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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:
1759-53-1
Molecular Weight:
86.09
Beilstein:
969839
EC Number:
217-162-5
MDL number:
MFCD00001287
UNSPSC Code:
12352100
PubChem Substance ID:
24892369
NACRES:
NA.22
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Quality Level

100

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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Related Categories

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

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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Certificates of Analysis (COA)

Lot/Batch Number
STBL0330
13225KSV
STBB9094V
S42644
S39991

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D B Buxton et al.
Metabolism: clinical and experimental, 32(7), 736-744 (1983-07-01)
The effects of the hypoglycemic agent, cyclopropane carboxylate, on the metabolism of various substrates that enter the mitochondrion via the mitochondrial monocarboxylate transporter were investigated in perfused rat livers. Metabolism of pyruvate, branched-chain alpha-keto acids, acetoacetate and, to a lesser
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
Orazio Prezzavento et al.
Life sciences, 82(11-12), 549-553 (2008-02-12)
The compound (1R,2S/1S,2R)-2-[4-hydroxy-4-phenylpiperidin-1-yl)methyl]-1-(4-methylphenyl) cyclopropanecarboxylate [(+/-)-PPCC] is a ligand with high affinity for sigma (sigma) sites of which the selectivity towards several other receptor systems has been demonstrated. Given the existence of a relationship between the sigma system and the kappa
G B Quistad et al.
Drug metabolism and disposition: the biological fate of chemicals, 14(5), 521-525 (1986-09-01)
Conjugation with carnitine is a major metabolic pathway for cyclopropanecarboxylic acid (CPCA). The CPCA-carnitine is cleaved enzymatically (carnitine acetyltransferase) more slowly in vitro than are acetyl- and propionylcarnitines, but also slightly more extensively. When given orally to a rat, CPCA-carnitine
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
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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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