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C116602

Sigma-Aldrich

Cyclopropanecarboxylic acid

95%

Synonym(s):

CPC-acid

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About This Item

Linear Formula:
C3H5CO2H
CAS Number:
Molecular Weight:
86.09
Beilstein:
969839
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

95%

form

liquid

refractive index

n20/D 1.438 (lit.)

bp

182-184 °C (lit.)

mp

14-17 °C (lit.)

density

1.081 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

OC(=O)C1CC1

InChI

1S/C4H6O2/c5-4(6)3-1-2-3/h3H,1-2H2,(H,5,6)

InChI key

YMGUBTXCNDTFJI-UHFFFAOYSA-N

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Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

161.6 °F - closed cup

Flash Point(C)

72 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Tetsuo Toraya et al.
Applied and environmental microbiology, 70(1), 224-228 (2004-01-09)
A new strain isolated from soil utilizes cyclopropanecarboxylate as the sole source of carbon and energy and was identified as Rhodococcus rhodochrous (H. Nishihara, Y. Ochi, H. Nakano, M. Ando, and T. Toraya, J. Ferment. Bioeng. 80:400-402, 1995). A novel
H M Badawi et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 71(4), 1540-1546 (2008-07-05)
The structural stability and internal rotations in cyclopropanecarboxylic acid and cyclopropanecarboxamide were investigated by the DFT-B3LYP and the ab initio MP2 calculations using 6-311G** and 6-311+G** basis sets. The computations were extended to the MP4//MP2/6-311G** and CCSD(T)//MP2/6-311G** single-point calculations. From
Perali Ramu Sridhar et al.
Chemical communications (Cambridge, England), 48(5), 756-758 (2011-12-03)
A stereoselective methodology was developed for the construction of C-spiro-glycosides in two steps involving bromonium ion activated solvolytic ring opening of sugar derived 1,2-cyclopropanecarboxylates followed by a one-pot dehydrohalogenation, intramolecular hetero-Michael addition (IHMA) and ester hydrolysis. The obtained spirocyclic lactols
F X Sureda et al.
Neuroreport, 7(11), 1824-1828 (1996-07-29)
The effect of 1-aminocyclopropanecarboxylic acid (ACPC) on the potentiation by glycine of N-methyl-D-aspartate (NMDA)-evoked increases in intracellular free calcium concentration [Ca2+]i was examined in cultured rat cerebellar granule cells. NMDA (50 microM) produced a rapid and sustained increase in [Ca2+]i
Makoto Shiozaki et al.
Bioorganic & medicinal chemistry letters, 19(21), 6213-6217 (2009-09-22)
A series of 1-sulfonylaminocyclopropanecarboxylates was synthesized as ADAMTS-5 (Aggrecanase-2) inhibitors. After an intensive investigation of the central cyclopropane core including its absolute stereochemistry and substituents, we found compound 22 with an Agg-2 IC50=7.4 nM, the most potent ADAMTS-5 inhibitor reported

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