C116602
Cyclopropanecarboxylic acid
95%
Synonym(s):
CPC-acid
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About This Item
Linear Formula:
C3H5CO2H
CAS Number:
Molecular Weight:
86.09
Beilstein/REAXYS Number:
969839
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
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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signalword
Danger
hcodes
Hazard Classifications
Skin Corr. 1B
Storage Class
8A - Combustible corrosive hazardous materials
wgk_germany
WGK 3
flash_point_f
161.6 °F - closed cup
flash_point_c
72 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
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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
Dan Yang et al.
The Journal of organic chemistry, 75(14), 4796-4805 (2010-06-24)
The monomer 1 derived from achiral 1-(aminoxy)cyclopropanecarboxylic acid (OAcc) and oligopeptides 2-9 consisting of a chiral alpha-aminoxy acid and an achiral alpha-aminoxy acid such as OAcc were synthesized and their structures characterized. The eight-membered-ring intramolecular hydrogen bond, namely the alpha
Ying Yao et al.
The Journal of organic chemistry, 76(8), 2807-2813 (2011-03-19)
Highly effective asymmetric hydrogenation of protected ethyl 1-(2-aminoaceto)cyclopropane carboxylates in the presence of [RuCl(benzene)(S)-SunPhos]Cl was realized, and high enantioselectivities (up to 98.7% ee) were obtained. This asymmetric hydrogenation provides a key intermediate for the enantioselective synthesis of (S)-7-amino-5-azaspiro[2.4]heptane moiety of
S Shuto et al.
Journal of medicinal chemistry, 39(24), 4844-4852 (1996-11-22)
We recently demonstrated that (+/-)-(Z)-2-(aminomethyl)-1-phenyl-N,N-diethylcyclopropanecarboxamide [milnacipran, (+/-)-1], an inhibitor of the reuptake of serotonin (5-HT), was a noncompetitive NMDA receptor antagonist. On the basis of the cyclopropane structure of (+/-)-1, conformationally restricted analogs with different stereochemistries, namely 1-phenyl-2-(1-aminoalkyl)-N,N-diethylcyclopropanecarboxamindes (2, 3
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
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