Tetrahydro-5-oxo-2- furancarboxyli
- Product Name
- Tetrahydro-5-oxo-2- furancarboxyli
- CAS No.
- 4344-84-7
- Chemical Name
- Tetrahydro-5-oxo-2- furancarboxyli
- Synonyms
- 5-oxooxolane-2-carboxylicaci;Butyrolactonecarboxylic acid;alpha-Hydroxyglutaryl lactone;5-Oxooxolane-2-carboxylic acid;Tetrahydro-5-oxo-2-furoic acid;5-oxo-2-tetrahydrofuranoic acid;etrahydro-5-oxo-2- furancarboxyli;Tetrahydro-5-oxo-2- furancarboxyli;Tetrahydro-5-oxo-2-furancarboxylic acid;gamma-Butyrolactone-gamma-carboxylic acid
- CBNumber
- CB61512711
- Molecular Formula
- C5H6O4
- Formula Weight
- 130.1
- MOL File
- 4344-84-7.mol
Tetrahydro-5-oxo-2- furancarboxyli Property
- Melting point:
- 48-50 °C
- Boiling point:
- 116-118 °C(Press: 1.5 Torr)
- Density
- 1.469±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Chloroform (Slightly), DMSO (Slightly), Water (Sparingly)
- form
- Solid
- pka
- 3.11±0.20(Predicted)
- color
- White to Off-White
- InChI
- InChI=1S/C5H6O4/c6-4-2-1-3(9-4)5(7)8/h3H,1-2H2,(H,7,8)
- InChIKey
- QVADRSWDTZDDGR-UHFFFAOYSA-N
- SMILES
- O1C(=O)CCC1C(O)=O
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
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.
P321Specific treatment (see … on this label).
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
N-Bromosuccinimide Price
- Product number
- C178200
- Product name
- Carboxybutyrolactone
- Packaging
- 100mg
- Price
- $50
- Updated
- 2021/12/16
- Product number
- C178200
- Product name
- Carboxybutyrolactone
- Packaging
- 2.5g
- Price
- $985
- Updated
- 2021/12/16
- Product number
- V4615
- Product name
- 5-Oxooxolane-2-carboxylicacid
- Packaging
- 1g
- Price
- $104
- Updated
- 2021/12/16
- Product number
- CS-0129013
- Product name
- 5-Oxotetrahydrofuran-2-carboxylicacid
- Purity
- ≥97.0%
- Packaging
- 5g
- Price
- $142
- Updated
- 2021/12/16
- Product number
- CS-0129013
- Product name
- 5-Oxotetrahydrofuran-2-carboxylicacid
- Purity
- ≥97.0%
- Packaging
- 10g
- Price
- $250
- Updated
- 2021/12/16
Tetrahydro-5-oxo-2- furancarboxyli Chemical Properties,Usage,Production
Uses
Carboxybutyrolactone is a structural analog of (±)-Paraconic Acid (P191200) and is used as a reagent in the synthesis of methylenecarboxybutyrolactones which have antibacterial activity.
Definition
ChEBI: 5-oxotetrahydrofuran-2-carboxylic acid is a gamma-lactone resulting from the formal intramolecular condensation of the alcoholic hydroxy group of 2-hydroxyglutaric acid with the carboxy group at position 5. It is a gamma-lactone and a monocarboxylic acid.
Synthesis
617-65-2
4344-84-7
The general procedure for the synthesis of tetrahydro-5-oxo-2-furancarboxylic acid from 2-aminoglutaric acid is as follows: (1) 140 mL of concentrated hydrochloric acid was slowly added to a solution containing compound 1 (2-aminoglutaric acid, 270 mL of water as solvent) at room temperature and protected by nitrogen, and exothermic phenomena were observed. After the system became clear, it was cooled to 0°C. 70.3 g of sodium nitrite (dissolved in 200 mL of water) was slowly added to the system at 0°C, taking care to control the temperature. The system gradually turned green and turbid, and the dosing process continued for 15 minutes, keeping the temperature at about 2°C. The system was cooled to 0°C. After completion of the dropwise addition, the reaction was continued at 0°C. Subsequently, the reaction solution was concentrated directly to dryness at 50°C using an oil pump. The concentrated dry mass was pulped with 400 mL of ethyl acetate and filtered. The filter cake was again pulped once with 400 mL of ethyl acetate and then the cake was washed with 200 mL of ethyl acetate. All filtrates were combined and dried by pump at 45°C to give a final 104 g of yellow oily liquid (Compound 2).
References
[1] Chemische Berichte, 1961, vol. 94, p. 2106 - 2114
[2] Chemistry and Industry (London, United Kingdom), 1959, p. 1413
[3] Justus Liebigs Annalen der Chemie, 1890, vol. 260, p. 128
[4] Patent: CN106748972, 2017, A. Location in patent: Paragraph 0022; 0023; 0024; 0030
Tetrahydro-5-oxo-2- furancarboxyli Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Tetrahydro-5-oxo-2- furancarboxyli manufacturers
- Product
- Tetrahydro-5-oxo-2- furancarboxylic acid 4344-84-7
- Price
- US $5.00/g
- Min. Order
- 1g
- Purity
- 97%
- Supply Ability
- 100kg
- Release date
- 2025-03-31
- Product
- 5-Oxotetrahydrofuran-2-carboxylic acid 4344-84-7
- Price
- US $200.00-1.00/KG
- Min. Order
- 1KG
- Purity
- 99%, 99.5% Sublimated
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2023-12-30
- Product
- Tetrahydro-5-oxo-2- furancarboxyli 4344-84-7
- Price
- US $30.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 20T
- Release date
- 2023-10-07