4-Carboxaldehydebenzocyclobutene
Uses- Product Name
- 4-Carboxaldehydebenzocyclobutene
- CAS No.
- 112892-88-3
- Chemical Name
- 4-Carboxaldehydebenzocyclobutene
- Synonyms
- 4-CHOBCB;4-carbaldehydebenzocyclobutene;4-carboxaldehydebenzocyclobutene;Bicyclo[4.2.0]octa-1,3,5-triene-3-carbaldehyde;Bicyclo[4.2.0]octa-1,3,5-triene-3-carboxaldehyde;bicyclo[4.2.0]octa-1(6),2,4-triene-4-carbaldehyde;4-Carboxaldehydebenzocyclobutene ISO 9001：2015 REACH;4-CHOBCB 4-Carboxaldehydebenzocyclobutene
- CBNumber
- CB0966445
- Molecular Formula
- C9H8O
- Formula Weight
- 132.16
- MOL File
- 112892-88-3.mol
4-Carboxaldehydebenzocyclobutene Property
- Boiling point:
- 250.0±29.0 °C(Predicted)
- Density
- 1.175±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- Appearance
- Colorless to light yellow Liquid
- InChI
- InChI=1S/C9H8O/c10-6-7-1-2-8-3-4-9(8)5-7/h1-2,5-6H,3-4H2
- InChIKey
- OIVKWICRTVJWFO-UHFFFAOYSA-N
- SMILES
- C12C(CC1)=CC=C(C=O)C=2
- CAS DataBase Reference
- 112892-88-3
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H227Combustible liquid
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
P370+P378In case of fire: Use … for extinction.
P403+P235Store in a well-ventilated place. Keep cool.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- B111695
- Product name
- Bicyclo[4.2.0]octa-1,3,5-triene-3-carbaldehyde
- Packaging
- 10mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- FC149904
- Product name
- 4-Carboxaldehydebenzocyclobutene
- Packaging
- 50mg
- Price
- $56
- Updated
- 2021/12/16
- Product number
- FC149904
- Product name
- 4-Carboxaldehydebenzocyclobutene
- Packaging
- 100mg
- Price
- $97
- Updated
- 2021/12/16
- Product number
- FC149904
- Product name
- 4-Carboxaldehydebenzocyclobutene
- Packaging
- 250mg
- Price
- $192.5
- Updated
- 2021/12/16
- Product number
- FC149904
- Product name
- 4-Carboxaldehydebenzocyclobutene
- Packaging
- 500mg
- Price
- $335
- Updated
- 2021/12/16
4-Carboxaldehydebenzocyclobutene Chemical Properties,Usage,Production
Uses
4-Aldehydebenzocyclobutene is an olefin derivative and can be used as an organic intermediate.
Synthesis
1073-39-8
68-12-2
112892-88-3
General procedure for the synthesis of 4-bromobenzocyclobutene from 4-bromobenzocyclobutene and N,N-dimethylformamide (DMF): 50 mL of dry tetrahydrofuran (THF), magnesium shavings (2.88 g, 120 mmol), and 1,2-dibromoethane (4 drops) were added to a 500 mL three-necked flask. The reaction mixture was heated and refluxed for 15 min and then a 25 mL THF solution of 4-bromobenzocyclobutene (20.0 g, 109 mmol) was added slowly and dropwise through a constant pressure dropping funnel to prepare the Grignard reagent. After the dropwise addition, the dropping funnel was rinsed with 25 mL of anhydrous THF and the reaction mixture was continued to reflux for 45 min to obtain a greenish brown solution. Subsequently, the reaction mixture was cooled to 0 °C and DMF (15 mL, 210 mmol) was added slowly dropwise, refluxing for 15 min after the drop was completed. Upon completion of the reaction, the mixture was poured into 150 g of ice water, acidified with dilute hydrochloric acid to pH 2-3, and subsequently neutralized with saturated sodium bicarbonate solution to pH 7-8. The crude product was extracted with ethyl acetate (3 × 50 mL), the organic phases were combined, filtered through diatomaceous earth, and concentrated under reduced pressure to remove the solvent. The crude product was purified by silica gel column chromatography with 10% ether/hexane as eluent, and finally further purified by Kugelrohr distillation (145 °C, 0.5 mmHg) to afford the target product 4-formylbenzocyclobutene (11.7 g, 81.2% yield) as a colorless liquid. The product was characterized by IR, 1H NMR and 13C NMR, and the data were consistent with the literature. The elemental analysis results were in accordance with the theoretical calculated values (C9H8O: C, 81.8; H, 6.10; measured values: C, 81.7; H, 5.94).
References
[1] Journal of the American Chemical Society, 2002, vol. 124, # 29, p. 8653 - 8660
[2] Patent: WO2008/24435, 2008, A2. Location in patent: Page/Page column 94-95
[3] Patent: EP2460795, 2012, A1. Location in patent: Page/Page column 11
[4] Synthetic Communications, 1991, vol. 21, # 22, p. 2335 - 2340
4-Carboxaldehydebenzocyclobutene Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 4-Carboxaldehydebenzocyclobutene manufacturers
- Product
- 4-Carboxaldehydebenzocyclobutene 112892-88-3
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 97%
- Supply Ability
- 1000KG
- Release date
- 2025-08-20
- Product
- 4-Carboxaldehydebenzocyclobutene 112892-88-3
- 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
- 4-Carboxaldehydebenzocyclobutene 112892-88-3
- 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