Benzocyclobutene

Benzocyclobutene Basic information
Product Name:Benzocyclobutene
Synonyms:1,2-Dihydrobenzocyclobutene;Benzocyclobutane;Benzocyclobutene, 1,2-dihydro-;BENZOCYCLOBUTENE;Bicyclo[4.2.0]octa-2,4,6(1)-triene;1,2-Ethenobenzene;1,2-Vinylenebenzene;2,3-Vinylenebenzene
CAS:694-87-1
MF:C8H8
MW:104.15
EINECS:
Product Categories:
Mol File:694-87-1.mol
Benzocyclobutene Structure
Benzocyclobutene Chemical Properties
Boiling point 150 °C/748 mmHg (lit.)
density 0.957 g/mL at 25 °C (lit.)
refractive index n20/D 1.541(lit.)
Fp 97 °F
storage temp. Sealed in dry,Room Temperature
form clear liquid
color Colorless to Almost colorless
CAS DataBase Reference694-87-1(CAS DataBase Reference)
NIST Chemistry ReferenceBicyclo[4.2.0]octa-1,3,5-triene(694-87-1)
EPA Substance Registry SystemBicyclo[4.2.0]octa-1,3,5-triene (694-87-1)
Safety Information
Risk Statements 10
Safety Statements 16
RIDADR UN 3295 3/PG 3
WGK Germany 3
HazardClass 3
PackingGroup 
HS Code 29029090
MSDS Information
ProviderLanguage
SigmaAldrich English
Benzocyclobutene Usage And Synthesis
Chemical PropertiesColorless liquid
UsesBenzocyclobutene 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.
UsesBenzocyclobutene (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.
DefinitionChEBI: A carbobicyclic compound that is benzene fused to a cyclobutane ring.
Synthesis Reference(s)Journal of the American Chemical Society, 97, p. 5600, 1975 DOI: 10.1021/ja00852a057
The Journal of Organic Chemistry, 38, p. 3412, 1973 DOI: 10.1021/jo00959a039
Tetrahedron Letters, 16, p. 1893, 1975
Benzocyclobutene Preparation Products And Raw materials
Preparation Products4-Aminobenzocyclobutene-->1-Bromobenzocyclobutene-->2,3-Benzodioxin (8CI,9CI)-->Bicyclo[4.2.0]octa-1,3,5-triene-3-carboxamide (7CI,8CI)-->Bicyclo[4.2.0]octa-1,3,5-triene, 3-(bromomethyl)--->5-nitro-1,2-dihydrocyclobutabenzene-->4-Bromobenzocyclobutene
Bicyclo[4.2.0]octa-1,3,5-triene-7-carboxylic acid, 5-amino-, ethyl ester (9CI) 4,5-Dimethoxy-1-cyanobenzocyclobutane 3-[SPIRO-BENZOCYCLOBUTENE] PYRROLIDINE HCL Bicyclo[4.2.0]octa-1,3,5-triene-7-carbonyl chloride, 7-methoxy- (9CI) Bicyclo[4.2.0]octa-1,3,5-triene-3-carbonyl chloride (9CI) Bicyclo[4.2.0]octa-1,3,5-triene-7-carbonitrile, 2-fluoro- (9CI) 1,6-BIS[3-(TRIFLUOROMETHYL)-3H-DIAZIRIN-3-YL]-3,8-DIMETHOXY-DIBENZENE 3-[SPIRO-BENZOCYCLOBUTENE] PIPERIDINE HCL 1-Bicyclo[4.2.0]octa-1,3,5-trien-7-ylmethanamine SALOR-INT L160091-1EA 3-BROMO-7,8-DIIODO-BICYCLO[4.2.0]OCTA-1,3,5-TRIENE Bicyclo[4.2.0]octa-1,3,5-triene-7-carboxylic acid,Bicyclo[4.2.0]octa-1,3,5-triene-7-carboxylic acid (6CI,7CI,8CI,9CI),1-carboxyl benzocyclobutene Benzocyclobutene 3-BROMO-BICYCLO[4.2.0]OCTA-1,3,5-TRIENE Ivabradine hydrochloride SPECS AE-508/36397029 Bicyclo[4.2.0]octa-1,3,5-triene-7-carbonitrile 2-HYDROXY-4-METHYLBICYCLO[4.2.0]OCTA-1,3,5-TRIENE-7,8-DIONE

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