3-Ethynylbicyclo[4.2.0]octa-1,3,5-triene | CAS No. 144597-22-8

3-Ethynylbicyclo[4.2.0]octa-1,3,5-triene

Basic Information

CAS Number

144597-22-8

Molecular Formula

C10H8

Molecular Weight

16.04 g/mol

AD

Basic Physical Properties

C#CC1=CC2=C(CC2)C=C1

InChI

InChI=1S/C10H8/c1-2-8-3-4-9-5-6-10(9)7-8/h1,3-4,7H,5-6H2

InChIKey

UDJGDXMIUPGDCM-UHFFFAOYSA-N

LogP

0.6361

Topological Polar Surface Area

0.0 Ų

Hydrogen Bond Donor/Acceptor

0 / 0

Complexity

172

Synonyms & References

English

  • Bicyclo[4.2.0]octa-1,3,5-triene, 3-ethynyl- (9CI)
  • Bicyclo[4.2.0]octa-1,3,5-triene, 3-ethynyl-
  • 144597-22-8
  • 3-Ethynylbicyclo[4.2.0]octa-1(6),2,4-triene
  • 3-ETHYNYL-BICYCLO[4.2.0]OCTA-1(6),2,4-TRIENE
  • DTXSID30451142
  • AKOS006311953
  • 3-Ethynylbicyclo[4.2.0]octa-1,3,5-triene
  • 3-Ethynyl-bicyclo[4.2.0]octa-1(6),2,4-triene
  • 4-ETHYNYLBENZOCYCLOBUTENE
  • Bicyclo[4.2.0]octa-1,3,5-triene,3-ethynyl-
  • ACN-S001468
  • AK102353
  • ANW-62203
  • CTK8B9205
  • MolPort-004-755-409

FAQ

What are the physical and chemical properties of 3-Ethynylbicyclo[4.2.0]octa-1,3,5-triene (CAS: 144597-22-8)?

3-Ethynylbicyclo[4.2.0]octa-1,3,5-triene is a solid, crystalline compound with a molecular weight of approximately 134.22 g/mol. It is poorly soluble in water but soluble in organic solvents like dichloromethane and ethanol. Chemically, it is reactive, particularly with electrophiles and nucleophiles, and can undergo addition reactions and ring-opening processes.

How is 3-Ethynylbicyclo[4.2.0]octa-1,3,5-triene (CAS: 144597-22-8) typically synthesized?

3-Ethynylbicyclo[4.2.0]octa-1,3,5-triene is typically synthesized via a multistep process involving the formation of a cyclic diene, followed by alkyne addition. Common catalysts include palladium complexes, and the reaction conditions are optimized for high yield and selectivity. The process usually involves solvents like toluene and requires careful control of temperature and pressure.

What industries use 3-Ethynylbicyclo[4.2.0]octa-1,3,5-triene (CAS: 144597-22-8)?

3-Ethynylbicyclo[4.2.0]octa-1,3,5-triene is used in the pharmaceutical industry for the synthesis of certain drugs, particularly those requiring specific functional groups. It is also utilized in the polymer industry for functionalizing polymers and in semiconductor manufacturing for photoresist applications. Additionally, it has potential applications in the development of chemical sensors and as a reactive intermediate in organic synthesis.

What precautions should be taken when handling 3-Ethynylbicyclo[4.2.0]octa-1,3,5-triene (CAS: 144597-22-8)?

When handling 3-Ethynylbicyclo[4.2.0]octa-1,3,5-triene, it is important to use personal protective equipment (PPE) such as gloves, goggles, and lab coats. Work in a well-ventilated area, preferably under a fume hood, to minimize exposure. Spills should be handled using appropriate absorbents, and the area should be properly cleaned. Always refer to the Safety Data Sheet (SDS) for detailed emergency procedures and storage guidelines.

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