{{hydrocarbon-stub}}