2-Ethynyl-6-methylphenol

Base Information

• Chemical Name: 2-Ethynyl-6-methylphenol
• CAS No.: 99299-72-6
• Molecular Formula: C9H8 O
• Molecular Weight: 204.344
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID30543293
• Wikidata: Q82420129
• Mol file: 99299-72-6.mol

Synonyms:2-ethynyl-6-methylphenol;2-ETHYNYL-6-METHYL-PHENOL;99299-72-6;SCHEMBL2809868;DTXSID30543293;AKOS006240004;G75097

Chemical Property of 2-Ethynyl-6-methylphenol

Chemical Property:

• Vapor Pressure: 0.0823mmHg at 25°C
• Refractive Index: 1.575
• Boiling Point: 219.1°C at 760 mmHg
• PKA: 8.83±0.35(Predicted)
• Flash Point: 96.4°C
• PSA: 20.23000
• Density: 1.09g/cm³
• LogP: 1.68190
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 132.057514874
• Heavy Atom Count: 10
• Complexity: 153

Purity/Quality:

97% ^*data from raw suppliers

2-ETHYNYL-6-METHYL-PHENOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C#C)O

Technology Process of 2-Ethynyl-6-methylphenol

There total 4 articles about 2-Ethynyl-6-methylphenol 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: 82.0%

chloroethynyl-trimethyl-silane (7652-06-4) + ortho-cresol (95-48-7,77504-84-8) → 2-acetyl-6-methylphenol (699-91-2) + 2-(trimethylsilylethynyl)-6-methylphenol (99299-72-6)

Guidance literature:

ortho-cresol; With n-butyllithium; gallium(II) chloride; In hexane; chlorobenzene; at 20 ℃; for 0.166667h;

chloroethynyl-trimethyl-silane; With 2,6-di-tert-butyl-4-methylpyridine; In hexane; chlorobenzene; Further stages.;

DOI:10.1021/ja026108r

Reference yield: 71.0%

iodoethynyltrimethylsilane (18163-47-8) + ortho-cresol (95-48-7,77504-84-8) → 2-(trimethylsilylethynyl)-6-methylphenol (99299-72-6)

Guidance literature:

ortho-cresol; With n-butyllithium; gallium(II) chloride; In hexane; chlorobenzene; at 20 ℃; for 0.166667h;

iodoethynyltrimethylsilane; With 2,6-di-tert-butyl-4-methylpyridine; In hexane; chlorobenzene; Further stages.;

DOI:10.1021/ja026108r

Reference yield:

ortho-cresol (95-48-7,77504-84-8) → 2-(trimethylsilylethynyl)-6-methylphenol (99299-72-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / aq. KOH, aq. Bu₄NOH / CH₂Cl₂ / 16 h / 25 °C

2: 1.) butyllithium / 1.) THF, hexane, a) -78 deg C, 6 h, b) from -78 deg C to RT, overnight, 2.) THF, hexane, RT

With potassium hydroxide; n-butyllithium; tetra(n-butyl)ammonium hydroxide; In dichloromethane;

DOI:10.1021/jo00225a100

upstream raw materials:

chloro-trimethyl-silane

(2,2-dichloro-1,1-difluoro-ethyl)-o-tolyl ether

chloroethynyl-trimethyl-silane

ortho-cresol