4-Pentyn-1-ol

Base Information

• Chemical Name: 4-Pentyn-1-ol
• CAS No.: 5390-04-5
• Molecular Formula: C5H8O
• Molecular Weight: 84.1179
• Hs Code.: 29052900
• European Community (EC) Number: 226-383-6
• NSC Number: 5274
• UNII: 2PDG6ME2TL
• DSSTox Substance ID: DTXSID70202175
• Nikkaji Number: J150.811C
• Wikidata: Q72500373
• Mol file: 5390-04-5.mol

Synonyms:4-pentyn-1-ol

Chemical Property of 4-Pentyn-1-ol

Chemical Property:

• Appearance/Colour: Clear yellow liquid
• Vapor Pressure: 1.2mmHg at 25°C
• Melting Point: -24.1°C (estimate)
• Refractive Index: 1.444 - 1.447
• Boiling Point: 153.999 °C at 760 mmHg
• PKA: 14.81±0.10(Predicted)
• Flash Point: 61.667 °C
• PSA: 20.23000
• Density: 0.911 g/cm³
• LogP: 0.39210
• Storage Temp.: Store below +30°C.
• Solubility.: Chloroform, Methanol
• Water Solubility.: Miscible with water.
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 84.057514874
• Heavy Atom Count: 6
• Complexity: 57.6

Purity/Quality:

≥98% ^*data from raw suppliers

4-Pentyn-1-ol 98+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C#CCCCO
• Uses: 4-Pentyn-1-ol is an alkyne alcohol that is used as an initiator in ring-opening polymerization reactions. 4-Pentyn-1-ol is capable of undergoing cyclosisomerization, and is also used as a reactant in the synthesis of (+)-Serinolamide A, a cannabinoid CB1 receptor agonist.

Technology Process of 4-Pentyn-1-ol

There total 38 articles about 4-Pentyn-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: 99.9%

Tetrahydrofurfuryl chloride (3003-84-7) → pent-1-yn-5-ol (5390-04-5)

Guidance literature:

With n-butyllithium; In hexane; at 0 ℃; for 2h; Solvent; Temperature;

Reference yield: 98.0%

carbonic acid pent-4-ynyl ester 2,2,2-trichloro-ethyl ester → pent-1-yn-5-ol (5390-04-5)

Guidance literature:

With indium; water; ammonium chloride; In methanol; for 0.5h; Heating;

DOI:10.1016/S0040-4039(01)01489-7

Reference yield: 94.0%

5-(2-propenyloxy)-1-pentyne (130018-34-7) → pent-1-yn-5-ol (5390-04-5)

Guidance literature:

quinoline-2-carboxylic acid; cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate; In methanol; at 30 ℃; for 3h; Conversion of starting material;

upstream raw materials:

3-chlorotetrahydropyran

Tetrahydrofurfuryl chloride

3,4-dihydro-2H-pyran

2-methyleneoxolane

Downstream raw materials:

1-(tetrahydropyranyloxy)-4-pentyn

Non-4-yn-1-ol

6-(diethylamino)-4-hexynol

(E/Z)-5-phenylthio-4-penten-1-ol

Refernces

SYNTHESIS OF COMPLEX PYRIDINE BASES IN THE REACTION OF α,ω-NITRILEACETYLENES WITH ACETYLENE, CATALYZED BY COBALT COMPLEXES

10.1007/BF00954829

The research focuses on the synthesis of complex pyridine bases through the reaction of α,ω-nitrileacetylenes with acetylene, catalyzed by cobalt complexes. The study investigates the reactivity of various α,ω-nitrileacetylenes, including those containing an oxygen atom, in the oligomerization reaction with acetylene. Key chemicals involved include α,ω-nitrileacetylenes such as propargyl alcohol, 4-pentyn-1-ol, acrylonitrile, and 6-bromohex-1-yne, as well as the cobalt catalyst Co(2-ethyl hexanoate)2 and AlEt3. The research explores the cyclocodimerization process in a toluene solution at 150°C and under an acetylene pressure of 10-15 atm, leading to the formation of various pyridine derivatives and benzene products. The study also examines the effects of different nitrile/acetylene ratios on product yields and the reactivity differences between oxygen-containing nitrileacetylenes and simpler nitroacetylenes.