1-Hexyne

Base Information

• Chemical Name: 1-Hexyne
• CAS No.: 693-02-7
• Deprecated CAS: 1401716-56-0,2091738-90-6
• Molecular Formula: C6H10
• Molecular Weight: 82.1454
• Hs Code.: 29012980
• European Community (EC) Number: 211-736-9
• NSC Number: 9709
• UNII: 5FZF2F38F5
• DSSTox Substance ID: DTXSID30870753
• Nikkaji Number: J6.933G
• Wikipedia: 1-Hexyne
• Wikidata: Q161638
• Mol file: 693-02-7.mol

Synonyms:1-HEXYNE;Hex-1-yne;693-02-7;n-Butylacetylene;Butylacetylene;HEXYNE;n-hexyne;NSC 9709;EINECS 211-736-9;UNII-5FZF2F38F5;5FZF2F38F5;NSC-9709;26856-30-4;28827-85-2;MFCD00009504;1-hexyn;1-Hexyne, 97%;CH3(CH2)3C#CH;AMY1242;DTXSID30870753;NSC9709;CHEBI:176793;STR03772;AKOS015836212;LS-75744;FT-0607892;H0140;EN300-86060;A836420;Q161638;J-802033;F0001-1799

Chemical Property of 1-Hexyne

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 135mmHg at 25°C
• Melting Point: -132 °C
• Refractive Index: 1.3980 - 1.4000
• Boiling Point: 71.424 °C at 760 mmHg
• Flash Point: −6 °F
• PSA: 0.00000
• Density: 0.738 g/cm³
• LogP: 1.80980
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 82.078250319
• Heavy Atom Count: 6
• Complexity: 53.7

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Hazard Codes: F:Flammable;;
• Statements: R11:; R36/37/38:; R65:
• Safety Statements: S16:; S26:; S33:; S36:; S62:; S9:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aliphatics, Unsaturated
• Canonical SMILES: CCCCC#C
• General Description: 1-Hexyne, also known as Butylacetylene or n-Butylacetylene, is a terminal alkyne used in catalytic reactions such as selective hydrosilylation, where it reacts with triethylsilane in the presence of organoruthenium catalysts to yield specific products. The study demonstrates that its reactivity can be enhanced by tailored catalytic systems, such as biphenylene-bridged hybrid mesoporous materials, which improve catalytic efficiency due to higher metal loading and electron-donating effects.

Technology Process of 1-Hexyne

There total 86 articles about 1-Hexyne which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

n-butylethynylmagnesium chloride (58177-69-8) → hex-1-yne (693-02-7)

Guidance literature:

With oxygen; In tetrahydrofuran; at 20 ℃; for 0.75h;

DOI:10.1021/ja075417k

Reference yield: 96.0%

1,2-dibromohexane (624-20-4) → hex-1-yne (693-02-7)

Guidance literature:

With 18-crown-6 ether; potassium tert-butylate; In Petroleum ether; at 60 ℃; for 2h; Yields of byproduct given; without <18>krone-6;

Reference yield: 73.0%

C9H18B(1-)*Li(1+) (121826-88-8) → 2-Methyl-2-heptanol (625-25-2) + n-pentyl methyl ketone (110-43-0) + hex-1-yne (693-02-7)

Guidance literature:

With sodium hydroxide; methanesulfonic acid; dihydrogen peroxide; Yield given. Multistep reaction; 1.) Et₂O, -78 deg C, warming to 25 deg C, 2h;

DOI:10.1016/S0040-4039(00)80450-5

upstream raw materials:

1-bromo-butane

sodium acetylide

1-iodo-butane

butyl para-toluenesulfonate

Downstream raw materials:

hexanal

octadec-5-yne

N,N-diethylhept-2-yn-1-amine

1,1-diethoxy-2-heptyne

Refernces

Construction of an organoruthenium complex (-[biphRuCp]PF₆-) within a biphenylene-bridged inorganic-organic hybrid mesoporous material, and its catalytic activity in the selective hydrosilylation of 1-hexyne

10.1007/s11164-013-1460-1

The research investigates the synthesis and catalytic properties of an organoruthenium complex embedded within a biphenylene-bridged inorganic–organic hybrid mesoporous material (HMM–biph). The purpose is to explore the catalytic activity of this complex in the selective hydrosilylation of 1-hexyne with triethylsilane. The study concludes that the –[biphRuCp]PF6– complex within HMM–biph exhibits higher catalytic activity than a similar complex within phenylene-bridged HMM (HMM–phRuCp), attributed to the higher loading of the Ru complex in HMM–biph due to the electron-donating ability of biphenylene moieties. The research highlights the potential of tailored organic moieties in enhancing the catalytic performance of organometallic complexes embedded in hybrid mesoporous materials.