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W291102

Sigma-Aldrich

Piperonal

≥99%, FCC, FG

Sinónimos:

1,3-Benzodioxole-5-carboxaldehyde, 3,4-(Methylenedioxy)benzaldehyde, Heliotropin

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About This Item

Fórmula empírica (notación de Hill):
C8H6O3
Número de CAS:
120-57-0
Peso molecular:
150.13
FEMA Number:
2911
Beilstein/REAXYS Number:
131691
EC Number:
204-409-7
Council of Europe no.:
104
MDL number:
MFCD00005828
UNSPSC Code:
12164502
PubChem Substance ID:
24901389
Flavis number:
5.016
NACRES:
NA.21

biological source

synthetic

Quality Level

400

grade

FG
Fragrance grade
Halal
Kosher

agency

follows IFRA guidelines
meets purity specifications of JECFA

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002
FCC
FDA 21 CFR 182.60

vapor pressure

1 mmHg ( 87 °C)

assay

≥99%

bp

264 °C (lit.)

mp

35-39 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

heliotropine

organoleptic

cherry; sweet; vanilla

SMILES string

[H]C(=O)c1ccc2OCOc2c1

InChI

1S/C8H6O3/c9-4-6-1-2-7-8(3-6)11-5-10-7/h1-4H,5H2

InChI key

SATCULPHIDQDRE-UHFFFAOYSA-N

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Categorías relacionadas

Application


  • The synthesis and characterisation of MDMA derived from a catalytic oxidation of material isolated from black pepper reveals potential route specific impurities.: This study explores the synthesis and characterization of MDMA from piperonal, highlighting potential impurities unique to this synthesis route. This research has implications for forensic science and the identification of synthetic routes for MDMA (Plummer et al., 2016).

  • Design, synthesis, and biological evaluation of platensimycin analogues with varying degrees of molecular complexity.: This paper details the synthesis of platensimycin analogues using piperonal derivatives. The study evaluates the biological activities of these analogues, contributing to the development of new antibacterial agents (Nicolaou et al., 2008).

  • Synthesis and use of 4-peptidylhydrazido-N-hexyl-1,8-naphthalimides as fluorogenic histochemical substrates for dipeptidyl peptidase IV and tripeptidyl peptidase I.: This research presents the synthesis of piperonal-based substrates for histochemical applications, enabling the study of enzyme activities in biochemical assays (Ivanov et al., 2009).

Biochem/physiol Actions

Taste at 10-50 ppm

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317

Hazard Classifications

Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

150.1 °F

flash_point_c

65.62 °C

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
SHBQ6318
SHBQ5824
SHBQ2805
SHBN9277
SHBP5116

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W H Redd et al.
Journal of magnetic resonance imaging : JMRI, 4(4), 623-626 (1994-07-01)
Fifty-seven outpatients received either heliotropin (a vanillalike scent) with humidified air (n = 20) or humidified air alone (n = 37) via a nasal cannula during magnetic resonance imaging in the diagnostic workup for cancer. Delivery of heliotropin and air
Michael S Macias et al.
Forensic science international, 195(1-3), 132-138 (2010-01-02)
Currently, in the field of odor detection, there is generally a wider variation in limit of detections (LODs) for canines than instruments. The study presented in this paper introduces an improved protocol for the creation of controlled odor mimic permeation
Floyd Beckford et al.
Journal of inorganic biochemistry, 105(8), 1019-1029 (2011-06-15)
The synthesis and characterization of a number of organometallic ruthenium(II) complexes containing a series of bidentate thiosemicarbazone ligands derived from piperonal is reported. The structure of compounds have been confirmed by spectroscopic analysis (IR and NMR) as well as X-ray
H Hatt et al.
Cellular and molecular biology (Noisy-le-Grand, France), 45(3), 285-291 (1999-07-01)
The human olfactory system can recognize and discriminate a large number of different odorant molecules. The detection of chemically distinct odorants begins with the binding of an odorant ligand to a specific receptor protein on the olfactory neuron cell surface.
K C Nicolaou et al.
Journal of the American Chemical Society, 130(39), 13110-13119 (2008-09-06)
The molecular design, chemical synthesis, and biological evaluation of two distinct series of platensimycin analogues with varying degrees of complexity are described. The first series of compounds probes the biological importance of the benzoic acid subunit of the molecule, while
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