1-Decyne

1-Decyne
Names
	Preferred IUPAC name Dec-1-yne
	Other names 1-Decyne
Identifiers
CAS Number	764-93-2 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:87322;
ChemSpider	12456 ;
ECHA InfoCard	100.011.029
EC Number	212-132-8;
PubChem CID	12997;
UNII	ULR28GD98Q ;
CompTox Dashboard (EPA)	DTXSID60870766 ;
	InChI InChI=1S/C10H18/c1-3-5-7-9-10-8-6-4-2/h1H,4-10H2,2H3 Key: ILLHQJIJCRNRCJ-UHFFFAOYSA-N; InChI=1/C10H18/c1-3-5-7-9-10-8-6-4-2/h1H,4-10H2,2H3 Key: ILLHQJIJCRNRCJ-UHFFFAOYAE;
	SMILES C(#C)CCCCCCCC;
Properties
Chemical formula	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:
Pictograms
Signal word	Danger
Hazard statements	H226, H315, H318, H335, H410
Precautionary statements	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	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). verify (what is ?) Infobox references

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]

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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Names

$\scriptstyle {\ce {CH3-CH2-CH2-CH2-CH2-CH2-CH2-CH2-C#CH}}$
Preferred IUPAC name Dec-1-yne
Other names 1-Decyne
Identifiers
CAS Number	764-93-2^N
3D model (JSmol)	Interactive image
ChEBI	CHEBI:87322
ChemSpider	12456^Y
ECHA InfoCard	100.011.029
EC Number	212-132-8
PubChem CID	12997
UNII	ULR28GD98Q^Y
CompTox Dashboard (EPA)	DTXSID60870766
InChI InChI=1S/C10H18/c1-3-5-7-9-10-8-6-4-2/h1H,4-10H2,2H3 Key: ILLHQJIJCRNRCJ-UHFFFAOYSA-N InChI=1/C10H18/c1-3-5-7-9-10-8-6-4-2/h1H,4-10H2,2H3 Key: ILLHQJIJCRNRCJ-UHFFFAOYAE
SMILES C(#C)CCCCCCCC
Properties
Chemical formula	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 (n_D)	1.426–1.428
Hazards
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H226, H315, H318, H335, H410
Precautionary statements	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	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). Y verify (what is ^YN ?) Infobox references