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123-11-5 - 4-Methoxybenzaldehyde, 98% - p-Anisaldehyde - A15364 - Alfa Aesar

A15364 4-Methoxybenzaldehyde, 98%

CAS Number
123-11-5
Synonyms
p-Anisaldehyde

Size Price ($) Quantity Availability
50g 18.85
250g 33.09
1000g 89.82
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4-Methoxybenzaldehyde, 98%

MDL
MFCD00003385
EINECS
204-602-6

Chemical Properties

Formula
C8H8O2
Formula Weight
136.15
Melting point
0-2°
Boiling Point
247-249°
Flash Point
116°(241°F)
Density
1.121
Refractive Index
1.5730
Sensitivity
Air & Light Sensitive
Solubility
Miscible with acetone, alcohol, ether, chloroform and benzene. Immiscible with water.

Applications

4-Methoxybenzaldehyde is widely utilized in the fragrance and flavor industry. It finds application as an important intermediate in the synthesis of other organic compounds, perfumes and pharmaceuticals like antihistamines. It is also used in the preparation of agrochemicals, dyes and plastic additives. A solution of para-anisaldehyde with acid and ethanol is used as stain in thin layer chromatography (TLC), which provides easy identification of different compounds.

Notes

Air and Light Sensitive. Keep the container tightly closed in a dry and well-ventilated place. Incompatible with strong bases, strong oxidizing agents and strong reducing agents.

Literature References

Diols, under acid catalysis, can be protected as 4-methoxybenzylidene cyclic acetals, hydolyzed ca 10x faster by acid than the benzylidene acetal: J. Am. Chem. Soc., 84, 430 (1962). Cleavage with Ce(IV): J. Chem. Soc., Chem. Commun., 2010 (1984), hydrogenolysis: Tetrahedron Lett., 32, 6155 (1991), or DibalH: Tetrahedron Lett., 28, 3835 (1987); Tetrahedron: Asymmetry, 6, 2319 (1995) have also been reported. See also 4-Methoxybenzaldehyde dimethyl­ acetal, A15793.

/n

Brullo, C.; Massa, M.; Rocca, M.; Rotolo, C.; Guariento, S.; Rivera, D.; Ricciarelli, R.; Fedele, E.; Fossa, P.; Bruno, O. Synthesis, Biological Evaluation, and Molecular Modeling of New 3-(Cyclopentyloxy)-4-methoxybenzaldehyde O-(2-(2,6-Dimethylmorpholino)-2-oxoethyl) Oxime (GEBR-7b) Related Phosphodiesterase 4D (PDE4D) Inhibitors. J. Med. Chem. 2014, 57 (16), 7061-7072.

Denizalti, S.; Turkmen, H.; Cetinkaya, B. Chelating alkoxy NHC-Rh(I) complexes and their applications in the arylation of aldehydes. Tet. Lett. 2014, 55 (30), 4129-4132.

GHS Hazard and Precautionary Statements

Hazard Statements: H302

Harmful if swallowed.

Precautionary Statements: P264-P270-P301+P312-P330-P501a

Wash thoroughly after handling. Do not eat, drink or smoke when using this product. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. Rinse mouth. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Merck
14,663
Beilstein
471382
Harmonized Tariff Code
2912.49
TSCA
Yes
RTECS
BZ2625000

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