Lot numbers can be found on the outside label of a product:
2,4-Dimethoxy-3-methylbenzaldehyde
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CAS No. 7149-92-0
- Cat. No. CS-0137745
- Purity≥98%
- MDL No.MFCD00011489
*For research and further manufacturing use only, not for direct human use.
Structure of 7149-92-0
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General Information
- CAS No. 7149-92-0
- Cat. No. CS-0137745
- Purity ≥98%
- MDL No. MFCD00011489
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₁₂O₃
- Molecular Weight 180.20
- Synonym(s) 2,4-Dimethoxy-m-tolualdehyde
- SMILES O=CC1=CC=C(OC)C(C)=C1OC
Description
2,4-Dimethoxy-3-methylbenzaldehyde features a sterically hindered aromatic core with electron-donating methoxy groups flanking a methyl-substituted aldehyde. This combination enhances solubility in organic solvents and stabilizes the carbonyl toward nucleophilic attack. The para-methoxy group facilitates resonance delocalization, while the ortho-methoxy substitution reduces reactivity at adjacent positions. This benzaldehyde derivative serves as a robust building block for synthesizing complex heterocycles and functionalized aromatics under standard bench conditions.
Application
2,4-Dimethoxy-3-methylbenzaldehyde serves as a versatile building block in medicinal and synthetic chemistry, enabling efficient access to substituted aromatic scaffolds. Its ortho-dimethoxy pattern enhances stability and facilitates electrophilic substitution, while the aldehyde group supports standard transformations including reductive amination, Wittig reactions, and condensation processes. The methyl substituent provides steric and electronic modulation, making this compound well-suited for use in drug discovery campaigns requiring tailored lipophilicity and metabolic resistance.
Synthesis
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Route1
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4885-02-3 -
In-stock
5673-07-4 - ~99%
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In-stock
7149-92-0
References
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Yoshida, Atsushi; Asakawa, Tomohiro; Hamashima, Yoshitaka; Kan, Toshiyuki; Akaiwa, Michinori; Yokoshima, Satoshi; Fukuyama, Tohru Chemistry--A European Journal, 2012 , vol. 18, # 36 p. 11192 - 11195,4
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Route2
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In-stock
5673-07-4
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68-12-2
- ~92%
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In-stock
7149-92-0
References
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Wu, Yan-Chao; Zhu, Jieping Organic Letters, 2009 , vol. 11, # 23 p. 5558 - 5561
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Route3
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In-stock
5673-07-4
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107-30-2
- ~94%
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In-stock
7149-92-0
References
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Coleman, Robert S.; Felpin, Francois-Xavier; Chen, Wei Journal of Organic Chemistry, 2004 , vol. 69, # 21 p. 7309 - 7316
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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 : H315-H319-H335
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Precautionary Statements : P261-P264-P271-P280-P302+P352
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Quality Control
Computational Chemistry Data
- TPSA 35.53
- LogP 1.82472
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 3
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Key Words
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