1,1-Cyclopropanedicarboxylic acid
- Product Name
- 1,1-Cyclopropanedicarboxylic acid
- CAS No.
- 598-10-7
- Chemical Name
- 1,1-Cyclopropanedicarboxylic acid
- Synonyms
- CYCLOPROPANE-1,1-DICARBOXYLIC ACID;RARECHEM AL BO 0836;Cabozantinib Impurity 72;1,1-Dicarboxycyclopropane;Cyclopropan-1,1-dicarbonsure;1,1-cyclopropanedicarboxylate;CYCLOPROPANE-1,1-DICARBOXYLIC;cyclopropanedicarboxylic acid;Cycloprpopane-1,1-Dicarboxylic;1-Cyclopropanedicarboxylic acid
- CBNumber
- CB9487673
- Molecular Formula
- C5H6O4
- Formula Weight
- 130.1
- MOL File
- 598-10-7.mol
1,1-Cyclopropanedicarboxylic acid Property
- Melting point:
- 134-136 °C(lit.)
- Boiling point:
- 200.75°C (rough estimate)
- Density
- 1.3985 (rough estimate)
- refractive index
- 1.5800 (estimate)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- methanol: soluble1g/10 mL, clear, colorless
- pka
- 1.82(at 25℃)
- form
- powder to crystal
- color
- White to Almost white
- Water Solubility
- Soluble
- BRN
- 1864823
- InChI
- InChI=1S/C5H6O4/c6-3(7)5(1-2-5)4(8)9/h1-2H2,(H,6,7)(H,8,9)
- InChIKey
- FDKLLWKMYAMLIF-UHFFFAOYSA-N
- SMILES
- C1(C(O)=O)(C(O)=O)CC1
- CAS DataBase Reference
- 598-10-7(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi,C
- Risk Statements
- 36/37/38-34
- Safety Statements
- 26-36-45-36/37/39
- RIDADR
- UN 3261 8/PG 2
- WGK Germany
- 3
- Hazard Note
- Irritant
- HazardClass
- 8
- PackingGroup
- III
- HS Code
- 29172090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H314Causes severe skin burns and eye damage
- Precautionary statements
-
P260Do not breathe dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P363Wash contaminated clothing before reuse.
N-Bromosuccinimide Price
- Product number
- 343412
- Product name
- Cyclopropane-1,1-dicarboxylic acid
- Purity
- 97%
- Packaging
- 5g
- Price
- $197
- Updated
- 2025/07/31
- Product number
- C1309
- Product name
- 1,1-Cyclopropanedicarboxylic Acid
- Purity
- >98.0%(GC)(T)
- Packaging
- 1g
- Price
- $36
- Updated
- 2025/07/31
- Product number
- C1309
- Product name
- 1,1-Cyclopropanedicarboxylic Acid
- Purity
- >98.0%(GC)(T)
- Packaging
- 5g
- Price
- $103
- Updated
- 2025/07/31
- Product number
- C989035
- Product name
- 1,1-Cyclopropanedicarboxylic Acid
- Packaging
- 5g
- Price
- $110
- Updated
- 2021/12/16
- Product number
- C989035
- Product name
- 1,1-Cyclopropanedicarboxylic Acid
- Packaging
- 25g
- Price
- $180
- Updated
- 2021/12/16
1,1-Cyclopropanedicarboxylic acid Chemical Properties,Usage,Production
Chemical Properties
white to almost white crystalline powder
Uses
1,1-Cyclopropanedicarboxylic acid, is used as an inhibitor of 1-aminocyclopropane-1-carboxylic acid oxidase, was quantitated in Lycopersicum esculentum by HPLC-electrospray tandem mass spectrometry. Crystal and molecular structure of cyclopropane-1,1-dicarboxylic acid has been reported. Cyclopropane-1,1-dicarboxylic acid was used in the preparation of new heterocyclic derivatives of cyclopropane dicarboxylic acid containing thiadiazole and 1,2,4-triazole moieties. It was also used to prepare spiro-cyclopropyl metallocycles. It can also be used as a building block for the synthesis of a series of cyclopropanecarboxamides, having antifungal activity.
Uses
1,1-Cyclopropanedicarboxylic acid is used to prepare spiro-cyclopropyl metallocycles.1
General Description
Cyclopropane-1,1-dicarboxylic acid is a dicarboxylic acid. Cyclopropane-1,1-dicarboxylic acid, an inhibitor of 1-aminocyclopropane-1-carboxylic acid oxidase, was quantitated in Lycopersicum esculentum by HPLC-electrospray tandem mass spectrometry. Crystal and molecular structure of cyclopropane-1,1-dicarboxylic acid has been reported.
Synthesis
106-93-4
105-53-3
598-10-7
GENERAL STEPS: 15 g of diethyl malonate was dissolved in 187 ml of aqueous solution containing 50 μl NaOH at room temperature. Subsequently 21.3 g (93.8 mmol) of benzyltriethylammonium chloride was added and the resulting mixture was stirred for 10 minutes. To the reaction solution was added 12.3 g (65.47 mmol) of 1,2-dibromoethane and the reaction mixture continued to be stirred at room temperature for more than 18 hours. Upon completion of the reaction, the reaction mixture was neutralized by adding acid solution dropwise. The reaction mixture was washed with aqueous sulfuric acid solution and subsequently extracted with ethyl acetate. The organic phases were combined and the solvent was removed by distillation under reduced pressure to afford 6.2 g of a white solid product, 1,1-cyclopropanedicarboxylic acid, in 76.1% yield.
Purification Methods
Recrystallise the di-acid from CHCl3, EtOAc or *C6H6/Et2O/pet ether. It forms a monohydrate. [Nicolet & Satler J Am Chem Soc 49 2070 1927, Beilstein 9 II 512, 9 III 3795.]
References
[1] Organic Letters, 2015, vol. 17, # 11, p. 2618 - 2621
[2] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 16, p. 3353 - 3358
[3] Bioorganic and Medicinal Chemistry, 2017, vol. 25, # 24, p. 6674 - 6679
[4] Mendeleev Communications, 2014, vol. 24, # 6, p. 345 - 345
[5] Patent: WO2005/79812, 2005, A1. Location in patent: Page/Page column 51
1,1-Cyclopropanedicarboxylic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 1,1-Cyclopropanedicarboxylic acid manufacturers
- Product
- 1,1-Cyclopropanedicarboxylic acid 598-10-7
- Price
- US $1.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 10 mt
- Release date
- 2024-11-14
- Product
- 1,1-Cyclopropanedicarboxylic acid 598-10-7
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-09-30
- Product
- 1,1-Cyclopropanedicarboxylic acid 598-10-7
- Price
- US $5.00-2.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10000kg
- Release date
- 2024-08-23