5-Phenyl-4-pentyn-1-ol

Base Information

• Chemical Name: 5-Phenyl-4-pentyn-1-ol
• CAS No.: 24595-58-2
• Molecular Formula: C11H12O
• Molecular Weight: 160.216
• Hs Code.: 2906299090
• DSSTox Substance ID: DTXSID90456496
• Nikkaji Number: J389.763J
• Wikidata: Q82279027
• Mol file: 24595-58-2.mol

Synonyms:5-phenyl-4-pentyn-1-ol;24595-58-2;5-phenylpent-4-yn-1-ol;5-phenyl-pent-4-yn-1-ol;4-Pentyn-1-ol, 5-phenyl-;SCHEMBL487310;5-hydroxy-1-phenyl-1-pentyne;DTXSID90456496;QQBCRIBCSOQZFZ-UHFFFAOYSA-N;ZAA59558;MFCD00191481;AKOS015840584;AS-58208;CS-0156578;FT-0638437;P1158;T72149;A817386

Chemical Property of 5-Phenyl-4-pentyn-1-ol

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Boiling Point: 297.291oC at 760 mmHg
• PKA: 14.84±0.10(Predicted)
• Flash Point: 138.266oC
• PSA: 20.23000
• Density: 1.046g/cm3
• LogP: 1.81060
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 160.088815002
• Heavy Atom Count: 12
• Complexity: 166

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-phenyl-4-pentyn-1-ol ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C#CCCCO

Technology Process of 5-Phenyl-4-pentyn-1-ol

There total 26 articles about 5-Phenyl-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: 100.0%

iodobenzene (591-50-4) + pent-1-yn-5-ol (5390-04-5) → 5-phenylpent-4-yn-1-ol (24595-58-2)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In tetrahydrofuran; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1002/anie.201400557

Reference yield: 100.0%

2-(5-phenylpent-4-ynyloxy)tetrahydro-2H-pyran (92994-35-9) → 5-phenylpent-4-yn-1-ol (24595-58-2)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; at 70 ℃; for 96h;

DOI:10.1039/b503816b

Reference yield: 98.0%

trimethylene oxide (503-30-0) + phenylacetylene (536-74-3) → 5-phenylpent-4-yn-1-ol (24595-58-2)

Guidance literature:

phenylacetylene; With n-butyllithium;

trimethylene oxide; With boron trifluoride diethyl etherate;

DOI:10.1055/s-2005-865316

upstream raw materials:

trimethylene oxide

phenylethynylmagnesium bromide

5-phenylpent-4-yn-1-yl acetate

phenylacetylene

Downstream raw materials:

(Z)-5-phenylpent-4-en-1-ol

5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid 5-phenyl-pent-4-ynyl ester

(5-bromo-pent-1-ynyl)-benzene

methyl 2-(1,2-dibenzyloxycarbonylhydrazinyl)-5-phenylpent-4-ynoate

Refernces

• 1、 Kimura, Kento,Kurahashi, Takuya,Matsubara, Seijiro. "Aerobic Direct Dioxygenation of Terminal/Internal Alkynes to α-Hydroxyketones by an Fe Porphyrin Catalyst". supporting information. p. 3615 - 3618. Retrieved 2021/10/01.
• 2、 Gillbard, Simone M.,Green, Harley,Argent, Stephen P.,Lam, Hon Wai. "Enantioselective nickel-catalyzedanti-arylmetallative cyclizations onto acyclic electron-deficient alkenes". supporting information. p. 4436 - 4439. Retrieved 2021/05/10.