343412
Cyclopropane-1,1-dicarboxylic acid
97%
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About This Item
Linear Formula:
C3H4(CO2H)2
CAS Number:
Molecular Weight:
130.10
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
209-917-2
Beilstein/REAXYS Number:
1864823
MDL number:
Assay:
97%
InChI key
FDKLLWKMYAMLIF-UHFFFAOYSA-N
InChI
1S/C5H6O4/c6-3(7)5(1-2-5)4(8)9/h1-2H2,(H,6,7)(H,8,9)
SMILES string
OC(=O)C1(CC1)C(O)=O
assay
97%
mp
134-136 °C (lit.)
solubility
methanol: soluble 1 g/10 mL, clear, colorless
functional group
carboxylic acid
Quality Level
Related Categories
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.
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. It was also used to prepare spiro-cyclopropyl metallocycles.
signalword
Danger
hcodes
Hazard Classifications
Skin Corr. 1B
Storage Class
8A - Combustible corrosive hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Regulatory Information
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A Hussain K Sharba et al.
Molecules (Basel, Switzerland), 10(9), 1153-1160 (2007-11-17)
New heterocyclic derivatives of cyclopropane dicarboxylic acid comprising thiadiazole and 1,2,4-triazole moieties are reported. Reaction of 1,1-cyclopropane dicarboxylic acid (1) with thiosemicarbazide and phosphorous oxychloride resulted in 1,1-bis (2-amino-1,3,4-thiadiazol-5- yl)cyclopropane (2). Cyclopropane dicarboxylic acid thiosemicarbazide (6) was converted into 1,1-bis(3-thio-4H-1,2,4-triazol-5-yl)
Y H Dong et al.
Science in China. Series B, Chemistry, life sciences & earth sciences, 33(11), 1297-1303 (1990-11-01)
The crystal structures of [Pt(NH3)2CPrDCA].H2O (I), [Pt(CH3NH2)2CPrDCA] (II), and [Pt(dmbn) CPrDCA].2.5H2O (III) (where CPrDCA is 1,1-cyclopropanedicarboxylate; dmbn is 2,3-dimethyl-2,3-butyldiamine) are determined. Compound I crystallizes in the orthorhombic space group Pnma with the cell dimensions: a = 6.517(2), b = 9.709(3)
Konstantinos Petritis et al.
Phytochemical analysis : PCA, 14(6), 347-351 (2003-12-12)
Varying concentrations of cyclopropane-1,1-dicarboxylic acid (CDA), an inhibitor of 1-aminocyclopropane-1-carboxylic acid oxidase, added to the solid culture medium of tomato nodal shoot segments resulted in a reduction in the level of endogenous ethylene according to the concentration of inhibitor applied.
Michael B Johansen et al.
Organic letters, 10(16), 3497-3500 (2008-07-12)
Pyrrolo[1,2- a]indoles are conveniently prepared from tetrahydro-1,2-oxazines, which in turn are generated through the reaction of nitrones with 1,1-cyclopropanediesters. The synthetic route proves to be highly diastereoselective and provides access to the core of the recently discovered pyrrolo[1,2- a]indole natural
The crystal and molecular structure of cyclopropane-1, 1-dicarboxylic acid.
Meester MAM, et al.
Acta Crystallographica Section B, Structural Science, 27(3), 630-634 (1971)
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