1-Pentyne

Base Information

• Chemical Name: 1-Pentyne
• CAS No.: 627-19-0
• Molecular Formula: C5H8
• Molecular Weight: 68.1185
• Hs Code.: 2901 29 00
• European Community (EC) Number: 210-987-1
• UNII: EW8XD8E5WF
• DSSTox Substance ID: DTXSID7060835
• Nikkaji Number: J43.570H
• Wikipedia: 1-Pentyne
• Wikidata: Q1047617
• ChEMBL ID: CHEMBL16262
• Mol file: 627-19-0.mol

Synonyms:1-PENTYNE;pent-1-yne;627-19-0;Propylacetylene;Acetylene, propyl-;EW8XD8E5WF;EINECS 210-987-1;Pentyne;AI3-37709;1-Pentyne, 99%;pentin;pentyn;n-pentyne;1-n-pentyne;MFCD00009469;UNII-EW8XD8E5WF;CHEMBL16262;C3H7C.$.CH;DTXSID7060835;AKOS015836210;FT-0608208;P0068;EN300-94380;D91892;Q1047617

Chemical Property of 1-Pentyne

Chemical Property:

• Appearance/Colour: Clear, colorless liquid
• Vapor Pressure: 6.8 psi ( 20 °C)
• Melting Point: ?106 to ?105 °C
• Refractive Index: n20/D 1.385(lit.)
• Boiling Point: 40.9 °C at 760 mmHg
• Flash Point: -34°C
• PSA: 0.00000
• Density: 0.718 g/cm³
• LogP: 1.41970
• Storage Temp.: 2-8°C
• Solubility.: 1.05g/l
• Water Solubility.: Soluble in water. (1.05 g/L) at 20°C.
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 68.062600255
• Heavy Atom Count: 5
• Complexity: 44.3

Purity/Quality:

99% ^*data from raw suppliers

1-Pentyne ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xn
• Hazard Codes: F,Xn
• Statements: 11-36/37/38-65
• Safety Statements: 16-26-36-62

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aliphatics, Unsaturated
• Canonical SMILES: CCCC#C
• Uses: 1-Pentyne has been used in preparation of:lithium acetylides, required for asymmetric synthesis of α,α-dibranched propargyl sulfinamides. It is also used to synthesize 7-hydroxy-10-methoxy-3H-naphtho[2.1-b]pyrans. 1-Pentyne has been used in preparation of:lithium acetylides, required for asymmetric synthesis of α,α-dibranched propargyl sulfinamides7-hydroxy-10-methoxy-3H-naphtho[2.1-b]pyrans

Technology Process of 1-Pentyne

There total 55 articles about 1-Pentyne 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: 94.0%

1,2-dibromopentane (3234-49-9) → 1-Pentyne (627-19-0)

Guidance literature:

With potassium hydroxide; In xylene; Heating;

Reference yield: 59.0%

1-(triphenyl-λ5-phosphanylidene)pentan-2-one (17615-01-9) → 1-Pentyne (627-19-0)

Guidance literature:

at 750 ℃; under 0.01 Torr;

DOI:10.1039/c39850001140

Reference yield: 57.0%

1-pentynyl lithium (18643-50-0) → 1-Pentyne (627-19-0) + deca-4,6-diyne (16387-71-6)

Guidance literature:

With dinitrogen tetraoxide; In diethyl ether; at -78 ℃; for 0.166667h; Product distribution;

DOI:10.1002/hlca.200590020

upstream raw materials:

2-Pentyne

penta-2,3-diene

1,2-dibromopentane

2-chloro-pent-2-ene

Downstream raw materials:

2,2-dimethoxypentane

2,4-diphenyl-6-propyl-4H-[1,3]thiazine

(+/-)-3-heptyn-2-ol

2-hexynyl aldehyde diethyl acetal

Refernces

Zirconium-Mediated Reactions of Alkylpyrazines and Alkynes. Synthesis of Highly Substituted Alkylpyrazines

10.1021/jo00048a038

The research focuses on the synthesis of highly substituted alkylpyrazines using a zirconium-mediated reaction. The key chemicals involved include Cp2Zr(Me)(THF)+ (1), various alkylpyrazines such as 2,5-dimethylpyrazine and 2,3-dimethylpyrazine, and different alkynes like 1-pentyne, (trimethylsilyl)acetylene, and 1-(trimethylsilyl)propyne. The process involves a sequential one-pot addition of alkylpyrazines, alkynes, and a proton source to a solution of Cp2Zr(Me)(THF)+ in CH2Cl2, yielding (E)-alkenyl-substituted alkylpyrazines in excellent yields. The regio- and stereoselectivity observed in these reactions are attributed to steric and electronic effects. The resulting alkenylpyrazines can be further manipulated using conventional synthetic techniques to produce a variety of highly substituted alkylpyrazines, including tri- and tetrasubstituted alkylpyrazines, bromoalkylpyrazines, and epoxyalkylpyrazines.