2-Penten-4-yn-1-ol

Base Information

• Chemical Name: 2-Penten-4-yn-1-ol
• CAS No.: 5557-88-0
• Molecular Formula: C5H6O
• Molecular Weight: 82.102
• European Community (EC) Number: 226-922-5
• Nikkaji Number: J181.279C,J225.015B
• Mol file: 5557-88-0.mol

Synonyms:2-Penten-4-yn-1-ol;5557-88-0;(E)-pent-2-en-4-yn-1-ol;(E)-2-penten-4-yn-1-ol;35042-52-5;trans-2-Penten-4-yn-1-ol;(2e)-pent-2-en-4-yn-1-ol;AKOS006229770

Chemical Property of 2-Penten-4-yn-1-ol

Chemical Property:

• Appearance/Colour: Yellow to amber liquid.
• Vapor Pressure: 0.908mmHg at 25°C
• Refractive Index: 1.4850
• Boiling Point: 158.9 °C at 760 mmHg
• PKA: 14.04±0.10(Predicted)
• Flash Point: 64.2 °C
• PSA: 20.23000
• Density: 0.955 g/cm³
• LogP: 0.16810
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 82.041864811
• Heavy Atom Count: 6
• Complexity: 83.4

Purity/Quality:

99%, ^*data from raw suppliers

2-Penten-4-yn-1-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.; R36/38:Irritating to eyes and skin.; R45:Ma
• Hazard Codes: R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.; R36/38:Irritating to eyes and skin.; R45:Ma
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CC=CCO
• Isomeric SMILES: C#C/C=C/CO
• Uses: 2-Penten-4-yn-1-Ol is a useful reagent in the silver-?catalyzed cyclization of acetylenic alcohols. It is also employed in the studies related to the field of acetylenic epoxides.

Technology Process of 2-Penten-4-yn-1-ol

There total 5 articles about 2-Penten-4-yn-1-ol 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:

propadienyl-oxirane (17557-24-3) → pent-2-en-4-yn-1-ol (5557-88-0) + penta-3,4-diene-1,2-diol (31516-34-4)

Guidance literature:

With sodium hydroxide; at 60 ℃; for 4h;

Reference yield:

sodium acetylide (1066-26-8) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → pent-2-en-4-yn-1-ol (5557-88-0)

Guidance literature:

DOI:10.1246/bcsj.42.2589

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + ethyl 1,2-butadienyl sulfide (89489-98-5) → pent-2-en-4-yn-1-ol (5557-88-0)

Guidance literature:

Multistep reaction; (i) nBuLi, (ii) /BRN= 1209228/, (iii) KNH₂, liq. NH₃;

upstream raw materials:

formaldehyd

ethyl 1,2-butadienyl sulfide

propadienyl-oxirane

sodium acetylide

Downstream raw materials:

C₂₀H₂₃NO₃

(E)-tert-butyl(pent-2-en-4-yn-1-yloxy)diphenylsilane

penta-3,4-dien-1-yl 4-bromobenzenesulfonate

3,4-pentadien-1-ol tosylate