CIS-CYCLOPENTANE-1,2-DICARBOXYLIC ACID
- Product Name
- CIS-CYCLOPENTANE-1,2-DICARBOXYLIC ACID
- CAS No.
- 1461-96-7
- Chemical Name
- CIS-CYCLOPENTANE-1,2-DICARBOXYLIC ACID
- Synonyms
- CIS-1,2-CYCLOPENTANEDICARBOXYLIC ACID;(1R,2S)-cyclopentane-1,2-dicarboxylic acid;cis-Cyclopentanedicarboxylic acid;cis-Cyclopentane-1,2-dicarboxylic;CIS-CYCLOPENTANE-1,2-DICARBOXYLIC ACID;1,2-Cyclopentanedicarboxylic acid, cis-;(±)-cis-Cyclopentane-1,2-dicarboxylicaci;(1R,2S)-1,2-Cyclopentanedicarboxylic acid;(1R)-Cyclopentane-1β,2β-dicarboxylic acid;(±)-cis-Cyclopentane-1,2-dicarboxylic acid
- CBNumber
- CB1681057
- Molecular Formula
- C7H10O4
- Formula Weight
- 158.15
- MOL File
- 1461-96-7.mol
CIS-CYCLOPENTANE-1,2-DICARBOXYLIC ACID Property
- Melting point:
- 132-136℃
- Boiling point:
- 378.6±35.0 °C(Predicted)
- Density
- 1.396±0.06 g/cm3 (20 ºC 760 Torr)
- storage temp.
- Store at room temperature
- solubility
- Chloroform, Methanol, Moderately Solubility in Water
- form
- crystals
- pka
- pK1:4.43;pK2:6.67 (25°C)
- Appearance
- White to off-white Solid
- BRN
- 2049007
- InChI
- InChI=1/C7H10O4/c8-6(9)4-2-1-3-5(4)7(10)11/h4-5H,1-3H2,(H,8,9)(H,10,11)/t4-,5+
- InChIKey
- ASJCSAKCMTWGAH-SYDPRGILSA-N
- SMILES
- [C@@H]1(C(O)=O)CCC[C@@H]1C(O)=O |&1:0,7,r|
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye 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.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
N-Bromosuccinimide Price
- Product number
- 728098
- Product name
- (±)-cis-Cyclopentane-1,2-dicarboxylic acid
- Purity
- ≥97.0% (GC)
- Packaging
- 1g
- Price
- $49.05
- Updated
- 2025/07/31
- Product number
- C988370
- Product name
- (1R,2S)-rel-1,2-CyclopentanedicarboxylicAcid
- Packaging
- 100mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- 7242AA
- Product name
- cis-Cyclopentane-1,2-dicarboxylicacid
- Packaging
- 5g
- Price
- $458
- Updated
- 2021/12/16
- Product number
- 086427
- Product name
- cis-1,2-Cyclopentanedicarboxylic acid
- Purity
- 97%
- Packaging
- 5g
- Price
- $1000
- Updated
- 2021/12/16
- Product number
- 18002
- Product name
- Cis-1,2-Cyclopentanedicarboxylicacid
- Purity
- 97%
- Packaging
- 5g
- Price
- $1056
- Updated
- 2021/12/16
CIS-CYCLOPENTANE-1,2-DICARBOXYLIC ACID Chemical Properties,Usage,Production
Uses
(1R,2S)-rel-1,2-Cyclopentanedicarboxylic Acid is a Possible inhibitor of prolidase.
Synthesis
1655-07-8
1461-96-7
The general procedure for the synthesis of cis-1,2-cyclopentanedicarboxylic acid from ethyl 2-oxocyclohexanecarboxylate was as follows: bromine (112.8 g, 705.6 mmol) was slowly added dropwise to a solution of ethyl 2-oxocyclohexanecarboxylate (120 g, 705.6 mmol) dissolved in chloroform (360 ml) at 0 °C. The reaction mixture was stirred at room temperature overnight and then washed sequentially with sodium bicarbonate solution (2 x 200 ml) and brine (2 x 100 ml). The organic layer was dried over anhydrous sodium sulfate and concentrated and the resulting residue was added slowly and dropwise to a pre-cooled aqueous solution of potassium hydroxide (168 g, 3 mol) (960 ml). The reaction mixture was continued to be stirred at 0 °C for 6 h and subsequently extracted with ether. The aqueous phase was adjusted to pH 5 with 4.0 M hydrochloric acid and extracted again with ether. All organic layers were combined, washed with brine (200 ml), dried, filtered and concentrated to give a yellow oil. The oil was crystallized by mixed solvent ethyl acetate/ether to give cis-1,2-cyclopentanedicarboxylic acid as colorless crystals (70 g, 63% yield). Mass spectrum (electrospray ionization): 159 [M + H]+.
References
[1] Tetrahedron Letters, 2007, vol. 48, # 4, p. 635 - 638
[2] Patent: WO2013/95275, 2013, A1. Location in patent: Page/Page column 35
[3] Journal of the American Chemical Society, 2000, vol. 122, # 50, p. 12610 - 12611
[4] Journal of Organic Chemistry, 1989, vol. 54, # 4, p. 817 - 824
[5] Journal of Organic Chemistry, 1961, vol. 26, p. 22 - 27
CIS-CYCLOPENTANE-1,2-DICARBOXYLIC ACID Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from CIS-CYCLOPENTANE-1,2-DICARBOXYLIC ACID manufacturers
- Product
- 1,2-Cyclopentanedicarboxylic acid 1461-96-7
- 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
- CIS-CYCLOPENTANE-1,2-DICARBOXYLIC ACID 1461-96-7
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 200kg
- Release date
- 2020-01-09