3-OXABICYCLO[3.1.0]HEXANE-2,4-DIONE
![3-OXABICYCLO[3.1.0]HEXANE-2,4-DIONE Structure](CAS/GIF/5617-74-3.gif)
- CAS No.
- 5617-74-3
- Chemical Name:
- 3-OXABICYCLO[3.1.0]HEXANE-2,4-DIONE
- Synonyms
- 3-OXABICYCLO[3.1.0]HEXANE-2;3-Oxabicyclo[3.1.]hexane-2,4-dione;3-OXABICYCLO[3.1.0]HEXANE-2,4-DIONE;3-Oxabicyclo[3.1.0]hexane-2,4-dione>3-Oxabicyclo[3.1.0]hexane-2,4-dione,98%;1,2-CYCLOPROPANE DICARBOXYLIC ANHYDRIDE;3-Oxabicyclo[3.1.0]hexane-2,4-dione, 97+%;CYCLOPROPANE-2,3 DICARBOXYLIC ACID ANHYDRIDE;Cyclopropane-1,2-dicarboxylic acid anhydride;3-Oxabicyclo[3.1.0]hexane-2,4-dione (9CI, ACI)
- CBNumber:
- CB0373261
- Molecular Formula:
- C5H4O3
- Molecular Weight:
- 112.08
- MDL Number:
- MFCD00126929
- MOL File:
- 5617-74-3.mol
- MSDS File:
- SDS
| Product description | Number | Pack Size | Price |
| 3-Oxabicyclo[3.1.0]hexane-2,4-dione 98% | 391174 | 1g | $99 |
| 3-Oxabicyclo[3.1.0]hexane-2,4-dione >98.0%(GC)(T) | O0434 | 1g | $28 |
| 3-Oxabicyclo[3.1.0]hexane-2,4-dione >98.0%(GC)(T) | O0434 | 5g | $92 |
| 3-Oxabicyclo[3.1.0]hexan-2,4-dione | O752210 | 250mg | $55 |
| Cyclopropane-1,2-dicarboxylicacidanhydride | 2H26-1-X0 | 1g | $75 |
| More product size | |||
| Melting point | 59-61 °C(lit.) |
|---|---|
| Boiling point | 100-102 °C5 mm Hg(lit.) |
| Density | 1.50 |
| refractive index | 1.4630 (estimate) |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| solubility | soluble in Methanol |
| form | Powder, Crystals and/or Chunks |
| color | White to off-white |
| Sensitive | Moisture Sensitive |
| InChI | InChI=1S/C5H4O3/c6-4-2-1-3(2)5(7)8-4/h2-3H,1H2 |
| InChIKey | ZRMYHUFDVLRYPN-UHFFFAOYSA-N |
| SMILES | C12C(C1)C(=O)OC2=O |
| CAS DataBase Reference | 5617-74-3 |
| UNSPSC Code | 12352300 |
| NACRES | NA.23 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302+H312+H332-H315-H319-H335 | |||||||||
| Precautionary statements | P260-P280-P312 | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38 | |||||||||
| Safety Statements | 37/39-26 | |||||||||
| WGK Germany | 3 | |||||||||
| HazardClass | IRRITANT | |||||||||
| HS Code | 29329900 | |||||||||
| NFPA 704 |
|
3-OXABICYCLO[3.1.0]HEXANE-2,4-DIONE price More Price(24)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 391174 | 3-Oxabicyclo[3.1.0]hexane-2,4-dione 98% | 5617-74-3 | 1g | $99 | 2025-07-31 | Buy |
| TCI Chemical | O0434 | 3-Oxabicyclo[3.1.0]hexane-2,4-dione >98.0%(GC)(T) | 5617-74-3 | 1g | $28 | 2025-07-31 | Buy |
| TCI Chemical | O0434 | 3-Oxabicyclo[3.1.0]hexane-2,4-dione >98.0%(GC)(T) | 5617-74-3 | 5g | $92 | 2025-07-31 | Buy |
| TRC | O752210 | 3-Oxabicyclo[3.1.0]hexan-2,4-dione | 5617-74-3 | 250mg | $55 | 2021-12-16 | Buy |
| SynQuest Laboratories | 2H26-1-X0 | Cyclopropane-1,2-dicarboxylicacidanhydride | 5617-74-3 | 1g | $75 | 2021-12-16 | Buy |
3-OXABICYCLO[3.1.0]HEXANE-2,4-DIONE Chemical Properties,Uses,Production
Chemical Properties
white crystals or crystalline powder
Uses
3-Oxabicyclo[3.1.0]hexan-2,4-dione is used as a reagent in synthesis of several organic compounds including that of a newly discovered histamine H3 receptor inverse agonist that enhances short term memory. Also used in the synthesis of phthalazinone derivatives which act as topically active phosphodiesterase 4 inhibitors.
Synthesis
1489-58-3
![3-OXABICYCLO[3.1.0]HEXANE-2,4-DIONE](/CAS/GIF/5617-74-3.gif)
5617-74-3
In a 500 mL three-necked flask, cyclopropane-1,2-dicarboxylic acid (130 g, 1 mol) was mixed with acetic anhydride (255 g, 2.5 mol) and heated in an oil bath to about 140 °C and kept at reflux while mechanically stirring. After 2 hours of reflux reaction, the mixture of acetic acid and acetic anhydride was slowly added and the temperature was gradually raised to 220°C. At this temperature, the reaction was continued for 1 hour. Upon completion of the reaction, the mixture was cooled to about 120 °C, followed by vacuum distillation (1 mmHg, 106-108 °C) to purify the product to afford 3-oxabicyclo[3.1.0]hexane-2,4-dione (87 g, GC purity: 99.82%, yield: 81%). The product was white crystal with the melting point of 56-58 °C (literature value: 54-56 °C).1H-NMR (300 MHz, DMSO-d6) data were as follows: δ 2.90-2.94 (2H, m), 1.81-1.85 (1H, m), 1.59-1.67 (1H, m).
References
[1] Tetrahedron Asymmetry, 1996, vol. 7, # 11, p. 3169 - 3180
[2] Letters in Organic Chemistry, 2015, vol. 12, # 10, p. 741 - 744
3-OXABICYCLO[3.1.0]HEXANE-2,4-DIONE Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Capot Chemical Co.,Ltd. | +86-（0）57185586718; +8613336195806 | sales@capot.com | China | 29735 | 60 |
| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 33024 | 60 |
| career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29847 | 58 |
| Jinan Carbotang Biotech Co.,Ltd. | +8615866703830 | figo.gao@foxmail.com | China | 8497 | 58 |
| Accela ChemBio Inc. | +1-858-6993322 | info@accelachem.com | United States | 21193 | 58 |
| Changzhou Ditong Chemical Co.,Ltd | +86-0519-88299272 | info@edengenechem.com | China | 2176 | 58 |
| Alchem Pharmtech,Inc. | 8485655694 | sales@alchempharmtech.com | United States | 63687 | 58 |
| CONIER CHEM AND PHARMA LIMITED | +8618523575427 | sales@conier.com | China | 49975 | 58 |
| Jinan Liheng Biotechnology Co., Ltd. | 15865262812 | info@lihengpharm.com | CHINA | 938 | 58 |
| Guangzhou Yuheng Pharmaceutical Technology Co., Ltd | +8613580539051 | joe@yuhengpharm.com | CHINA | 21142 | 58 |
View Lastest Price from 3-OXABICYCLO[3.1.0]HEXANE-2,4-DIONE manufacturers
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|---|---|---|---|---|---|---|---|---|
![3-OXABICYCLO[3.1.0]HEXANE-2,4-DIONE pictures](https://img.chemicalbook.com/ProductImageEN/2019-7/Small/04f4c448-3c90-44fd-9be5-c97c961de704.png) |
2019-07-06 | 3-OXABICYCLO[3.1.0]HEXANE-2,4-DIONE
5617-74-3
|
US $0.00 / KG | 1KG | 98% | 150KG | Career Henan Chemical Co |
-
- 3-OXABICYCLO[3.1.0]HEXANE-2,4-DIONE
5617-74-3
- US $0.00 / KG
- 98%
- Career Henan Chemical Co
