Benzocyclobutene CAS#: 694-87-1; ChemWhat Code: 30685

IdentificationPhysical DataSpectra
Route of Synthesis (ROS)Safety and HazardsOther Data

Identification

Product NameBenzocyclobutene
IUPAC Namebicyclo[4.2.0]octa-1,3,5-triene
Molecular StructureStructure-of-Benzocyclobutene-CAS-694-87-1
CAS Registry Number 694-87-1
EINECS NumberNo data available
MDL NumberMFCD01321219
Beilstein Registry NumberNo data available
SynonymsbenzocyclobuteneBenzocyclobutenbicyclo[4.2.0]octa-1,3,5-triene1,2-dihydrobenzocyclobutene1,2-dihydrocyclobutabenzenecyclobutabenzeneBicyclo<4.2.0>octa-1,3,5-triene
Molecular FormulaC8H8
Molecular Weight104.152
InChIInChI=1S/C8H8/c1-2-4-8-6-5-7(8)3-1/h1-4H,5-6H2
InChI KeyUMIVXZPTRXBADB-UHFFFAOYSA-N
Canonical SMILESc1ccc2c(c1)CC2
Patent Information
Patent IDTitlePublication Date
CN110862292Preparation method of 1-aryl-1,2-dibromoethane2020
US4107200Bis(aminopropyl) arylacetonitriles and preparation thereof1978

Physical Data

AppearanceColorless transparent liquid
SolubilityIt is soluble in water as well as soluble in alcohol, benzene.
Boiling point150 °C/748 mmHg (lit.)
Refractive indexn20/D 1.541(lit.)
SensitivityAir Sensitive & Hygroscopic
Melting Point, °C
-75
-24 – -23
Boiling Point, °CPressure (Boiling Point), Torr
74 – 7567
65 – 6820
49 – 5410
147 – 150
87 – 89100
62 – 6440
Refractive IndexWavelength (Refractive Index), nmTemperature (Refractive Index), °C
1.540458921
1.540558921
1.542158920
1.542558920
1.540958925
Density, g·cm-3Reference Temperature, °CMeasurement Temperature, °C
1.175
0.9577420
0.957425
Description (Association (MCS))Solvent (Association (MCS))Temperature (Association (MCS)), °CPartner (Association (MCS))
NMR spectrum of the complexacetone-d637.9Cr(CO)3
NMR spectrum of the complexbenzene-d637.9Mo(CO)3
NMR spectrum of the complextoluene-d837.9W(CO)3

Spectra

Description (NMR Spectroscopy)Nucleus (NMR Spectroscopy)Solvents (NMR Spectroscopy)Frequency (NMR Spectroscopy), MHz
Chemical shifts1Hchloroform-d1300
Chemical shifts13Cchloroform-d175
Chemical shifts1HCDCl3
Description (IR Spectroscopy)Solvent (IR Spectroscopy)Comment (IR Spectroscopy)
Intensity of IR bands, Bands, Spectrumneat liquid
Intensity of IR bands, Bands, Spectrumneat (no solvent, gas phase)
Bandsneat liquid
Bands780 – 715 cm**(-1)
Spectrum5000 – 625 cm**(-1)
Description (Mass Spectrometry)
gas chromatography mass spectrometry (GCMS), time-of-flight mass spectra (TOFMS), spectrum
gas chromatography mass spectrometry (GCMS), electron impact (EI), spectrum
spectrum, electron impact (EI)
Description (UV/VIS Spectroscopy)Solvent (UV/VIS Spectroscopy)Comment (UV/VIS Spectroscopy)Absorption Maxima (UV/VIS), nm
Spectrumacetonitrile
Absorption maxima205, 270
SpectrumethanolRatio of solvents: 0.1N200 – 275 nm

Route of Synthesis (ROS)

Route of Synthesis (ROS) of Benzocyclobutene CAS# 694-87-1
Route of Synthesis (ROS) of Benzocyclobutene CAS# 694-87-1
ConditionsYield
With bromine In water at 20℃; for 4.5h; Reagent/catalyst; Cooling with ice; Darkness;76.9%
With bromine; sodium dodecyl-sulfate In water at 0℃; for 1h; Reagent/catalyst; Temperature; Inert atmosphere; Schlenk technique; Darkness;67%
With bromine; iodine; acetic acid In water at 0 – 20℃;51.1%

Safety and Hazards

Pictogram(s)flameexclamation-mark
SignalWarning
GHS Hazard StatementsH226 (100%): Flammable liquid and vapor [Warning Flammable liquids]
H332 (31%): Harmful if inhaled [Warning Acute toxicity, inhalation]
H412 (31%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]
Information may vary between notifications depending on impurities, additives, and other factors.
Precautionary Statement CodesP210, P233, P240, P241, P242, P243, P261, P271, P273, P280, P303+P361+P353, P304+P340, P317, P370+P378, P403+P235, and P501
(The corresponding statement to each P-code can be found at the GHS Classification page.)

Other Data

TransportationNo data available
Under the room temperature and away from light
HS CodeNo data available
StorageUnder the room temperature and away from light
Shelf Life1 year
Market PriceUSD
Druglikeness
Lipinski rules component
Molecular Weight104.152
logP2.346
HBA0
HBD0
Matching Lipinski Rules4
Veber rules component
Polar Surface Area (PSA)0
Rotatable Bond (RotB)0
Matching Veber Rules2
Use Pattern
Microelectronics Insulating Material
Low-k dielectric layer for intermetal dielectric (IMD) insulation in integrated circuits, reducing signal delay and power consumption.
Dielectric layer in RF (radio frequency) and high-frequency devices to minimize signal loss.
Optoelectronics & Optical Waveguides
High transparency and thermal stability make BCB suitable for optical waveguide core or cladding layers in photonic devices and optical communication systems.
Passivation & Packaging
Chip passivation/protective layer to shield against moisture, ions, and mechanical stress.
Buffer and bonding material in flip-chip and MEMS devices.
High-Frequency & Antenna Substrates

Low dielectric loss and constant make it ideal for high-frequency antennas, millimeter-wave, and 5G RF packaging.
High-Temperature Coatings & Adhesives
Blended with other polymers or inorganic materials to form thermally resistant coatings or structural adhesives for electronics.

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