772-38-3

Basic information

• Product Name: 4-(TERT-BUTYL)PHENYLACETYLENE
• Synonyms: P-T-BUTYLPHENYLACETYLENE;TIMTEC-BB SBB008840;4-(TERT-BUTYL)PHENYLACETYLENE;4-(tert-BUTYL)PHENYLACETYLENE 95%;4-(TERT-BUTYL)PHENYLACETYLENE,90+%;Benzene, 1-(1,1-diMethylethyl)-4-ethynyl-;1-(tert-Butyl)-4-ethynylbenzene;4-tert-Butylphenylacetylene 5GR
• CAS NO: 772-38-3
• Molecular Formula: C₁₂H₁₄
• Molecular Weight: 158.24
• Product Categories: Alkynes;Organic Building Blocks;Terminal;Building Blocks;Chemical Synthesis;Organic Building Blocks
• Mol File: 772-38-3.mol
• Article Data: 26

Chemical Properties

• Boiling Point: 70 °C2 mm Hg(lit.)
• Flash Point: 180 °F
• Appearance: Pale green to khaki-brown/liquid
• Density: 0.877 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.273mmHg at 25°C
• Refractive Index: 1.528-1.53
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly), Hexanes (Slightly)
• Water Solubility: Difficult to mix with water.
• CAS DataBase Reference: 4-(TERT-BUTYL)PHENYLACETYLENE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(TERT-BUTYL)PHENYLACETYLENE(772-38-3)
• EPA Substance Registry System: 4-(TERT-BUTYL)PHENYLACETYLENE(772-38-3)

Safety Data

• Hazard Codes: N,Xi
• Statements: 50/53
• Safety Statements: 36/37-60-61
• RIDADR: UN 3082 9/PG 3
• WGK Germany: 3
• HazardClass: 9
• Hazardous Substances Data: 772-38-3(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 772-38-3 differently. You can refer to the following data:
1. 4-(tert-Butyl)phenylacetylene is a useful research chemical.
2. 4-tert-Butylphenylacetylene is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.
3. 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

Chemical Properties

Clear pale yellowish-brown liquid

General Description

4-tert-Butylphenylacetylene can be synthesized from 4-tert-butylstyrene.

InChI:InChI=1/C12H14/c1-5-10-6-8-11(9-7-10)12(2,3)4/h1,6-9H,2-4H3

Upstream product

• 38066-68-1 1-tert-Butyl-4-(1,1-dichloro-ethyl)-benzene 
• 135883-30-6 1-(4-tert-butylphenyl)-2-trimethylsilylethyne 
• 945773-25-1 ((4-(tert-butyl)phenyl)ethynyl)triisopropylsilane 
• 35779-04-5 1-tert-butyl-4-iodobenzene 
• 943-27-1 4'-t-butylacetophenone 
• 3972-65-4 1-bromo-4-tert-butylbenzene 
• 1208-65-7 4-tert-butyl-trans-cinnamic acid 
• 1066-54-2 trimethylsilylacetylene 
• 939-97-9 4-tert-Butylbenzaldehyde 
• 74-86-2 acetylene 
• 5406-86-0 2-(4-tert-butylphenyl)ethanol 
• 558-13-4 carbon tetrabromide 

Downstream Products

• 38066-70-5 3-(4-tert-Butyl-phenyl)-1,1-diphenyl-prop-2-yn-1-ol 
• 62452-67-9 2-(4-(tert-butyl)phenyl)naphtho[2,3-b]furan-4,9-dione 
• 62452-72-6 5-Brom-2-t-butylbenzanthracen-7,12-dion 
• 70615-49-5 1-chloro-2-(4-tert-butylphenyl)acetylene 
• 198693-49-1 [(Z)-6-(4-tert-Butyl-phenyl)-hex-3-ene-1,5-diynyl]-trimethyl-silane 
• 1026632-86-9 1-(tert-butyl)-4-{[(trifluoromethyl)sulfonyl]ethynyl}benzene 
• 198693-43-5 Z-4-chloro-[1'-(4'-tert-butyl)phenyl]but-3-ene-1-yne 
• 220006-53-1 3-(4-(tert-butyl)phenyl)propiolic acid 
• 221458-82-8 2-<(4-tert-butylphenyl)ethynyl>benzaldehyde 
• 620159-08-2 methyl 3-(4-(tert-butyl)phenyl)propiolate 
• 594838-96-7 3-(4-tert-butylphenyl)furan-2,5-dione 
• 61440-86-6 bis(4-tert-butylphenyl)acetylene 
• 325793-26-8 1,6-Bis(4-tert-butylphenyl)hexa-1,5-diyne-3,4-dione 
• 343798-56-1 1,3-bis(4-(tert-butyl)phenyl)prop-2-yn-1-one 

Relevant articles and documents

Nickel-Catalyzed Decarbonylative Cycloaddition of Benzofuran-2,3-diones with Alkynes to Flavones

Using dppe as the ligand, the Nickel-catalyzed decarbonylative cycloaddition of benzofuran-2,3-diones with alkynes was established, and a variety of functional flavones were synthesized in 65–99% yields. Terminal alkynes with substituted phenyl groups and internal alkynes such as aryl acyl acetylenes and diphenylacetylenes are suitable for this reaction. The effects of bases on the reactions of different types of alkyne substrates were also investigated and discussed. (Figure presented.).

Efficient Multigram Approach to Acetylenes and CF3-ynones Starting from Dichloroalkenes Prepared by Catalytic Olefination Reaction (COR)

A novel approach to terminal acetylenes based on catalytic olefination reaction COR of arylaldehydes to form dichloroalkenes followed by treatment with nBuLi was elaborated. This method is atom economical and displays high yields and effectivity. The corresponding alkynes can be prepared in up to 97 % yield. One pot procedure towards CF3-ynones was elaborated to provide these products in up to 87 % yield starting from dichloroalkenes.

Regioselective Gold-Catalyzed Hydration of CF3- and SF5-alkynes

The regioselective gold-catalyzed hydration of CF3- and SF5-alkynes is described. The corresponding trifluoromethylated and pentasulfanylated ketones are obtained in up to 91% yield as single regioisomers showcasing the use of CF3 and SF5 as highly efficient directing groups in this reaction. Notably, this transformation represents the first use of CF3- and SF5-alkynes in gold catalysis.