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343412 Aldrich

Cyclopropane-1,1-dicarboxylic acid

97%

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Properties

Related Categories Building Blocks, C1 to C5, Carbonyl Compounds, Carboxylic Acids, Chemical Synthesis,
assay   97%
mp   134-136 °C(lit.)
solubility   methanol: soluble1 g/10 mL, clear, colorless

Description

Packaging

5 g in glass bottle

Application

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.1 It was also used to prepare spiro-cyclopropyl metallocycles.2

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.3 Crystal and molecular structure of cyclopropane-1,1-dicarboxylic acid has been reported.4

Price and Availability

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Safety & Documentation

Safety Information

Symbol 
GHS05  GHS05
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 3261 8 / PGIII
WGK Germany 
3

Protocols & Articles

Peer-Reviewed Papers

References

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1. Synthesis of thiadiazoles and 1,2,4-triazoles derived from cyclopropane dicarboxylic acid. Sharba AH, Al-Bayati RH, Rezki N, et al. Molecules 10(9), 1153-60, (2005)

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2. Tetrahedron 45, 1219, (1989)

3. The simultaneous determination of 1-aminocyclopropane-1-carboxylic acid and cyclopropane-1,1-dicarboxylic acid in Lycopersicum esculentum by high-performance liquid chromatography--electrospray tandem mass spectrometry. Petritis K, Koukaki G, Koussissi E, et al. Phytochem. Anal. 14(6), 347-51, (2003)

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4. The crystal and molecular structure of cyclopropane-1, 1-dicarboxylic acid. Meester MAM, et al. Acta Crystallogr. B 27(3), 630-34, (1971)

Expedient synthesis of pyrrolo[1,2-a]indoles: preparation of the core of yuremamine. Johansen MB and Kerr MA Org. Lett. 10(16), 3497-500, (2008)

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Scandium triflate catalyzed cycloaddition of imines with 1,1-cyclopropanediesters: efficient and diastereoselective synthesis of multi-substituted pyrrolidines. Kang YB, Tang Y, and Sun XL Org. Biomol. Chem. 4(2), 299-301, (2006)

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Prime site binding inhibitors of a serine protease: NS3/4A of hepatitis C virus. Ingallinella P, Fattori D, Altamura S, et al. Biochemistry 41(17), 5483-92, (2002)

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Studies on structures of some platinum complexes with 1,1-cyclopropanedicarboxylate. Dong YH, Feng JC, Huang ZY, et al. Sci. China,. Ser. B, Chem. Life Sci. Earth Sci. 33(11), 1297-303, (1990)

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Beil. 9,III,3795

Fieser 6,42

FT-NMR 1 (1), 840:B / RegBook 1 (1), 589:E / Structure Index 1, 84:D:5

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