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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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)
Tetrahedron, 45, 1219-1219 (1989)
Nora A Foroud et al.
Phytopathology, 109(5), 796-803 (2018-12-13)
Plant signaling hormones such as ethylene have been shown to affect the host response to various pathogens. Often, the resistance responses to necrotrophic fungi are mediated through synergistic interactions of ethylene (ET) with the jasmonate signaling pathway. On the other
Paolo Ingallinella et al.
Biochemistry, 41(17), 5483-5492 (2002-04-24)
Serine proteases are the most studied class of proteolytic enzymes and a primary target for drug discovery. Despite the large number of inhibitors developed so far, very few make contact with the prime site of the enzyme, which constitutes an
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)
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