3-Oxocyclobutanecarboxylic acid
- Product Name
- 3-Oxocyclobutanecarboxylic acid
- CAS No.
- 23761-23-1
- Chemical Name
- 3-Oxocyclobutanecarboxylic acid
- Synonyms
- 3-oxocyclobutane-1-carboxylic acid;3-OXO-CYCLOBUTANECARBOXYLIC ACID;3-oxocyclobutane-1,1-dicarboxylic acid;3-OxocycL;IFLAB-BB F2124-0041;1-Carboxy-3-oxocyclobutane;3-Oxocyclobutanecarboxylic;3-Oxocyclobutanecarboxyli...;Oxocyclobutanecarboxylic acid;3-Oxycyclobutanecarboxylic acid
- CBNumber
- CB0111483
- Molecular Formula
- C5H6O3
- Formula Weight
- 114.1
- MOL File
- 23761-23-1.mol
3-Oxocyclobutanecarboxylic acid Property
- Melting point:
- 69-70℃
- Boiling point:
- 296°C
- Density
- 1.431
- Flash point:
- 147°C
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- form
- Solid
- pka
- 4.35±0.20(Predicted)
- color
- Off-white
- Water Solubility
- Slightly soluble in water.
- InChI
- InChI=1S/C5H6O3/c6-4-1-3(2-4)5(7)8/h3H,1-2H2,(H,7,8)
- InChIKey
- IENOFRJPUPTEMI-UHFFFAOYSA-N
- SMILES
- C1(C(O)=O)CC(=O)C1
- CAS DataBase Reference
- 23761-23-1(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- CDS004694
- Product name
- 3-Oxocyclobutanecarboxylic acid
- Purity
- AldrichCPR
- Packaging
- 100mg
- Price
- $70.9
- Updated
- 2024/03/01
- Product number
- O0392
- Product name
- 3-Oxocyclobutanecarboxylic Acid
- Purity
- >97.0%(GC)(T)
- Packaging
- 1g
- Price
- $20
- Updated
- 2025/07/31
- Product number
- O0392
- Product name
- 3-Oxocyclobutanecarboxylic Acid
- Purity
- >97.0%(GC)(T)
- Packaging
- 5g
- Price
- $54
- Updated
- 2025/07/31
- Product number
- O849740
- Product name
- 3-Oxocyclobutanecarboxylic Acid
- Packaging
- 50g
- Price
- $1100
- Updated
- 2021/12/16
- Product number
- 069370
- Product name
- 3-Oxocyclobutanecarboxylic acid
- Purity
- 95+%
- Packaging
- 1g
- Price
- $10
- Updated
- 2021/12/16
3-Oxocyclobutanecarboxylic acid Chemical Properties,Usage,Production
Description
3-Oxocyclobutanecarboxylic acid is an organic common intermediate compound used in pharmaceuticals, organic synthesis and organic light-emitting diode (OLED) intermediates. Abrocitinib, prepared from 3-Oxocyclobutanecarboxylic acid, is approved for the treatment of adult patients with atopic dermatitis (AD), as well as patients with refractory moderate to severe AD who have had limited or minimal response to other systemic medications.
Chemical Properties
White solid
Uses
3-Oxocyclobutanecarboxylic Acid (cas# 23761-23-1) is a compound useful in organic synthesis.
Application
3-Oxocyclobutanecarboxylic acid is a very important medicine intermediate, it is widely applied in the synthetic of tens kinds of bulk drugs, such as ACK1 antibody, the MDM2 antagonist, the JAK inhibitor, CETP inhibitor, kinase inhibitor, the PDE10 inhibitor, thrombin inhibitors and in autoimmunization chronic inflammatory diseases and antitumor drug, all being used to.
Preparation
The target product 3-oxocyclobutanecarboxylic acid is obtained by adopting acetone, bromine, and malononitrile as raw materials, adopting ethanol, DMF (dimethyl formamide), and water as solvents, adopting sodium iodide as an activating agent and tetrabutylammonium bromide (TBAB) as a phase transfer catalyst through three-step reaction.
Synthesis Reference(s)
The Journal of Organic Chemistry, 53, p. 3841, 1988 DOI: 10.1021/jo00251a033
Synthesis
115118-68-8
23761-23-1
General procedure for the synthesis of 3-oxocyclobutanecarboxylic acid from 3,3-dimethoxycyclobutane-1,1-dicarboxylic acid diisopropyl ester: the product of step A (4.8 g, 17 mmol) was mixed with 20% HCl (20 mL) and the reaction was stirred under refluxing conditions for 60 hours. After completion of the reaction, the mixture was cooled to room temperature. Ether was added to the reaction mixture and stirred vigorously for 24 hours. The ether layer was separated and the aqueous layer was extracted with ether three times (3×). All organic layers were combined and dried with anhydrous MgSO4 and subsequently concentrated under vacuum to give Intermediate 1 (1.84 g, 96.8% yield). This crude product was used directly in the next step of the reaction. The NMR hydrogen spectrum (400 MHz, CDCl3) data of intermediate 1 were as follows: δ 3.52-3.26 (m, 5H).
References
[1] Journal of Organic Chemistry, 1988, vol. 53, # 16, p. 3841 - 3843
[2] Patent: WO2004/82682, 2004, A1. Location in patent: Page 35-36
[3] Synlett, 2009, # 11, p. 1827 - 1829
[4] Chemistry - A European Journal, 2011, vol. 17, # 2, p. 468 - 480
[5] Patent: US2009/233903, 2009, A1. Location in patent: Page/Page column 46
3-Oxocyclobutanecarboxylic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 3-Oxocyclobutanecarboxylic acid manufacturers
- Product
- 3-Oxocyclobutanecarboxylic acid 23761-23-1
- Price
- US $500.00/g
- Min. Order
- 100g
- Purity
- 99%
- Supply Ability
- 200ton
- Release date
- 2025-09-02
- Product
- 3-Oxocyclobutanecarboxylic acid 23761-23-1
- Price
- US $100.00-75.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 5000
- Release date
- 2024-08-15
- Product
- 3-Oxocyclobutanecarboxylic acid 23761-23-1
- Price
- US $10.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20 ton
- Release date
- 2024-12-18