1-(But-2-yn-1-yloxy)-3,5-dimethylbenzene

Base Information

• Chemical Name: 1-(But-2-yn-1-yloxy)-3,5-dimethylbenzene
• CAS No.: 22509-75-7
• Molecular Formula: C12H14 O
• Molecular Weight: 174.243
• NSC Number: 86595
• DSSTox Substance ID: DTXSID80292966
• Nikkaji Number: J1.966.499F
• Wikidata: Q82031494
• Mol file: 22509-75-7.mol

Synonyms:22509-75-7;NSC 86595;1-(but-2-yn-1-yloxy)-3,5-dimethylbenzene;NSC86595;5-(2-Butynyloxy)-m-xylene;SCHEMBL17213581;DTXSID80292966;NSC-86595;AKOS014535985

Chemical Property of 1-(But-2-yn-1-yloxy)-3,5-dimethylbenzene

Chemical Property:

• Vapor Pressure: 0.0043mmHg at 25°C
• Boiling Point: 287.4°C at 760 mmHg
• Flash Point: 122.5°C
• Density: 0.974g/cm³
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 174.104465066
• Heavy Atom Count: 13
• Complexity: 198

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC#CCOC1=CC(=CC(=C1)C)C

Technology Process of 1-(But-2-yn-1-yloxy)-3,5-dimethylbenzene

There total 3 articles about 1-(But-2-yn-1-yloxy)-3,5-dimethylbenzene 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: 90.0%

methyl propargyl alcohol (764-01-2) + 5-bromo-1,3-xylene (556-96-7) → 1-(2-butyn-1-yloxy)-3,5-dimethylbenzene (22509-75-7)

Guidance literature:

With 1-(2-di-tert-butylphosphino-3,4,5,6-tetramethylphenyl)-2-iso-propylnaphthalene; palladium diacetate; caesium carbonate; In toluene; at 70 ℃; for 10h;

DOI:10.1021/ja050471r

Reference yield:

1,3-di-methyl-5-(prop-2-yn-1-yloxy)benzene (99864-96-7) + methyl iodide (74-88-4) → 1-(2-butyn-1-yloxy)-3,5-dimethylbenzene (22509-75-7)

Guidance literature:

With ammonia; sodium; In diethyl ether;

DOI:10.1021/ja01469a045

Reference yield:

3,5-Dimethylphenol (108-68-9,50356-23-5) → 1-(2-butyn-1-yloxy)-3,5-dimethylbenzene (22509-75-7)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃ / acetone

2: Na, liq. NH₃ / diethyl ether

With ammonia; sodium; potassium carbonate; In diethyl ether; acetone;

DOI:10.1021/ja01469a045

upstream raw materials:

1,3-di-methyl-5-(prop-2-yn-1-yloxy)benzene

methyl iodide

methyl propargyl alcohol

5-bromo-1,3-xylene

Downstream raw materials:

3,5-Dimethyl-2-<α-methyl-propenyl>-phenol

cis-<8-Methyl-allyl>-<3,5-dimethyl-phenyl>-ether

Refernces