Lot numbers can be found on the outside label of a product:
Methyl 2-(4,5-dimethoxy-2-nitrophenyl)acetate
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CAS No. 2982-53-8
- Cat. No. CS-0187860
- Purity≥98%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 2982-53-8
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General Information
- CAS No. 2982-53-8
- Cat. No. CS-0187860
- Purity ≥98%
- MDL No. None
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₁₃NO₆
- Molecular Weight 255.22
- Synonym(s) methyl 2-(4,5-dimethoxy-2-nitro-phenyl)ethanoate
- SMILES COC1=C(C=C(C(=C1)CC(=O)OC)[N+](=O)[O-])OC
Description
Methyl 2-(4,5-dimethoxy-2-nitrophenyl)acetate features a nitro-substituted aromatic core flanked by two methoxy groups, enhancing electron-withdrawing character and stability. The ester functionality enables direct integration into cross-coupling or cyclization sequences under standard conditions. This bench-stable compound serves as a key intermediate in the synthesis of functionalized heterocycles and bioactive scaffolds.
Application
Methyl 2-(4,5-dimethoxy-2-nitrophenyl)acetate serves as a versatile building block for nitroaryl-containing heterocycles and pharmaceutical intermediates. The dimethoxy substitution pattern enhances solubility and stabilizes the nitro group against premature reduction, enabling controlled functionalization. Its ester moiety facilitates subsequent transformations including nucleophilic substitution, hydrogenation, or coupling reactions, while the ortho-nitro group directs electrophilic aromatic substitution. Bench-stable and readily purified by flash chromatography, it functions effectively in multi-step syntheses of bioactive scaffolds.
Synthesis
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Route1
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73357-23-0 - ~%
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In-stock
2982-53-8
References
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CandC Research Labs. Patent: US6057358 A1, 2000 ;
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Route2
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In-stock
15964-79-1 - ~62%
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In-stock
2982-53-8
References
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Kim, Dong-Ick; Kim, Hak-Yeop; Kwon, Lae-Sung; Park, Sung-Dae; Jeon, Gee-Ho; Jung, Kyung-Yun; Min, Jae-Ki; Nam, Woong-Hyun; Lee, Kiho; Chung, You-Sup; Tanabe, Shigeru; Kozono, Toshiro Bioorganic and Medicinal Chemistry Letters, 1999 , vol. 9, # 1 p. 85 - 90
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Route3
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67-56-1
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In-stock
73357-18-3 - ~58%
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In-stock
2982-53-8
References
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DiMagno, Theodore J.; Stowell, Michael H. B.; Chan, Sunney I. Journal of Physical Chemistry, 1995 , vol. 99, # 34 p. 13038 - 13047
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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-P280-P302+P352
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Quality Control
Computational Chemistry Data
- TPSA 87.9
- LogP 1.3275
- H_Acceptors 6
- H_Donors 0
- Rotatable_Bonds 5
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Key Words
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