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464643

Sigma-Aldrich

1-Z-4-Piperidone

99%

Synonym(s):

1-(Benzyloxycarbonyl)-4-piperidinone, 1-Cbz-4-Piperidone, Benzyl 4-oxo-1-piperidinecarboxylate

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About This Item

Empirical Formula (Hill Notation):
C13H15NO3
CAS Number:
19099-93-5
Molecular Weight:
233.26
Beilstein:
1533716
MDL number:
MFCD00673144
UNSPSC Code:
12352100
PubChem Substance ID:
24870202
NACRES:
NA.22

Quality Level

200

Assay

99%

refractive index

n20/D 1.542 (lit.)

bp

114-140 °C/0.25 mmHg (lit.)

density

1.172 g/mL at 25 °C (lit.)

functional group

ketone
phenyl

SMILES string

O=C1CCN(CC1)C(=O)OCc2ccccc2

InChI

1S/C13H15NO3/c15-12-6-8-14(9-7-12)13(16)17-10-11-4-2-1-3-5-11/h1-5H,6-10H2

InChI key

VZOVOHRDLOYBJX-UHFFFAOYSA-N

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Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H412

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCP7045
SHBK8868
SHBH7662
HMBD4254V
HMBD4253V

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Yong Huang et al.
Journal of the American Chemical Society, 124(33), 9662-9663 (2002-08-15)
We report the first examples of hydrogen-bond-promoted acceleration of hetero-Diels-Alder reactions and the use of such catalysis for the hetero-Diels-Alder reactions of simple, unactivated ketones. Several spiro-fused dihydropyans were synthesized in good yields using this procedure. This activation protocol represents
Synthesis, 325-325 (2006)
Iyassu K Sebhat et al.
Journal of medicinal chemistry, 45(21), 4589-4593 (2002-10-04)
Synthetic and natural peptides that act as nonselective melanocortin receptor agonists have been found to be anorexigenic and to stimulate erectile activity. We report the design and development of 1, a potent, selective (1184-fold vs MC3R, 350-fold vs MC5R), small-molecule
Tetrahedron Letters, 42, 6943-6943 (2001)
Biheteroaromatic diphosphine oxides-catalyzed stereoselective direct aldol reactions.
Rossi S, et al.
Tetrahedron, 67(1), 158-166 (2011)

Articles

Knoevenagel Condensation Reaction

Knoevenagel Condensation is an organic reaction named after Emil Knoevenagel. It is a classic C-C bond formation reaction and a modification of the Aldol Condensation.

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