4-Ethynyltoluene

Base Information

• Chemical Name: 4-Ethynyltoluene
• CAS No.: 766-97-2
• Molecular Formula: C9H8
• Molecular Weight: 116.163
• Hs Code.: 29029090
• DSSTox Substance ID: DTXSID30227420
• Nikkaji Number: J48.034G
• Wikidata: Q72477906
• Mol file: 766-97-2.mol

Synonyms:p-ethynyltoluene;pENT cpd

Chemical Property of 4-Ethynyltoluene

Chemical Property:

• Appearance/Colour: Clear pale yellow liquid
• Vapor Pressure: 2.62mmHg at 25°C
• Melting Point: 168-170 °C
• Refractive Index: n20/D 1.547(lit.)
• Boiling Point: 164.082 °C at 760 mmHg
• Flash Point: 48.889 °C
• PSA: 0.00000
• Density: 0.94 g/cm³
• LogP: 1.97630
• Storage Temp.: Keep Cold
• Water Solubility.: Insoluble in water.
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 116.062600255
• Heavy Atom Count: 9
• Complexity: 118

Purity/Quality:

99% ^*data from raw suppliers

4-Ethynyltoluene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, Xn
• Hazard Codes: Xi,Xn
• Statements: 10-36/37/38
• Safety Statements: 16-26-27-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C#C
• Uses: 4-Ethynyltoluene was used in the synthesis of bis(bicyclic) products by the cycloaddition of alkynes to the AlN2C2. Intermediates of Liquid Crystals

Technology Process of 4-Ethynyltoluene

There total 66 articles about 4-Ethynyltoluene 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: 96.0%

1-(2-(trimethylsilyl)ethynyl)toluene (4186-14-5) → 4-n-methylphenylacetylene (766-97-2)

Guidance literature:

With potassium hydroxide;

DOI:10.1016/0022-328X(90)85280-C

Reference yield: 96.0%

1-(1,2-dibromoethyl)-4-methylbenzene (33458-08-1) → 4-n-methylphenylacetylene (766-97-2)

Guidance literature:

With potassium hydroxide; tetraoctyl ammonium bromide; In Petroleum ether; at 35 ℃; for 8h;

DOI:10.1016/S0040-4020(01)98925-2

Reference yield: 93.0%

(2RS,3SR)-2,3-dibromo-3-(4-methylphenyl)propanoic acid (52916-86-6,83263-30-3) → 4-n-methylphenylacetylene (766-97-2)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 115 ℃; for 12h;

DOI:10.1002/cjoc.201180402

upstream raw materials:

α-chloro-p-methylstyrene

3-(4-methylphenyl)prop-2-ynoic acid

para-methylacetophenone

1-(1,2-dibromoethyl)-4-methylbenzene

Downstream raw materials:

4-Hydroxy-1-phenyl-2-p-tolyl-naphthalin

5,5'-di-(4-methylphenyl)-3,3'-bisisoxazole

1-(2-bromoethynyl)-4-methylbenzene

1-(iodoethynyl)-4-methylbenzene

Refernces

• 1、 Varga, Bálint,Tóth, Balázs L.,Béke, Ferenc,Csenki, János T.,Kotschy, András,Novák, Zoltán. "Synthesis and Photochemical Application of Hydrofluoroolefin (HFO) Based Fluoroalkyl Building Block". supporting information. p. 4925 - 4929. Retrieved 2021/07/01.
• 2、 Picher, Marie-Idrissa,Plietker, Bernd. "Fe-Catalyzed Selective Cyclopropanation of Enynes under Photochemical or Thermal Conditions". supporting information. p. 340 - 344. Retrieved 2020/01/11.