1-Phenylbut-2-yne-1,4-diol

Base Information

• Chemical Name: 1-Phenylbut-2-yne-1,4-diol
• CAS No.: 29021-82-7
• Molecular Formula: C10H10 O2
• Molecular Weight: 162.188
• Hs Code.: 2906299090
• NSC Number: 141471
• DSSTox Substance ID: DTXSID10951630
• Nikkaji Number: J1.071.883J
• ChEMBL ID: CHEMBL3800492
• Mol file: 29021-82-7.mol

Synonyms:1-phenylbut-2-yne-1,4-diol;29021-82-7;1-Phenyl-2-butyne-1,4-diol;NSC141471;SCHEMBL9547886;CHEMBL3800492;DTXSID10951630;STK623876;AKOS005556947;NSC-141471

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

Chemical Property:

• Vapor Pressure: 1.73E-05mmHg at 25°C
• Melting Point: 83 °C
• Boiling Point: 349.7°Cat760mmHg
• PKA: 12.21±0.20(Predicted)
• Flash Point: 176°C
• PSA: 40.46000
• Density: 1.207g/cm³
• LogP: 0.71570
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 162.068079557
• Heavy Atom Count: 12
• Complexity: 181

Purity/Quality:

99% ^*data from raw suppliers

1-PHENYL-2-BUTYNE-1,4-DIOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C#CCO)O

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

There total 10 articles about 1-Phenylbut-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: 100.0%

benzaldehyde (100-52-7) + propargyl alcohol (107-19-7) → 1-phenylbut-2-yne-1,4-diol (29021-82-7)

Guidance literature:

propargyl alcohol; With n-butyllithium; In tetrahydrofuran; hexane; at -40 ℃; for 0.333333h; Inert atmosphere;

benzaldehyde; With cerium(III) chloride; In tetrahydrofuran; hexane; Reagent/catalyst;

DOI:10.1016/j.tetlet.2017.07.094

Reference yield: 91.0%

3-(tetrahydropyran-2'-yloxy)propyne (6089-04-9) + benzaldehyde (100-52-7) → 1-phenylbut-2-yne-1,4-diol (29021-82-7)

Guidance literature:

3-(tetrahydropyran-2'-yloxy)propyne; With methylmagnesium chloride; In tetrahydrofuran-d8; at 0 ℃; Schlenk technique; Inert atmosphere;

benzaldehyde; In tetrahydrofuran; at 0 - 20 ℃; Further stages; Schlenk technique; Inert atmosphere;

DOI:10.1002/ejoc.201300493

Reference yield: 84.0%

1-hydroxy-1-phenyl-4-(tetrahydropyran-2'-yloxy)but-2-yne (52547-82-7) → 1-phenylbut-2-yne-1,4-diol (29021-82-7)

Guidance literature:

With pyridinium p-toluenesulfonate; In methanol; at 55 ℃; for 3h;

DOI:10.1039/b203389p

upstream raw materials:

ethylmagnesium bromide

propargyl alcohol

benzyl alcohol

benzaldehyde

Downstream raw materials:

1-acetoxy-4-phenyl-but-3-en-2-one

4-oxo-4-phenyl-but-2-ynoic acid

trans-1-Phenyl-2-buten-1,4-diol

4-Allyloxy-1-phenyl-but-2-yn-1-ol