Lot numbers can be found on the outside label of a product:
4-Methoxy-2,6-dimethylbenzaldehyde
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CAS No. 19447-00-8
- Cat. No. CS-0153489
- Purity≥98%
- MDL No.MFCD04971199
*For research and further manufacturing use only, not for direct human use.
Structure of 19447-00-8
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General Information
- CAS No. 19447-00-8
- Cat. No. CS-0153489
- Purity ≥98%
- MDL No. MFCD04971199
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₁₂O₂
- Molecular Weight 164.20
- Synonym(s) 2,6-dimethyl-4-methoxybenzaldehyde
- SMILES CC1=C(C=O)C(=CC(=C1)OC)C
Description
4-Methoxy-2,6-dimethylbenzaldehyde features a sterically hindered aldehyde group flanked by electron-donating methoxy and methyl substituents. This combination enhances stability and directs electrophilic reactivity in synthetic transformations. The molecule integrates readily into complex heterocyclic scaffolds and serves as a robust building block for functionalized aromatic systems under standard conditions.
Application
4-Methoxy-2,6-dimethylbenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, offering enhanced solubility and metabolic stability due to its electron-donating methoxy and methyl groups. The aldehyde functionality enables efficient imine formation, reductive amination, and coupling reactions, while the ortho-methyl substituents provide steric protection and improve bench stability. Its predictable reactivity facilitates straightforward purification and integration into complex molecular architectures.
Synthesis
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Route1
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In-stock
6267-34-1 - ~63%
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In-stock
19447-00-8
References
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The Regents of the University of California Patent: EP1089968 B1, 2005 ; Location in patent: Page/Page column 21 ; EP 1089968 B1
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Route2
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In-stock
70547-87-4 -
77-78-1 - ~99%
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In-stock
19447-00-8
References
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Gongora-Benitez, Miriam; Mendive-Tapia, Lorena; Ramos-Tomillero, Ivan; Breman, Arjen C.; Tulla-Puche, Judit; Albericio, Fernando Organic Letters, 2012 , vol. 14, # 21 p. 5472 - 5475,4 Title/Abstract Full Text Show Details Gongora-Benitez, Miriam; Mendive-Tapia, Lorena; Ramos-Tomillero, Ivan; Breman, Arjen C.; Tulla-Puche, Judit; Albericio, Fernando Organic Letters, 2012 , vol. 14, # 21 p. 5472 - 5475
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Route3
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In-stock
6267-34-1
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68-12-2
- ~52%
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In-stock
19447-00-8
References
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Kende,A.S.; Koch,K.; Smith,C.A. Journal of the American Chemical Society, 1988 , vol. 110, p. 2210
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 26.3
- LogP 2.12454
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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