4-(Tert-butyl)phenylacetylene

Base Information

• Chemical Name: 4-(Tert-butyl)phenylacetylene
• CAS No.: 772-38-3
• Molecular Formula: C12H14
• Molecular Weight: 158.243
• Hs Code.: 29029090
• European Community (EC) Number: 628-256-4
• DSSTox Substance ID: DTXSID80373825
• Nikkaji Number: J1.104.788B
• Wikidata: Q82162173
• Mol file: 772-38-3.mol

Synonyms:4-tert-butylphenylacetylene

Chemical Property of 4-(Tert-butyl)phenylacetylene

Chemical Property:

• Appearance/Colour: Clear pale yellowish-brown liquid
• Vapor Pressure: 0.273mmHg at 25°C
• Refractive Index: 1.528-1.53
• Boiling Point: 210.9 °C at 760 mmHg
• Flash Point: 71.7 °C
• PSA: 0.00000
• Density: 0.91 g/cm³
• LogP: 2.96540
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Hexanes (Slightly)
• Water Solubility.: Difficult to mix with water.
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 158.109550447
• Heavy Atom Count: 12
• Complexity: 178

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-(tert-Butyl)phenylacetylene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N；Xi
• Hazard Codes: N,Xi
• Statements: 50/53
• Safety Statements: 36/37-60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1=CC=C(C=C1)C#C
• Uses: 4-(tert-Butyl)phenylacetylene is a useful research chemical. 4-tert-Butylphenylacetylene is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff. 4-tert-Butylphenylacetylene can be used in the synthesis of the following:1,6-bis(4-tert-butylphenyl)hexa-1,5-diyne-3,4-dione4,4′,5,5′-tetra(4-tert-butylphenylethynyl)dibenzo-24-crown-8-ether via Sonogashira coupling reaction with 4,4′,5,5′-tetraiododibenzo-24-crown-8-ether1-(4-tert-butylphenyl)-2-(4-tert-butyldimethylsiloxyphenyl)acetylene via palladium catalyzed coupling with 4-(tert-butyldimethylsiloxy)iodobenzene

Technology Process of 4-(Tert-butyl)phenylacetylene

There total 22 articles about 4-(Tert-butyl)phenylacetylene 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: 98.0%

1-(4-tert-butylphenyl)-2-trimethylsilylethyne (135883-30-6) → 4-tert-Butylphenylacetylene (772-38-3)

Guidance literature:

With sodium hydroxide; In methanol; water; for 0.25h;

DOI:10.1139/v00-186

Reference yield: 92.0%

1-(tert-butyl)-4-(2,2-dichlorovinyl)benzene → 4-tert-Butylphenylacetylene (772-38-3)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -90 - 5 ℃; Inert atmosphere;

DOI:10.1002/ejoc.202000531

Reference yield: 85.0%

((4-(tert-butyl)phenyl)ethynyl)triisopropylsilane (945773-25-1) → 4-tert-Butylphenylacetylene (772-38-3)

Guidance literature:

With potassium fluoride; In N,N-dimethyl-formamide; at 80 ℃; for 3h;

DOI:10.1016/j.tet.2007.05.019

upstream raw materials:

1-tert-Butyl-4-(1,1-dichloro-ethyl)-benzene

1-(4-tert-butylphenyl)-2-trimethylsilylethyne

((4-(tert-butyl)phenyl)ethynyl)triisopropylsilane

1-tert-butyl-4-iodobenzene

Downstream raw materials:

1-(4-bromophenyl)-4-(4-tert-butylphenyl)but-3-yn-1-ol

4,4',5,5'-tetra(4-tert-butylphenylethynyl)dibenzo-24-crown-8 ether

1,8-bis((4-(tert-butyl)phenyl)ethynyl)naphthalene

C₄₀H₅₁NO₇

Refernces

• 1、 Grela, Karol,Kusy, Rafa?. "Ligand-free (: Z)-selective transfer semihydrogenation of alkynes catalyzed by in situ generated oxidizable copper nanoparticles". supporting information. p. 5494 - 5502. Retrieved 2021/08/16.
• 2、 Muzalevskiy, Vasiliy M.,Sizova, Zoia A.,Diusenov, Arstan I.,Shastin, Alexey V.,Nenajdenko, Valentine G.. "Efficient Multigram Approach to Acetylenes and CF3-ynones Starting from Dichloroalkenes Prepared by Catalytic Olefination Reaction (COR)". . p. 4161 - 4166. Retrieved 2020/07/13.