Lot numbers can be found on the outside label of a product:
2-Amino-4-methyl-benzaldehyde
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CAS No. 59236-38-3
- Cat. No. CS-0340827
- Purity≥97%
- MDL No.MFCD10696882
*For research and further manufacturing use only, not for direct human use.
Structure of 59236-38-3
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General Information
- CAS No. 59236-38-3
- Cat. No. CS-0340827
- Purity ≥97%
- MDL No. MFCD10696882
- Storage 4°C, protect from light, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₉NO
- Molecular Weight 135.16
- Synonym(s) 2-AMINO-4-METHYLBENZALDEHYDE
- SMILES CC1=CC(=C(C=C1)C=O)N
Description
2-Amino-4-methyl-benzaldehyde features a strategically positioned amino group and methyl substituent that enhance electron density at the aromatic ring, enabling efficient coupling in Suzuki-Miyaura and Ullmann reactions. This bench-stable aldehyde integrates readily into heterocyclic scaffolds and serves as a key intermediate for bioactive molecule synthesis.
Application
2-Amino-4-methylbenzaldehyde serves as a versatile building block in the synthesis of heterocyclic scaffolds and pharmaceutical intermediates. Its ortho-amino and aldehyde functionalities enable sequential transformations, including reductive amination, condensation reactions, and cyclization processes. The methyl group enhances electronic modulation and provides a handle for further functionalization. Bench-stable and readily purified by recrystallization, it functions effectively in multistep syntheses requiring precise regiocontrol and compatibility with common protecting groups.
Synthesis
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Route1
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In-stock
81335-87-7 - ~78%
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In-stock
59236-38-3
References
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Ida, Yoshihiro; Matsubara, Ayaka; Nemoto, Toru; Saito, Manabu; Hirayama, Shigeto; Fujii, Hideaki; Nagase, Hiroshi Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 19 p. 5810 - 5831
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Route2
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In-stock
20357-22-6 - ~%
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In-stock
59236-38-3
References
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Wani; Nicholas; Manikumar; Wall Journal of Medicinal Chemistry, 1987 , vol. 30, # 10 p. 1774 - 1779
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Route3
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89-62-3 - ~%
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In-stock
59236-38-3
References
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Wani; Nicholas; Manikumar; Wall Journal of Medicinal Chemistry, 1987 , vol. 30, # 10 p. 1774 - 1779
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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
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Precautionary Statements : P264-P270-P330-P501
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Quality Control
Computational Chemistry Data
- TPSA 43.09
- LogP 1.38972
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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