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.)

Flash point:

97 °F

storage temp. 

Sealed in dry,Room Temperature

form 

clear liquid

color 

Colorless to Almost colorless

InChI

InChI=1S/C8H8/c1-2-4-8-6-5-7(8)3-1/h1-4H,5-6H2

InChIKey

UMIVXZPTRXBADB-UHFFFAOYSA-N

SMILES

C12C(CC1)=CC=CC=2

CAS DataBase Reference

694-87-1(CAS DataBase Reference)

NIST Chemistry Reference

Bicyclo[4.2.0]octa-1,3,5-triene(694-87-1)

EPA Substance Registry System

Bicyclo[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 

Ⅲ

HS Code 

29029090

MSDS

• Language:English Provider:SigmaAldrich

Benzocyclobutene Usage And Synthesis

Chemical Properties

Colorless liquid

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.

Uses

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.

Definition

ChEBI: 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

Toxics Screening Level

The Initial Threshold Screening Level (ITSL) for benzocyclobutene is 220 μg/m3 with an annual averaging time.

Benzocyclobutene(694-87-1)Related Product Information

• Benzocyclobutene-4-boronic acid
• Benzocyclobutenone
• Bicyclo[4.2.0]octa-1,3,5-triene-7-carboxylic acid methyl ester
• 3-BROMO-BICYCLO[4.2.0]OCTA-1,3,5-TRIENE
• Ivabradine hydrochloride
• 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
• Bicyclo[4.2.0]octa-1,3,5-triene-7-carbonitrile
• Benzocyclobutene
• 4,5-Dimethoxy-1-cyanobenzocyclobutane
• 4-Carboxaldehydebenzocyclobutene
• 4-Vinylbenzocyclobutene
• 4-Hydroxymethylbenzocyclobutene
• Bicyclo[4.2.0]octa-1,3,5-triene-3-carboxylic acid (7CI,8CI,9CI),4-Carboxyl benzocyclobutene
• 1-Hydroxymethylbenzocyclobutene
• 1-Bromobenzocyclobutene
• 4a(2H)-Biphenylenol, 1,3,4,8b-tetrahydro-, cis-
• 1,6-BIS[3-(TRIFLUOROMETHYL)-3H-DIAZIRIN-3-YL]-3,8-DIMETHOXY-DIBENZENE
• 1-Bicyclo[4.2.0]octa-1,3,5-trien-7-ylmethanamine