1-Bromobenzocyclobutene
- Product Name
- 1-Bromobenzocyclobutene
- CAS No.
- 21120-91-2
- Chemical Name
- 1-Bromobenzocyclobutene
- Synonyms
- 1-BrBCB;1-BROMOBENZOCYCLOBUTENE;1-Bromobenzocyclobutene 95%;1-
BroMobenzocyclobutene;1-bromo-1,2-dihydrobenzocyclobutene;7-bromobicyclo[4.2.0]octa-1(6),2,4-triene;Bicyclo[4.2.0]octa-1,3,5-triene, 7-bromo-;7-BroMobicyclo[4.2.0]octa-1,3,5,7-tetraene;1-Bromobenzocyclobutene ISO 9001：2015 REACH;1-BrBCB 1-Bromobenzocyclobutene - CBNumber
- CB2399465
- Molecular Formula
- C8H7Br
- Formula Weight
- 183.05
- MOL File
- 21120-91-2.mol
1-Bromobenzocyclobutene Property
- Boiling point:
- 90 °C/10.5 mmHg (lit.)
- Density
- 1.45 g/mL at 25 °C (lit.)
- refractive index
- n20/D 1.59(lit.)
- Flash point:
- 205 °F
- storage temp.
- Sealed in dry,Room Temperature
- Appearance
- Colorless to light yellow Liquid
- InChI
- InChI=1S/C8H7Br/c9-8-5-6-3-1-2-4-7(6)8/h1-4,8H,5H2
- InChIKey
- JQOFZAWKFBCSHK-UHFFFAOYSA-N
- SMILES
- C12C(C(Br)C1)=CC=CC=2
Safety
- WGK Germany
- 3
- HS Code
- 2903898090
N-Bromosuccinimide Price
- Product number
- 469068
- Product name
- 1-Bromobenzocyclobutene
- Purity
- 95%
- Packaging
- 1g
- Price
- $232
- Updated
- 2025/07/31
- Product number
- B488515
- Product name
- 7-bromobicyclo[4.2.0]octa-1,3,5-triene
- Packaging
- 100mg
- Price
- $240
- Updated
- 2021/12/16
- Product number
- B488515
- Product name
- 7-bromobicyclo[4.2.0]octa-1,3,5-triene
- Packaging
- 10mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- FB147658
- Product name
- 1-Bromobenzocyclobutene
- Packaging
- 500mg
- Price
- $110
- Updated
- 2021/12/16
- Product number
- FB147658
- Product name
- 1-Bromobenzocyclobutene
- Packaging
- 250mg
- Price
- $65
- Updated
- 2021/12/16
1-Bromobenzocyclobutene Chemical Properties,Usage,Production
Chemical Properties
Colorless to pale yellow liquid
Uses
1-Bromobenzocyclobutene may be used in the synthesis of following compounds:
- five-membered zirconacycles
- benzocyclobutenol and benzocyclobutenone
- 2,3-dimethoxyprotoberberinium bromide, via reaction with 3,4-dihydro-6,7-dimethoxyisoquinoline
General Description
1-Bromobenzocyclobutene is a useful synthon. It has important applications in organometallic methodology. Reaction between cycloheptatriene, bromoform, potassium carbonate and 18-crown-6 at 140°C yields 1-bromobenzocyclobutene.
Synthesis
75-25-2
544-25-2
21120-91-2
In a 250 mL round bottom flask equipped with a drying tube and condenser, cycloheptatriene (30.7 g, 300 mmol), tribromomethane (25.3 g, 100 mmol), anhydrous K2CO3 (15.0 g, 109 mmol), and 18-crown-6 (0.75 g) were added. The mixture was heated with stirring at 145°C for 9-10 hours. After completion of the reaction, the solution was allowed to cool to room temperature and diluted with an equal volume of acetone. Silica gel (15.0 g) was added to the reaction mixture and the insoluble solid residue was separated by vacuum filtration and the filter cake was washed with acetone until the washings were colorless. The filtrate was concentrated and the residual cycloheptatriene was removed by distillation. The viscous brown residue was dissolved in hot petroleum ether and the filtrate was concentrated after removing the precipitate by filtration. Vacuum distillation through a Vigreaux column gave slightly impure 1-bromobenzocyclobutene. Further purification by redistillation gave pure 1-bromobenzocyclobutene (2.95 g, 5.94% yield) as a light yellow liquid.1H NMR (300 MHz, CDCl3) δ 7.28 (m, 1H, ArH), 7.16 (d, 1H, J = 7.0 Hz, ArH), 7.07 (d, 1H, J = 6.4 Hz, ArH), 7.07 (d, 1H, J = 6.4 Hz, ArH) 5.39 (m, 1H, CH), 3.85 (dd, 1H, J = 4.4 Hz, J = 14.7 Hz, CH2), 3.45 (d, 1H, J = 14.7 Hz, CH2).
References
[1] Patent: WO2008/24435, 2008, A2. Location in patent: Page/Page column 104
1-Bromobenzocyclobutene Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 1-Bromobenzocyclobutene manufacturers
- Product
- 1-Bromobenzocyclobutene 21120-91-2
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 97%
- Supply Ability
- 100KG
- Release date
- 2025-08-20
- Product
- 1-Bromobenzocyclobutene 21120-91-2
- Price
- US $3.00-9.00/KG
- Min. Order
- 0.1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2025-07-03
- Product
- 1-Bromobenzocyclobutene 21120-91-2
- Price
- US $101.00-1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2023-12-28