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

Basic Information

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CAS Number

1073-39-8

Molecular Formula

C8H7Br

Molecular Weight

183.05 g/mol

Chemical Classification

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Boiling Point

221.4 °C at 760 mmHg

Refractive Index

n20/D 1.589

SMILES

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C1CC2=C1C=CC(=C2)Br

InChI

InChI=1S/C8H7Br/c9-8-4-3-6-1-2-7(6)5-8/h3-5H,1-2H2

InChIKey

GMHHTGYHERDNLO-UHFFFAOYSA-N

LogP

2.5477000000000007

Topological Polar Surface Area

0.0 Å²

Hydrogen Bond Donor/Acceptor

0 / 0

Complexity

111

Safety Information

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GHS Hazard Pictograms

H302

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

Sensitiveness

Sensitive to humidity

Synonyms & References

English

3-bromo-bicyclo[4,2,0]octa-1(6),2,4-triene
4-BROMO-BENZOCYCLOBUTANE
1073-39-8
Bicyclo[4.2.0]octa-1,3,5-triene, 3-bromo-
AKOS006290829
4-bromobicyclo[4.2.0]octa-1(6),2,4-triene
3-BROMOBICYCLO[4.2.0]OCTA-1(6),2,4-TRIENE
DTXSID10446374
CS-W015996
AM20020174
3-bromobicyclo[4.2.0]octa-1,3,5-triene
SCHEMBL13594
4-bromo-1,2-dihydrocyclobutabenzene
EN300-295267
SY030306
3-bromo-bicyclo[4.2.0]octa-1(6),2,4-triene
FT-0649079
4-bromobenzocyclobutane
W-200763
4-Bromobenzocyclobutene, 96%
3-Bromo-bicyclo[4.2.0]octa-1,3,5-triene
AC-157
GMHHTGYHERDNLO-UHFFFAOYSA-N
AS-14569
4-Bromobenzocyclobutene
4-bromo-1,2-dihydrobenzocyclobutene
MFCD09029072
3-Bromobicyclo[4.2.0]octa-1,3,5-triene
3-bromo-bicyclo[4.2.0]octa-1,3,5-triene
4-bromocyclobutabenzene
3-Bromobicyclo[4.2.0]octa-1,3,5-triene 4-Bromo-1,2-dihydrobenzocyclobutene

MDL Number

MFCD09029072

Customs Code

2903890090

FAQ

What are the physical and chemical properties of 3-Bromobicyclo[4.2.0]octa-1,3,5-triene (CAS: 1073-39-8)?

3-Bromobicyclo[4.2.0]octa-1,3,5-triene (CAS: 1073-39-8) is a cyclic, conjugated triene with a molecular weight of approximately 187.03 g/mol. It is a colorless liquid with a low melting point of -17.5°C and a boiling point of 97.5°C. The compound is slightly soluble in water but soluble in organic solvents. It is highly reactive due to its conjugated double bond system, making it prone to electrophilic addition reactions.

How is 3-Bromobicyclo[4.2.0]octa-1,3,5-triene (CAS: 1073-39-8) typically synthesized?

3-Bromobicyclo[4.2.0]octa-1,3,5-triene (CAS: 1073-39-8) is typically synthesized via a palladium-catalyzed cycloisomerization of a brominated alkene. The reaction involves the use of a palladium catalyst, a base, and an appropriate brominated alkene precursor. The yield is usually high, and the reaction is known for its high selectivity towards the desired product.

What industries use 3-Bromobicyclo[4.2.0]octa-1,3,5-triene (CAS: 1073-39-8)?

3-Bromobicyclo[4.2.0]octa-1,3,5-triene (CAS: 1073-39-8) is used in various industries, including pharmaceuticals, where it serves as an intermediate in the synthesis of complex organic molecules. It is also utilized in the polymer industry for the development of specialized polymers. Additionally, the compound finds applications in the production of sensors and semiconductors due to its unique chemical properties.

What precautions should be taken when handling 3-Bromobicyclo[4.2.0]octa-1,3,5-triene (CAS: 1073-39-8)?

When handling 3-Bromobicyclo[4.2.0]octa-1,3,5-triene (CAS: 1073-39-8), it is crucial to use personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated fume hood due to its reactive nature. Spills should be cleaned up using appropriate absorbents, and the area should be well-ventilated. Always refer to the safety data sheet (SDS) for detailed handling instructions and emergency procedures.