Pent-2-yne-1,4-diol

Base Information

• Chemical Name: Pent-2-yne-1,4-diol
• CAS No.: 927-57-1
• Molecular Formula: C5H8 O2
• Molecular Weight: 100.117
• Hs Code.: 2905399090
• European Community (EC) Number: 213-153-5
• DSSTox Substance ID: DTXSID80919000
• Nikkaji Number: J298.497K
• ChEMBL ID: CHEMBL3798796
• Mol file: 927-57-1.mol

Synonyms:Pent-2-yne-1,4-diol;927-57-1;EINECS 213-153-5;2-Pentyne-1,4-diol;SCHEMBL2281853;CHEMBL3798796;DTXSID80919000;EN300-7585666

Chemical Property of Pent-2-yne-1,4-diol

Chemical Property:

• Vapor Pressure: 0.0181mmHg at 25°C
• Refractive Index: 1.4819 (589.3 nm 17℃)
• Boiling Point: 224.6°Cat760mmHg
• PKA: 13.03±0.10(Predicted)
• Flash Point: 109.1°C
• PSA: 40.46000
• Density: 1.115g/cm³
• LogP: -0.63710
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 100.052429494
• Heavy Atom Count: 7
• Complexity: 95.1

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C#CCO)O

Technology Process of Pent-2-yne-1,4-diol

There total 10 articles about Pent-2-yne-1,4-diol 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: 90.9%

acetaldehyde (75-07-0,9002-91-9) + propargyl alcohol (107-19-7) → pent-2-yne-1,4-diol (927-57-1)

Guidance literature:

propargyl alcohol; With n-butyllithium; In tetrahydrofuran; pentane; at -20 ℃; for 0.5h; Inert atmosphere;

acetaldehyde; In tetrahydrofuran; pentane; at -20 - 20 ℃; for 14h; Inert atmosphere;

Reference yield: 90.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + but-3-yn-2-ol (2028-63-9) → pent-2-yne-1,4-diol (927-57-1)

Guidance literature:

but-3-yn-2-ol; With n-butyllithium; In tetrahydrofuran; hexane; at -40 ℃; for 0.333333h; Inert atmosphere;

formaldehyd; With cerium(III) chloride; In tetrahydrofuran; hexane; for 4h; Temperature; Reagent/catalyst;

DOI:10.1016/j.tetlet.2017.07.094

Reference yield: 88.0%

5-<(Tetrahydro-2H-pyran-2-yl)oxy>-3-pentyn-2-ol (14092-30-9) → pent-2-yne-1,4-diol (927-57-1)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; for 1.5h; Ambient temperature;

DOI:10.1016/S0040-4020(01)90541-1

upstream raw materials:

acetaldehyde

propargyl alcohol

methylmagnesium chloride

ethylmagnesium bromide

Downstream raw materials:

C₂₁H₂₂N₂O₈S₂

(1-O-dibenzylphosphoryl)-1,4-dihydroxypent-2-ene

(1-O-dibenzylphosphoryl)-1-hydroxy-4-oxo-pent-2-ene

N,N'-bis(tert-butyloxycarbonyl)-N,N'-bis[(4-methylphenyl)sulfonyl]-1-methyl-2-butyn-1,4-diamine

Refernces

• 1、 -. "Method for synthesizing inducing component 4-oxo-trans-2-hexenal in sex pheromones of miridae". Paragraph 0012; 0024; 0025. . Retrieved 2019/01/23.
• 2、 Emayavaramban, Balakumar,Sen, Malay,Sundararaju, Basker. "Iron-catalyzed sustainable synthesis of pyrrole". supporting information. p. 6 - 9. Retrieved 2017/11/28.