2-Phenyl-3-butyn-2-ol

Base Information

• Chemical Name: 2-Phenyl-3-butyn-2-ol
• CAS No.: 127-66-2
• Deprecated CAS: 131491-51-5
• Molecular Formula: C10H10 O
• Molecular Weight: 146.189
• Hs Code.: 29062990
• European Community (EC) Number: 204-855-2
• NSC Number: 4329
• UNII: 4TR9Q57OTG
• DSSTox Substance ID: DTXSID7021990
• Nikkaji Number: J65.789A
• Wikidata: Q27260475
• Mol file: 127-66-2.mol

Synonyms:2-Phenyl-3-butyn-2-ol;2-Phenylbut-3-yn-2-ol;127-66-2;Methylphenylethynylcarbinol;3-Hydroxy-3-phenyl-1-butyne;3-Butyn-2-ol, 2-phenyl-;NSC 4329;3-Phenyl-butin-1-ol-(3);Benzenemethanol, alpha-ethynyl-alpha-methyl-;EINECS 204-855-2;Benzenemethanol, .alpha.-ethynyl-.alpha.-methyl-;UNII-4TR9Q57OTG;3-Phenyl-butin-1-ol-(3) [German];alpha-Ethynyl-alpha-methylbenzyl alcohol;BRN 1100096;4TR9Q57OTG;alpha-Ethynyl-alpha-methylbenzenemethanol;2-Phenyl-2-hydroxy-3-butyne;AI3-24433;Benzyl alcohol, alpha-ethynyl-alpha-methyl-;.alpha.-Ethynyl-.alpha.-methylbenzenemethanol;Benzyl alcohol, .alpha.-ethynyl-.alpha.-methyl-;NSC-4329;MFCD00004454;4-06-00-04073 (Beilstein Handbook Reference);NSC4329;2-Pheny-3-butyn-2-ol;3-phenyl-1-butyn-3-ol;2-phenyl-3-butyne-2-ol;3-PHENYLBUTYN-3-OL;SCHEMBL127044;2-hydroxy-2-phenyl-3-butyne;()-2-Phenyl-3-butyn-2-o;DTXSID7021990;ETHYNYLMETHYLPHENYLCARBINOL;KSLSOBUAIFEGLT-UHFFFAOYSA-;AMY1258;AC1646;STK523244;2-Phenyl-3-butyn-2-ol, >=98%;AKOS005454373;Benzenemethanol, ?-ethynyl-?-methyl-;CS-W014349;DS-12169;LS-47509;SY015926;.alpha.-Ethynyl-.alpha.-methylbenzyl alcohol;FT-0622156;EN300-193034;2-phenylbut-3-yn-2-ol;A805723;J-650382;( inverted exclamation markA)-2-Phenyl-3-butyn-2-ol;Q27260475

Chemical Property of 2-Phenyl-3-butyn-2-ol

Chemical Property:

• Vapor Pressure: 0.0771mmHg at 25°C
• Melting Point: 48-52 °C
• Refractive Index: 1.5620 (estimate)
• Boiling Point: 102-103 °C12 mm Hg(lit.)
• PKA: 12.46±0.29(Predicted)
• Flash Point: 96 ºC
• Density: 1.064g/cm³
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 146.073164938
• Heavy Atom Count: 11
• Complexity: 171

Purity/Quality:

99% ^*data from raw suppliers

2-Phenyl-3-butyn-2-ol ≥98% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Alcohols and Polyols, Other
• Canonical SMILES: CC(C#C)(C1=CC=CC=C1)O
• Uses: 2-Phenyl-3-butyn-2-ol is used in an aqueous copper (II)-promoted cycloaddtion to azides leading to triazoles. 2-Phenyl-3-butyn-2-ol was used in the preparation of :(3-methyl-5-isoxazolyl)(phenyl)-methanol1-(3-methyl-5-isoxazolyl)-1-phenyl-1-ethanolα-methylene cyclic carbonates via reaction with CO2 catalyzed by transition metal salts in ionic liquidcopper (II)-promoted cycloaddtion to azides leading to triazoles

Technology Process of 2-Phenyl-3-butyn-2-ol

There total 33 articles about 2-Phenyl-3-butyn-2-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%

(S)-2-phenylbut-3-yn-2-ol → 2-Phenyl-3-butyn-2-ol (127-66-2)

Guidance literature:

With Dowex 50WX₈; In water; at 20 ℃; for 5h; Reagent/catalyst; Solvent; Catalytic behavior;

DOI:10.1002/chem.201704691

Reference yield: 96.0%

2-phenyl-3-butyn-2-yl acetate (141946-94-3,15963-07-2) → 2-Phenyl-3-butyn-2-ol (127-66-2)

Guidance literature:

With P(MeNCH₂CH₂)3N; In methanol; for 41h; Ambient temperature;

DOI:10.1021/jo981819m

Reference yield: 81.0%

(S)-2-phenylbut-3-yn-2-ol → 2-Phenyl-3-butyn-2-ol (127-66-2) + (Z)-3-Phenyl-but-2-en-1-al (1196-67-4,21866-70-6,21878-52-4) + (E)-β-methylcinnamaldehyde (1196-67-4,21878-52-4,21866-70-6)

Guidance literature:

With Amberlite 120; In water; at 20 ℃; for 5h;

DOI:10.1002/chem.201704691

upstream raw materials:

2,5-diphenyl-hex-3-yne-2,5-diol

sodium acetylide

acetophenone

calcium carbide

Downstream raw materials:

acetylene

acetophenone

4-bromo-benzoic acid-(1-methyl-1-phenyl-prop-2-ynyl ester)

3,5-dinitro-benzoic acid-(1-methyl-1-phenyl-prop-2-ynyl ester)

Refernces

• 1、 Yao, Gang,Haque, Serajul,Sha, Li,Kumaravel, Gnanasambandam,Wang, Joy,Engber, Thomas M.,Whalley, Eric T.,Conlon, Patrick R.,Chang, Hexi,Kiesman, William F.,Petter, Russell C.. "Synthesis of alkyne derivatives of a novel triazolopyrazine as A 2A adenosine receptor antagonists". . p. 511 - 515. Retrieved 2005.
• 2、 Hall, Michael R.,Korb, Marcus,Moggach, Stephen A.,Low, Paul J.. "Further chemistry of ruthenium alkenyl acetylide complexes: Routes to allenylidene complexes via a series of electrophilic addition reactions". . p. 2838 - 2853. Retrieved 2020/10/02.
• 3、 Pradhan, Tapas R.,Mohapatra, Debendra K.. "Neighboring Carbonyl Group Assisted Oxyacetoxylation of Propargylic Carboxylates with Retention of Chirality under Metal Free Condition". supporting information. p. 3605 - 3611. Retrieved 2019/07/04.