1-Ethynyl-4-pentylbenzene

Base Information

• Chemical Name: 1-Ethynyl-4-pentylbenzene
• CAS No.: 79887-10-8
• Molecular Formula: C13H16
• Molecular Weight: 172.27
• Hs Code.: 29012990
• European Community (EC) Number: 640-233-0
• DSSTox Substance ID: DTXSID80379403
• Nikkaji Number: J1.651.223K
• Wikidata: Q72477824
• Mol file: 79887-10-8.mol

Synonyms:1-Ethynyl-4-pentylbenzene;79887-10-8;4-n-Pentylphenylacetylene;4-Pentylphenylacetylene;1-Eth-1-ynyl-4-pentylbenzene;Benzene, 1-ethynyl-4-pentyl-;MFCD00173884;4-Amylphenylacetylene;4-Ethynylpentylbenzene;4-pentylphenyl acetylene;(4-pentylphenyl)acetylene;4-n-pentyl phenylacetylene;P-ETHYNYLPENTYLBENZENE;4-(Pent-1-yl)phenylacetylene;DTXSID80379403;APGNXGIUUTWIRE-UHFFFAOYSA-N;CHEBI:189254;1-Ethynyl-4-pentylbenzene, 97%;BCP21815;AKOS005146091;CS-W017589;AS-15116;SY046417;E0563;FT-0641736;A839779;J-504623;1-ethynyl-4-pentyl-benzene

Chemical Property of 1-Ethynyl-4-pentylbenzene

Chemical Property:

• Appearance/Colour: colourless to pale yellow transparent liquid
• Vapor Pressure: 0.0468mmHg at 25°C
• Melting Point: >240 °C (decomp)
• Refractive Index: n20/D 1.523(lit.)
• Boiling Point: 244.7 °C at 760 mmHg
• Flash Point: 93.2 °C
• PSA: 0.00000
• Density: 0.9 g/cm³
• LogP: 3.40060
• Storage Temp.: Store Cold
• Sensitive.: Light Sensitive
• Solubility.: Chloroform
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 5
• Exact Mass: 172.125200510
• Heavy Atom Count: 13
• Complexity: 164

Purity/Quality:

99% ^*data from raw suppliers

4-Pentylphenylacetylene ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC1=CC=C(C=C1)C#C
• Uses: 4-Pentylphenylacetylene is an intermediate in the synthesis of new acid ceramidase-targeted acyclic 5-alkynyl and 5-heteroaryl uracil nucleosides. Intermediates of Liquid Crystals

Technology Process of 1-Ethynyl-4-pentylbenzene

There total 5 articles about 1-Ethynyl-4-pentylbenzene 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: 97.0%

1-(4-pentylphenyl)-2-(trimethylsilyl)acetylene (138220-08-3) → 1-ethynyl-4-(n-pentyl)benzene (79887-10-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1246/cl.160731

Reference yield:

4-pentylbenzaldehyde (6853-57-2) → 1-ethynyl-4-(n-pentyl)benzene (79887-10-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Ph₃P, Zn / 1.) CH₂Cl₂, r.t., 48 h, 2.) 2 h

2: n-BuLi / tetrahydrofuran / 1.) -78 deg C, 1 h, 2.) r.t., 1 h

With n-butyllithium; triphenylphosphine; zinc; In tetrahydrofuran;

Reference yield:

4-iodine-pentyl benzene (85017-60-3) → 1-ethynyl-4-(n-pentyl)benzene (79887-10-8)

Guidance literature:

Multi-step reaction with 2 steps

1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / 19 h / 20 - 40 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; 1: |Sonogashira Cross-Coupling;

DOI:10.1246/cl.160731

upstream raw materials:

4-pentylbenzaldehyde

4-pentylaniline

4-iodine-pentyl benzene

1-(4-pentylphenyl)-2-(trimethylsilyl)acetylene

Downstream raw materials:

Hexakis<(4-pentylphenyl)ethinyl>benzol

5-[(p-pentylphenyl)ethynyl]-2'-deoxyuridine

triisopropyl-{4-[3-isopropyl-4-methoxymethoxy-5-(4-pentylphenylethynyl)benzyl]-3,5-dimethylphenoxy}silane

3,5-bis-(4-pentyl-phenylethynyl)-benzaldehyde

Refernces

• 1、 Meng, H.-H. B.,Dalton, L. R.,Wu, S.-T.. "Synthesis and Physical Properties of Asymmetric Diphenyldiacetylenic Liquid Crystals". . p. 303 - 314. Retrieved 2007/10/02.
• 2、 -. "Chloro tolanes". . . Retrieved 2008/06/13.