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

Base Information

• Chemical Name: Bicyclo[4.2.0]octa-1,3,5-triene
• CAS No.: 694-87-1
• Molecular Formula: C8H8
• Molecular Weight: 104.152
• Hs Code.: 29029090
• European Community (EC) Number: 633-274-0
• UNII: MF7U8F3YLB
• DSSTox Substance ID: DTXSID3073927
• Nikkaji Number: J114.088D
• Wikipedia: Benzocyclobutene
• Wikidata: Q420972
• Mol file: 694-87-1.mol

Synonyms:benzocyclobutene

Chemical Property of Bicyclo[4.2.0]octa-1,3,5-triene

Chemical Property:

• Vapor Pressure: 1.57mmHg at 25°C
• Refractive Index: n20/D 1.541(lit.)
• Boiling Point: 164.3 °C at 760 mmHg
• Flash Point: 40.1 °C
• PSA: 0.00000
• Density: 1.033 g/cm³
• LogP: 1.78520
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 104.062600255
• Heavy Atom Count: 8
• Complexity: 74

Purity/Quality:

98%, ^*data from raw suppliers

Benzocyclobutene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R10:
• Hazard Codes: R10:
• Statements: 10
• Safety Statements: 16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aromatic Hydrocarbons
• Canonical SMILES: C1CC2=CC=CC=C21
• Uses: Benzocyclobutene (BCB) is composed of a benzene ring fused to a cyclobutane ring (chemical formula C8H8). It is frequently used to create photosensitive polymers. BCB-based polymer dielectrics may be spun on various substrates, with good step coverage properties that make them useful to planarize uneven topographies. Applications include wafer bonding, optical interconnects, semihermetic package sealing, passivation, and low-k dielectrics. BCB has been also reported as a material with good biocompatibility, being used in intracortical neural implants and other biomedical applications. Benzocyclobutene was used as the adhesive bonding material in adhesive wafer-level bonding technique. Photosensitive benzocyclobutene has been widely used as dielectric material in multilayer packaging applications. It was used in fabrication of high density multilayer interconnect structures using gold metallization and polymer interlayer dielectric.

Technology Process of Bicyclo[4.2.0]octa-1,3,5-triene

There total 75 articles about Bicyclo[4.2.0]octa-1,3,5-triene 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: 76.8%

(Z)-3,4-diethylhexa-1,5-diyn-3-ene (78091-33-5) → styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + tetralin (119-64-2) + benzocyclobutene (694-87-1) + cis-5-decene-3,7-diyne (122911-16-4)

Guidance literature:

at 500 ℃; Further byproducts given;

DOI:10.1021/ja00404a018

Reference yield: 55.0%

[2.2]Paracyclophan (1633-22-3) → styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + para-xylene (106-42-3) + benzocyclobutene (694-87-1) + toluene (108-88-3,15644-74-3,16713-13-6) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1)

Guidance literature:

at 970 ℃; Product distribution;

DOI:10.1021/ja00337a056

Reference yield: 20.0%

p-tolyldiazomethane (23304-24-7) → styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + benzocyclobutene (694-87-1)

Guidance literature:

at 400 ℃;

DOI:10.1016/S0040-4020(01)96389-6

upstream raw materials:

1,3-dihydrobenzo[c]thiophene-2,2-dioxide

1-chloro-1,2-dihydrobenzocyclobutene

1,2-Dijod-benzocyclobutan

7,8-Dibromobicyclo<4.2.0>octa-1,3,5-trien

Downstream raw materials:

1-bromobenzocyclobutene

1-bromo-2-(2-bromoethyl)benzene

β-(2,4-dinitrophenyl)ethyl nitrate

4-bromobenzocyclobutene

Refernces

• 1、 Radlick,Brown. "". . p. 3412. Retrieved 1973.
• 2、 Thummel. "". . p. 899. Retrieved 1974.
• 3、 Sanders,Giering. "". . p. 3055. Retrieved 1973.
• 4、 Markgraf et al.. "". . p. 2361. Retrieved 1972.
• 5、 Cao, Meifang,Chen, Bo,He, Chengzhi,Ouyang, Xinping,Qian, Yong,Qiu, Xueqing. "Fabricating nickel phyllosilicate-like nanosheets to prepare a defect-rich catalyst for the one-pot conversion of lignin into hydrocarbons under mild conditions". supporting information. p. 846 - 857. Retrieved 2022/02/09.
• 6、 Bucher, Goetz,Heitmann, Gernot,Herges, Rainer. "Thermochemistry and photochemistry of spiroketals derived from indan-2-one: Stepwise processes versus coarctate fragmentations". . p. 1668 - 1676. Retrieved 2013/10/22.