2-Methyl-4-(o-tolyl)but-3-yn-2-ol

Base Information

• Chemical Name: 2-Methyl-4-(o-tolyl)but-3-yn-2-ol
• CAS No.: 40888-14-0
• Molecular Formula: C12H14O
• Molecular Weight: 174.243
• Hs Code.: 2902909090
• DSSTox Substance ID: DTXSID40578753
• Nikkaji Number: J1.364.725I
• Wikidata: Q82469072
• Mol file: 40888-14-0.mol

Synonyms:2-Methyl-4-(o-tolyl)but-3-yn-2-ol;40888-14-0;2-Methyl-4-o-tolylbut-3-yn-2-ol;2-Methyl-4-(2-methylphenyl)but-3-yn-2-ol;2-methyl-4-(2-methylphenyl)-3-butyn-2-ol;SCHEMBL14268119;DTXSID40578753;MFCD13195741;AKOS006336749;BS-22933;CS-0207925;A873203

Chemical Property of 2-Methyl-4-(o-tolyl)but-3-yn-2-ol

Chemical Property:

• PSA: 20.23000
• LogP: 2.11740
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 174.104465066
• Heavy Atom Count: 13
• Complexity: 228

Purity/Quality:

97% ^*data from raw suppliers

2-Methyl-4-(2-methylphenyl)-3-butyn-2-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1C#CC(C)(C)O

Technology Process of 2-Methyl-4-(o-tolyl)but-3-yn-2-ol

There total 8 articles about 2-Methyl-4-(o-tolyl)but-3-yn-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: 99.0%

ortho-methylphenyl iodide (615-37-2) + 2-methyl-but-3-yn-2-ol (115-19-5) → 2-methyl-4-(2-methylphenyl)-3-butyn-2-ol (40888-14-0)

Guidance literature:

With copper(l) iodide; tetra-(n-butyl)ammonium iodide; diethylamine; bis-triphenylphosphine-palladium(II) chloride; In N,N-dimethyl-formamide; at 70 ℃; for 2.5h;

DOI:10.1021/jo061092z

Reference yield: 92.0%

o-tolyl 1H-imidazole-1-sulfonate (1232660-55-7) + 2-methyl-but-3-yn-2-ol (115-19-5) → di-o-tolylethyne (5294-03-1) + 2-methyl-4-(2-methylphenyl)-3-butyn-2-ol (40888-14-0)

Guidance literature:

With dicyclohexyl(2',6'-dimethoxybiphenyl-4-yl)phosphine; C₁₆H₁₆Cl₂N₂O₄Pd₂; cetyltrimethylammonim bromide; triethylamine; In water; at 130 ℃; for 0.5h; Microwave irradiation;

DOI:10.1002/adsc.201200629

Reference yield: 85.0%

1-ethynyl-2-methylbenzene (766-47-2) + acetone (67-64-1) → 2-methyl-4-(2-methylphenyl)-3-butyn-2-ol (40888-14-0)

Guidance literature:

1-ethynyl-2-methylbenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

acetone; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.orglett.1c02283

upstream raw materials:

1-[3-(1-Ethoxy-ethoxy)-3-methyl-but-1-ynyl]-2-methyl-benzene

2-methylphenyl bromide

2-methyl-but-3-yn-2-ol

4-chloro-2-methylbut-3-yn-2-ol