(s)-4-Phenyl-3-butyn-2-ol

Base Information

• Chemical Name: (s)-4-Phenyl-3-butyn-2-ol
• CAS No.: 81555-86-4
• Molecular Formula: C10H10O
• Molecular Weight: 146.189
• DSSTox Substance ID: DTXSID20427654
• Nikkaji Number: J357.418K
• Wikidata: Q82240306
• Mol file: 81555-86-4.mol

Synonyms:81555-86-4;(s)-4-phenyl-3-butyn-2-ol;ZINC03882637;SCHEMBL2311776;DTXSID20427654;(2S)-4-Phenyl-3-butyn-2-ol

Chemical Property of (s)-4-Phenyl-3-butyn-2-ol

Chemical Property:

• PSA: 20.23000
• LogP: 1.41890
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 146.073164938
• Heavy Atom Count: 11
• Complexity: 166

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C#CC1=CC=CC=C1)O
• Isomeric SMILES: C[C@@H](C#CC1=CC=CC=C1)O

Technology Process of (s)-4-Phenyl-3-butyn-2-ol

There total 90 articles about (s)-4-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%

acetaldehyde (75-07-0,9002-91-9) + phenylacetylene (536-74-3) → 4-phenyl-but-3-yn-2-ol (73922-81-3,81555-86-4,104597-03-7,5876-76-6)

Guidance literature:

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; at -78 - 20 ℃; for 2h;

DOI:10.1055/s-0030-1260024

Reference yield: 99.0%

4-phenyl-3-butyne-2-one (1817-57-8) → (S)-4-phenyl-3-butyn-2-ol (81555-86-4)

Guidance literature:

With potassium hydroxide; dichloro(mesitylene)ruthenium(II) dimer; N-[(1S,2S)-2-amino-1,2-diphenylethyl]-4-methylbenzenesulfonamide; In isopropyl alcohol; at 28 ℃; for 18h;

DOI:10.1021/ja971570a

Reference yield: 97.0%

iodobenzene (591-50-4) + but-3-yn-2-ol (2028-63-9) → 4-phenyl-but-3-yn-2-ol (73922-81-3,81555-86-4,104597-03-7,5876-76-6)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 20 ℃; for 5h; Inert atmosphere;

DOI:10.1021/ol202176g

upstream raw materials:

Phenylpropargyl aldehyde

methyl magnesium iodide

phenylethynylmagnesium bromide

acetaldehyde

Downstream raw materials:

ethyl (E)-1-phenylbut-1-en-3-ol

rac-(Z)-4-phenylbut-3-en-2-ol

4-phenyl-3-butyne-2-one

4-phenylbut-3-yn-2-yl acetate