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W267007

Sigma-Aldrich

p-Anisaldehyde

≥97.5%, FCC, FG

Synonym(s):

4-Methoxybenzaldehyde, Aubépine

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About This Item

Linear Formula:
CH3OC6H4CHO
CAS Number:
123-11-5
Molecular Weight:
136.15
FEMA Number:
2670
Beilstein:
471382
EC Number:
204-602-6
Council of Europe no.:
103
MDL number:
MFCD00003385
UNSPSC Code:
12164502
PubChem Substance ID:
24901235
Flavis number:
5.015
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 & 872/2012
FCC
FDA 21 CFR 172.515

vapor density

4.7 (vs air)

Assay

≥97.5%

form

liquid

composition

contains IFRA restricted p-Anisaldehyde

refractive index

n20/D 1.573 (lit.)

bp

248 °C (lit.)

mp

−1 °C (lit.)

density

1.119 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

Organoleptic

anise; cherry; creamy; floral; balsamic; sweet; vanilla

SMILES string

[H]C(=O)c1ccc(OC)cc1

InChI

1S/C8H8O2/c1-10-8-4-2-7(6-9)3-5-8/h2-6H,1H3

InChI key

ZRSNZINYAWTAHE-UHFFFAOYSA-N

Gene Information

human ... CYP1A2(1544)

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Application


  • Aryl-alcohol oxidase involved in lignin degradation: a mechanistic study based on steady and pre-steady state kinetics and primary and solvent isotope effects with two alcohol substrates.: The study focuses on the mechanistic understanding of aryl-alcohol oxidase in lignin degradation, utilizing p-Anisaldehyde as a model substrate to investigate enzyme kinetics and isotope effects. (Ferreira et al., 2009).

Biochem/physiol Actions

Odor at 1.0%
Taste at 5-10 ppm

Other Notes

Natural occurrence: Vanilla, fennel, star anise, cranberry, black currant, cinnamon, basil.

Pictograms

Health hazard
GHS08

Signal Word

Warning

Hazard Statements

H361fd,H412

Hazard Classifications

Aquatic Chronic 3 - Repr. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

240.8 °F - closed cup

Flash Point(C)

116 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
SHBP0619
STBK3199
SHBN2939
SHBM2631
STBJ7477

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Tae Joung Ha et al.
Journal of agricultural and food chemistry, 53(18), 7024-7028 (2005-09-01)
Anisaldehyde (p-methoxybenzaldehyde) was previously reported to inhibit the tyrosinase-catalyzed oxidation of L-3,4-dihydroxyphenylalanine (L-DOPA) noncompetitively as long as the enzyme activity was monitored by measuring dopachrome formation. However, anisaldehyde did not inhibit this oxidation if a longer reaction time was observed
Guozhu Zhang et al.
Journal of the American Chemical Society, 130(38), 12598-12599 (2008-08-30)
A novel approach to generate Au-containing all-carbon 1,3-dipoles is developed via an unprecedented migration-fragmentation of ketals/acetals. These in situ generated dipoles undergo rapid [3+2] cycloaddition under mild conditions with various enones/enals, electron-rich aromatic aldehydes, and N-benzylindole, leading to flexible formation
N Juillet et al.
Plant biology (Stuttgart, Germany), 13(4), 570-575 (2011-06-15)
It has often been proposed that nectarless deceptive orchid species exploit naïve pollinators in search of food before they learn to avoid their flowers, and that intraspecific floral trait polymorphism, often noted in this plant group, could prolong the time
Israt Jahan et al.
Acta pharmaceutica (Zagreb, Croatia), 60(2), 207-215 (2010-12-08)
In this study, five compounds, lupeol (1), epilupeol (2), β-sitosterol (3), stigmasterol (4) and p-methoxybenzaldehyde (5) were isolated from the petroleum ether and dichloromethane fractions of a methanolic extract of the stem bark of Delonix regia. Antimicrobial screening of the
Wenxin Gu et al.
Organic letters, 5(4), 415-418 (2003-02-14)
[reaction: see text] Two new 4-methoxybenzaldehyde backbone linker resins were developed for the solid-phase synthesis of peptides. The linkers are very stable during the cleavage of common protecting groups for amines (Fmoc, Boc) and carboxylic acids (Me, All, tBu) in
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