1-Phenyl-1-pentyn-3-ol

Base Information

• Chemical Name: 1-Phenyl-1-pentyn-3-ol
• CAS No.: 27975-78-6
• Molecular Formula: C11H12O
• Molecular Weight: 160.216
• Hs Code.: 2906299090
• European Community (EC) Number: 622-584-1
• Nikkaji Number: J267.239A
• Mol file: 27975-78-6.mol

Synonyms:1-Phenyl-1-pentyn-3-ol;27975-78-6;1-phenylpent-1-yn-3-ol;SCHEMBL2569114;QWCMSASONHVIHV-UHFFFAOYSA-N;1-Phenyl-1-pentyn-3-ol, 97%;CBA97578;MFCD00041589;AKOS025116703;AS-82637;FT-0769181;J-016934

Chemical Property of 1-Phenyl-1-pentyn-3-ol

Chemical Property:

• Vapor Pressure: 0.004mmHg at 25°C
• Refractive Index: n20/D 1.559
• Boiling Point: 266.909 °C at 760 mmHg
• Flash Point: 120.468 °C
• PSA: 20.23000
• Density: 1.042 g/cm³
• LogP: 1.80900
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 160.088815002
• Heavy Atom Count: 12
• Complexity: 178

Purity/Quality:

98%Min ^*data from raw suppliers

1-Phenyl-1-pentyn-3-ol 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C#CC1=CC=CC=C1)O
• Uses: Reactant in the heterogeneously catalyzed etherification of glycerol, also in fritsch-wiechell rearrangement of 1-chlorovinyl sulfoxides.

Technology Process of 1-Phenyl-1-pentyn-3-ol

There total 43 articles about 1-Phenyl-1-pentyn-3-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: 99.0%

Phenylpropargyl aldehyde (2579-22-8) + diethylzinc (557-20-0) → (S)-1-phenylpent-1-yn-3-ol (27975-78-6,104662-02-4,123762-09-4)

Guidance literature:

With C₂F₆NO₄S₂^(1-)*C₂₇H₄₁N₂O⁽¹⁺⁾; at 0 ℃; for 3h; optical yield given as %ee; enantioselective reaction; Ionic liquid;

DOI:10.1002/chem.200801984

Reference yield: 98.0%

propionaldehyde (123-38-6) + phenylacetylene (536-74-3) → 1-phenyl-1-pentyn-3-ol (27975-78-6)

Guidance literature:

With zinc(II) oxide; at 120 ℃; for 5h; Neat (no solvent);

DOI:10.5012/bkcs.2011.32.12.4297

Reference yield: 98.0%

1-phenyl-pent-1-yn-3-one (19307-74-5) → (S)-1-phenylpent-1-yn-3-ol (27975-78-6,104662-02-4,123762-09-4)

Guidance literature:

1-phenyl-pent-1-yn-3-one; With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; Boc-L-alanine(2S)-hydroxypropylamide; In isopropyl alcohol; at 20 ℃; for 0.166667h; Inert atmosphere;

With potassium tert-butylate; In isopropyl alcohol; toluene; at 20 ℃; for 0.166667h; Reagent/catalyst; enantioselective reaction; Inert atmosphere;

DOI:10.1002/cctc.201500821

upstream raw materials:

Phenylpropargyl aldehyde

ethylmagnesium bromide

propionaldehyde

phenylacetylene

Downstream raw materials:

5,5-Diphenyl-penten-⁽⁴⁾-ol-⁽³⁾

5,5-diphenylpent-4-en-3-one

(Z)-1,2-Diphenyl-pent-1-en-3-ol

(1-tert-Butyl-penta-1,2-dienyl)-benzene

Refernces

• 1、 B?ckvall, Jan-E.,Bermejo-López, Aitor,Posevins, Daniels. "Iron-Catalyzed Cross-Coupling of Propargyl Ethers with Grignard Reagents for the Synthesis of Functionalized Allenes and Allenols". supporting information. p. 22178 - 22183. Retrieved 2021/09/06.
• 2、 Ying, Jun,Le, Zhengjie,Wu, Xiao-Feng. "Benzene-1,3,5-triyl Triformate (TFBen)-Promoted Palladium-Catalyzed Carbonylative Synthesis of 2-Oxo-2,5-dihydropyrroles from Propargyl Amines". supporting information. p. 194 - 198. Retrieved 2020/01/03.