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109622

Sigma-Aldrich

2-Methoxybenzaldehyd

98%

Synonym(e):

o-Anisaldehyd, Salicylaldehydmethylether

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About This Item

Lineare Formel:
CH3OC6H4CHO
CAS-Nummer:
135-02-4
Molekulargewicht:
136.15
Beilstein:
606301
EG-Nummer:
205-171-7
MDL-Nummer:
MFCD00003308
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24846928
NACRES:
NA.22

Assay

98%

Form

solid

bp

238 °C (lit.)

mp (Schmelzpunkt)

34-40 °C (lit.)

Dichte

1.127 g/mL at 25 °C (lit.)

SMILES String

[H]C(=O)c1ccccc1OC

InChI

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

InChIKey

PKZJLOCLABXVMC-UHFFFAOYSA-N

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Allgemeine Beschreibung

2-Methoxybenzaldehyde is used as a starting material to synthesize corrosion-inhibiting Schiff bases. Also used as a flavor and fragrance ingredient.

Anwendung

2-Methoxybenzaldehyde has been used to examine the acaricidal activity of Periploca sepium oil and its active component against Tyrophagus putrescentiae.
2-Methoxybenzaldehyde has been used to obtain good enantioselectivities using Cu(OAc)(2)-bis(oxazolines) via hydrogen bonding in asymmetric Henry reaction.

Biochem./physiol. Wirkung

Natürlich vorkommendes aromatisches Aldehyd mit akarizider Wirksamkeit. Mögliche Kondensation mit L-Tryptophan in Lebensmitteln, um die entsprechende phenolische Tetrahydro-β-carbolin-3-carboxylsäure zu bilden, die als wirksames Antioxidans fungiert.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 2

Flammpunkt (°F)

244.4 °F - closed cup

Flammpunkt (°C)

118 °C - closed cup

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

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Sigma-Aldrich

124974

2-Chlorbenzaldehyd

3,4-Dichlorbenzaldehyd 95%

Sigma-Aldrich

D56608

3,4-Dichlorbenzaldehyd

2,3-Dimethoxybenzaldehyd 98%

Sigma-Aldrich

D130206

2,3-Dimethoxybenzaldehyd

Eun-Young Jeong et al.
Journal of food protection, 75(1), 118-122 (2012-01-10)
The aim of this study was to examine the acaricidal activity of Periploca sepium oil and its active component against Tyrophagus putrescentiae. Based on its 50% lethal dose (LD(50) ) value, P. sepium oil (8.45 μg/cm(2)) was highly active against
Ninghua Yin et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 153, 1-5 (2015-08-19)
A facile fluorescence switch with Schiff base units was designed and achieved by nucleophilic addition and dehydration reaction. The fluorescence of the probe can be regulated by metal ions (Al(3+) and Cu(2+)). The whole process shows that the weak fluorescence
Olga V Kupriyanova et al.
Drug testing and analysis, 12(8), 1154-1170 (2020-05-18)
N-(2-Methoxybenzyl)-2,5-dimethoxyphenethylamines (NBOMes) are synthetic phenethylamine derivatives emerging on the global drug market and reported to be associated with untoward effects in people who use drugs. Its action involves agonism at serotonin 5-HT2A receptors, affecting cognitive and behavioral processes. However, certain
Zhi-Huai Li et al.
Chirality, 24(12), 1092-1095 (2012-09-25)
Immobilized Cu(OAc)(2)-bis(oxazolines) via hydrogen bonding by SBA-15 was applied to asymmetric Henry reaction, and good enantioselectivities were obtained (up to 83% ee) between 2-methoxybenzaldehyde and CH(3)NO(2) in isopropyl alcohol (iPrOH). The catalyst could be reused seven times without any obvious
Chao-Bin Xue et al.
Bioorganic & medicinal chemistry, 15(5), 2006-2015 (2007-01-30)
Phenoloxidase (PO), also known as tyrosinase, is a key enzyme in insect development, responsible for catalyzing the hydroxylation of tyrosine into o-diphenols and the oxidation of o-diphenols into o-quinones. Inhibition of PO may provide a basis for novel environmentally friendly

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