4-Bromobenzocyclobutene
- Product Name
- 4-Bromobenzocyclobutene
- CAS No.
- 1073-39-8
- Chemical Name
- 4-Bromobenzocyclobutene
- Synonyms
- 3-bromobicyclo[4.2.0]octa-1(6),2,4-triene;4-Bromo-1,2-dihydrobenzocyclobutene;3-BROMO-BICYCLO[4.2.0]OCTA-1,3,5-TRIENE;4-Brombenzocyclobutene;4-Bromobenzocyclobutene;4-bromocyclobutabenzene;4-BROMO-BENZOCYCLOBUTANE;3-Bromobicyclo[4.2.]octa-1,3,5-triene;1-broMo-4-(cyclobut-1-en-1-yl)benzene;Bicyclo[4.2.0]octa-1,3,5-triene, 3-bromo-
- CBNumber
- CB7849617
- Molecular Formula
- C8H7Br
- Formula Weight
- 183.05
- MOL File
- 1073-39-8.mol
4-Bromobenzocyclobutene Property
- Boiling point:
- 118-119 °C(Press: 20 Torr)
- Density
- 1.470 g/mL at 25 °C
- refractive index
- n20/D1.589
- Flash point:
- 100℃
- storage temp.
- 2-8°C
- form
- liquid
- Appearance
- Colorless to light yellow Liquid
- InChI
- InChI=1S/C8H7Br/c9-8-4-3-6-1-2-7(6)5-8/h3-5H,1-2H2
- InChIKey
- GMHHTGYHERDNLO-UHFFFAOYSA-N
- SMILES
- C12C(CC1)=CC=C(Br)C=2
- CAS DataBase Reference
- 1073-39-8(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 762121
- Product name
- 4-Bromobenzocyclobutene
- Purity
- 96%
- Packaging
- 1g
- Price
- $122
- Updated
- 2025/07/31
- Product number
- B6357
- Product name
- 3-Bromobicyclo[4.2.0]octa-1,3,5-triene
- Purity
- min. 98.0 %
- Packaging
- 200MG
- Price
- $32
- Updated
- 2025/07/31
- Product number
- B6357
- Product name
- 3-Bromobicyclo[4.2.0]octa-1,3,5-triene
- Purity
- min. 98.0 %
- Packaging
- 1G
- Price
- $94
- Updated
- 2025/07/31
- Product number
- B680533
- Product name
- 4-Bromobenzocyclobutene
- Packaging
- 250mg
- Price
- $55
- Updated
- 2021/12/16
- Product number
- 075908
- Product name
- 3-Bromobicyclo[4.2.0]octa-1,3,5-triene
- Purity
- 95+%
- Packaging
- 1g
- Price
- $59
- Updated
- 2021/12/16
4-Bromobenzocyclobutene Chemical Properties,Usage,Production
Chemical Properties
colorless or light yellow liquid
Uses
4-Bromobenzocyclobutene is used in organic synthesis. It is also used in the production of pharmaceuticals, agrochemicals, and other fine chemicals.
Reactions
The bromine atom in 4-bromobenzocyclobutene is highly reactive and can undergo various chemical reactions, such as substitution, elimination, and coupling reactions.
Synthesis
694-87-1
1073-39-8
The general procedure for the synthesis of 4-bromobenzocyclobutene from benzocyclobutene is as follows: first, α-chloro-o-xylene 1 is subjected to a pyrolysis reaction at about 800 °C and 0.5 mbar to produce benzocyclobutene 2 in 45% yield. Subsequently, benzocyclobutene 2 was dissolved in acetic acid and reacted with a mixture of bromine and iodine at room temperature for selective bromination to give 4-bromobenzocyclobutene 3. 3 was dissolved in toluene and a slightly molar excess of 1,4-dihydro-1,4-epoxynaphthalene 4 was added and reacted for 20 hr at 220° C. to give the Diels-Alder addition product 5 as a pure inner/outer in 80% yield mixture, which was a colorless crystalline substance. -yl)-5,12-dihydroanthracene 7. After recrystallization of compound 7 with o-dichlorobenzene, the dehydrogenation reaction was carried out by treatment with 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ) in boiling o-xylene. After repeated vacuum sublimation purification, orange-red crystals of 2-(anthracen-2-yl)tetraphenyl 8 were finally obtained in 75% yield. All intermediates were characterized by 1H NMR, 13C NMR spectroscopy and mass spectrometry. Compound 8 was characterized by UV-visible spectroscopy.
References
[1] Chemistry - A European Journal, 2017, vol. 23, # 54, p. 13445 - 1345
[2] Patent: US2008/214838, 2008, A1. Location in patent: Page/Page column 2-3
[3] Tetrahedron, 1965, vol. 21, p. 245 - 254
[4] Journal of the Chemical Society [Section] B: Physical Organic, 1969, p. 12 - 15
[5] Patent: EP2236500, 2010, A1. Location in patent: Page/Page column 21
4-Bromobenzocyclobutene Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 4-Bromobenzocyclobutene manufacturers
- Product
- 4-bromobenzocyclobutene 1073-39-8
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 95%
- Supply Ability
- 10tons
- Release date
- 2025-08-22
- Product
- 4-Bromobenzocyclobutene 1073-39-8
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 95%
- Supply Ability
- 10tons
- Release date
- 2025-08-18
- Product
- 4-Bromobenzocyclobutene 1073-39-8
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 10 tons
- Release date
- 2025-08-13