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

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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)

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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

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 343412
Product name: Cyclopropane-1,1-dicarboxylic acid
Purity: 97%
Packaging: 5g
Price: $197
Updated: 2025/07/31

TCI Chemical

Product number: C1309
Product name: 1,1-Cyclopropanedicarboxylic Acid
Purity: >98.0%(GC)(T)
Packaging: 1g
Price: $36
Updated: 2025/07/31

TCI Chemical

Product number: C1309
Product name: 1,1-Cyclopropanedicarboxylic Acid
Purity: >98.0%(GC)(T)
Packaging: 5g
Price: $103
Updated: 2025/07/31

TRC

Product number: C989035
Product name: 1,1-Cyclopropanedicarboxylic Acid
Packaging: 5g
Price: $110
Updated: 2021/12/16

TRC

Product number: C989035
Product name: 1,1-Cyclopropanedicarboxylic Acid
Packaging: 25g
Price: $180
Updated: 2021/12/16

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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

2-CHLOROACETYL BUTYROLACTONE

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1,1-Cyclopropanedicarboxylic acid Suppliers

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View Lastest Price from 1,1-Cyclopropanedicarboxylic acid manufacturers

Hebei Chuanghai Biotechnology Co., Ltd

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

Henan Aochuang Chemical Co.,Ltd.

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

Hebei Chuanghai Biotechnology Co,.LTD

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

598-10-7, 1,1-Cyclopropanedicarboxylic acidRelated Search:

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C5H6O4

C3H4CO2H2

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