Lot numbers can be found on the outside label of a product:
3′,5′-Dimethoxyacetophenone
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CAS No. 39151-19-4
- Cat. No. CS-W021211
- Purity≥97%
- MDL No.MFCD00008739
*For research and further manufacturing use only, not for direct human use.
Structure of 39151-19-4
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General Information
- CAS No. 39151-19-4
- Cat. No. CS-W021211
- Purity ≥97%
- MDL No. MFCD00008739
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₁₂O₃
- Molecular Weight 180.20
- Synonym(s) None
- SMILES CC(C1=CC(OC)=CC(OC)=C1)=O
Description
3′,5′-Dimethoxyacetophenone features two methoxy groups positioned ortho to the acetyl functionality, enhancing electron density and solubility in polar organic solvents. This substitution pattern supports efficient coupling reactions and facilitates incorporation into complex molecular architectures under standard conditions.
Application
3′,5′-Dimethoxyacetophenone serves as a versatile building block in synthetic organic chemistry, offering predictable reactivity in electrophilic aromatic substitution and coupling reactions. Its ortho-dimethoxy pattern enhances solubility and stabilizes intermediates during synthesis. The ketone functionality enables facile enolization and conjugate addition, while the methoxy groups provide orthogonal handles for further functionalization. This compound functions reliably in the construction of bioactive heterocycles and pharmaceutical intermediates under standard bench conditions.
Synthesis
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Route1
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14950-55-1 - ~99%
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In-stock
39151-19-4
References
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Cristol, Stanley J.; Ali, Mahfuza B.; Sankar, Iyer V. Journal of the American Chemical Society, 1989 , vol. 111, # 21 p. 8207 - 8211
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Route2
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In-stock
51863-60-6 -
77-78-1 - ~91%
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In-stock
39151-19-4
References
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Sun, Hong-Yi; Xiao, Chun-Fen; Cai, Yu-Chen; Chen, Yu; Wei, Wen; Liu, Xian-Ke; Lv, Ze-Liang; Zou, Yong Chemical and Pharmaceutical Bulletin, 2010 , vol. 58, # 11 p. 1492 - 1496
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Route3
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40243-87-6 - ~82%
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In-stock
39151-19-4
References
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Betzemeier, Bodo; Lhermitte, Frederic; Knochel, Paul Tetrahedron Letters, 1998 , vol. 39, # 37 p. 6667 - 6670
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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 35.53
- LogP 1.9064
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 3
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Key Words
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