1-Butoxy-4-ethynylbenzene

Base Information

• Chemical Name: 1-Butoxy-4-ethynylbenzene
• CAS No.: 79887-15-3
• Molecular Formula: C12H14O
• Molecular Weight: 174.243
• Hs Code.: 2909309090
• European Community (EC) Number: 641-189-5
• DSSTox Substance ID: DTXSID70379396
• Nikkaji Number: J1.022.952I
• Wikidata: Q72513948
• Mol file: 79887-15-3.mol

Synonyms:1-butoxy-4-ethynylbenzene;79887-15-3;1-BUTOXY-4-ETH-1-YNYLBENZENE;Benzene,1-butoxy-4-ethynyl-;4-n-Butoxyphenylacetylene;4-Butoxyphenylacetylene;1-Ethynyl-4-butoxybenzene;SCHEMBL1007565;DTXSID70379396;JMLXBCSKFMMFGF-UHFFFAOYSA-N;MFCD00173878;AKOS006229413;MS-22027;CS-0358123;FT-0607558;J-504473

Chemical Property of 1-Butoxy-4-ethynylbenzene

Chemical Property:

• Vapor Pressure: 0.03mmHg at 25°C
• Refractive Index: 1.514
• Boiling Point: 252.9 °C at 760 mmHg
• Flash Point: 100.5 °C
• PSA: 9.23000
• Density: 1.97 g/cm³
• LogP: 2.84680
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 174.104465066
• Heavy Atom Count: 13
• Complexity: 169

Purity/Quality:

98%Min ^*data from raw suppliers

1-Butoxy-4-ethynylbenzene ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCOC1=CC=C(C=C1)C#C

Technology Process of 1-Butoxy-4-ethynylbenzene

There total 11 articles about 1-Butoxy-4-ethynylbenzene 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%

1-butoxy-4-[(trimethylsilyl)ethynylene]benzene (265653-38-1) → 1-butoxy-4-ethynylbenzene (79887-15-3)

Guidance literature:

With potassium fluoride; In methanol; at 20 ℃; for 46h;

DOI:10.1021/ol403684a

Reference yield:

1-(n-butoxy)-4-iodobenzene (96693-04-8) → 1-butoxy-4-ethynylbenzene (79887-15-3)

Guidance literature:

Multi-step reaction with 2 steps

1: triphenylphosphine; triethylamine / bis(triphenylphosphine) palladium dichloride; copper(I) iodide / tetrahydrofuran / 2 h / Heating

2: KOH / toluene / Heating

With potassium hydroxide; triethylamine; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; toluene;

DOI:10.1080/10587250008024803

Reference yield:

p-Iodophenol (540-38-5) → 1-butoxy-4-ethynylbenzene (79887-15-3)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / acetonitrile / Reflux

2: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 45 °C

3: potassium carbonate / tetrahydrofuran; methanol / 20 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; acetonitrile; 1: Williamson synthesis / 2: Sonogashira coupling;

DOI:10.1039/c2jm16002a

upstream raw materials:

1-(n-butoxy)-4-iodobenzene

lithium acetylide

4-(4-butoxy-phenyl)-2-methyl-but-3-yn-2-ol

p-Iodophenol

Downstream raw materials:

1,4-bis(4-butoxybenzene-1-yl)buta-1,3-diyne

2,4-bis(4-butoxyphenyl)but-1-en-3-yne

1-(4-butoxyphenyl)ethan-1-one

Refernces

• 1、 Gowda, Ashwathanarayana,Jacob, Litwin,Patra, Alakananda,George, Agnes,Philip, Reji,Kumar, Sandeep. "Synthesis, mesomorphic properties and nonlinear optical studies of alkyl and alkoxy phenylacetylene containing phenazine fused extended triphenylene discotic liquid crystalline dyes". . p. 128 - 135. Retrieved 2018/08/07.
• 2、 Xu, Caixia,Du, Weiyuan,Zeng, Yi,Dai, Bin,Guo, Hao. "Reactivity switch enabled by counterion: Highly chemoselective dimerization and hydration of terminal alkynes". supporting information. p. 948 - 951. Retrieved 2014/03/21.