Lot numbers can be found on the outside label of a product:
2-Chloro-3-nitrobenzaldehyde
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CAS No. 58755-57-0
- Cat. No. CS-W005961
- Purity≥95%
- MDL No.MFCD08236804
*For research and further manufacturing use only, not for direct human use.
Structure of 58755-57-0
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General Information
- CAS No. 58755-57-0
- Cat. No. CS-W005961
- Purity ≥95%
- MDL No. MFCD08236804
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₄ClNO₃
- Molecular Weight None
- Synonym(s) None
- SMILES ClC1=C(C=O)C=CC=C1[N+]([O-])=O
Description
2-Chloro-3-nitrobenzaldehyde features a chlorine atom at the ortho position and a nitro group at the meta position relative to the aldehyde, creating a highly electron-deficient aromatic ring. This combination enhances reactivity in nucleophilic addition and coupling reactions, enabling efficient access to complex heterocycles and functionalized biaryls under mild conditions. The aldehyde functionality provides a direct handle for further derivatization via condensation or reduction processes.
Application
2-Chloro-3-nitrobenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted heterocycles via coupling and cyclization reactions. Its ortho-chloro and meta-nitro substituents provide orthogonal reactivity for sequential functionalization, while the aldehyde group facilitates imine formation and Ugi-type condensations. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step syntheses requiring precise regiocontrol and functional group compatibility.
Synthesis
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Route1
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In-stock
89639-98-5 - ~81%
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In-stock
58755-57-0
References
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Rovnyak; Andersen; Gougoutas; Hedberg; Kimball; Malley; Moreland; Porubcan; Pudzianowski Journal of Medicinal Chemistry, 1988 , vol. 31, # 5 p. 936 - 944
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Route2
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3970-35-2 - ~%
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In-stock
58755-57-0
References
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Journal of Medicinal Chemistry, , vol. 48, # 12 p. 4009 - 4024
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Route3
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In-stock
3970-40-9 - ~57%
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In-stock
58755-57-0
References
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Kanno; Yamaguchi; Okamiya; Sunakawa; Takeshita; Naruchi Chemical and Pharmaceutical Bulletin, 1992 , vol. 40, # 8 p. 2049 - 2054
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Safety Information
Download SDS|
GHS Pictogram :
N/A
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GHS No : N/A
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Signal Word : N/A
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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 : N/A
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Precautionary Statements : N/A
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Quality Control
Computational Chemistry Data
- TPSA 60.21
- LogP 2.0607
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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