4-Carboxaldehydebenzocyclobutene
- CAS No.
- 112892-88-3
- Chemical Name:
- 4-Carboxaldehydebenzocyclobutene
- Synonyms
- 4-CHOBCB;4-carbaldehydebenzocyclobutene;Benzocyclobutene-4-carbaldehyde;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
- Molecular Weight:
- 132.16
- MDL Number:
- MFCD09842341
- MOL File:
- 112892-88-3.mol
- MSDS File:
- SDS
| 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 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H315-H319-H227 |
| Precautionary statements | P501-P210-P264-P280-P302+P352-P370+P378-P337+P313-P305+P351+P338-P362+P364-P332+P313-P403+P235 |
4-Carboxaldehydebenzocyclobutene price More Price(33)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Activate Scientific | AS46803 | Bicyclo[4.2.0]octa-1,3,5-triene-3-carbaldehyde 97% | 112892-88-3 | 1g | $129 | 2026-06-04 | Buy |
| Activate Scientific | AS46803 | Bicyclo[4.2.0]octa-1,3,5-triene-3-carbaldehyde 97% | 112892-88-3 | 5g | $643 | 2026-06-04 | Buy |
| Matrix Scientific | 308435 | Bicyclo[4.2.0]octa-1,3,5-triene-3-carbaldehyde | 112892-88-3 | 1.00g | $113 | 2026-05-19 | Buy |
| Matrix Scientific | 308435 | Bicyclo[4.2.0]octa-1,3,5-triene-3-carbaldehyde | 112892-88-3 | 5.00g | $550 | 2026-05-19 | Buy |
| Matrix Scientific | 308435 | Bicyclo[4.2.0]octa-1,3,5-triene-3-carbaldehyde | 112892-88-3 | 25.00g | $1917 | 2026-05-19 | Buy |
4-Carboxaldehydebenzocyclobutene Chemical Properties,Uses,Production
Uses
4-Aldehydebenzocyclobutene is an olefin derivative and can be used as an organic intermediate.
Application
4-Carboxaldehydebenzocyclobutene can be used to prepare 4-vinylbenzocyclobutene.
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
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shaanxi Gulliver Biotechnology Research Co., Ltd | 13892423764 | 3961484990@qq.com | China | 3086 | 58 |
| 18809439555 13262587081 | benzolyte@163.com | China | 12 | 58 | |
| Shanghai Longsheng chemical Co.,Ltd. | 58099637 13585536065 | sales@shlschem.com | China | 9880 | 59 |
| China DongFan Chemical Co.,LTD | 86-0571-85151182 | China | 5681 | 66 | |
| Tianjin Derchemist Science & Technology Co., Ltd. | 22-58627059 13920586291 | zdcomcon@126.com | China | 4094 | 50 |
| Beijin Yangguang Furui Chemical co.,Ltd. | 010-57495520 13521095525 | zhw512@foxmail.com | China | 487 | 55 |
| Bide Pharmatech Ltd. | 400-164-7117 18317119277 | product02@bidepharm.com | China | 40000 | 60 |
| Mianyang Chemget Chemical Co., Ltd. | 816-816-2551723 18681628050 | sales@chemget.com.cn | China | 96 | 58 |
| Shanghai Jovan Biochemical Technology Co. Ltd. | +86-021-61654350 | 1245958370@qq.com | China | 2979 | 50 |
| Nanjing Chalf-Pharm Technology Co., Ltd. | 025-57018978 18251899859 | sales@chalf-pharm.com | China | 5855 | 50 |
View Lastest Price from 4-Carboxaldehydebenzocyclobutene manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-09-02 | 4-Carboxaldehydebenzocyclobutene
112892-88-3
|
$1.00-101.00 | 1KG | 99% | Henan Fengda Chemical Co., Ltd | ||
 |
2026-08-25 | 4-Carboxaldehydebenzocyclobutene
112892-88-3
|
$3.00-9.00 | 99% | ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD | |||
 |
2026-04-04 | 4-Carboxaldehydebenzocyclobutene
112892-88-3
|
1KG | 97% | 1000KG | Benzolyte BCB Technology Co., Ltd |
-
- 4-Carboxaldehydebenzocyclobutene
112892-88-3
- $1.00-101.00
- 99%
- Henan Fengda Chemical Co., Ltd
-
- 4-Carboxaldehydebenzocyclobutene
112892-88-3
- $3.00-9.00
- 99%
- ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
-
- 4-Carboxaldehydebenzocyclobutene
112892-88-3
- $0.00
- 97%
- Benzolyte BCB Technology Co., Ltd
