Lot numbers can be found on the outside label of a product:
5-Chloro-4-methyl-2-nitroaniline
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CAS No. 7149-80-6
- Cat. No. CS-W016875
- Purity≥98%
- MDL No.MFCD00034066
*For research and further manufacturing use only, not for direct human use.
Structure of 7149-80-6
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General Information
- CAS No. 7149-80-6
- Cat. No. CS-W016875
- Purity ≥98%
- MDL No. MFCD00034066
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₇ClN₂O₂
- Molecular Weight 186.60
- Synonym(s) 5-Chloro-4-methyl-1-amino-2-nitrobenzene
- SMILES NC1=CC(Cl)=C(C)C=C1[N+]([O-])=O
Description
5-Chloro-4-methyl-2-nitroaniline features a nitro group at the ortho position relative to an amino handle, enhancing reactivity in coupling processes. The chloro and methyl substituents provide electronic tuning and steric control, enabling selective functionalization in pharmaceutical intermediates and agrochemical synthesis under standard conditions.
Application
5-Chloro-4-methyl-2-nitroaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted heterocycles via standard coupling and cyclization protocols. Its nitro group facilitates selective reduction and subsequent functionalization, while the chloro and methyl substituents provide orthogonal reactivity for further diversification. The compound exhibits good bench stability and is amenable to purification by recrystallization or chromatography, making it well-suited for scalable synthetic workflows.
Synthesis
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Route1
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7149-78-2 - ~97%
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In-stock
7149-80-6
References
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BIORELIX PHARMACEUTICALS, INC.; DIXON, Brian, R.; BLOUNT, Kenneth, F.; BERMAN, Judd; COISH, Philip, D.G.; OSTERMAN, David; HARPREET, Kaur; KELLS, Kevin; WICKENS, Phil; WILSON, Jeffrey; WU, Justin Patent: WO2010/19208 A1, 2010 ; Location in patent: Page/Page column 167-168 ;
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Route2
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In-stock
7149-77-1 - ~63%
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In-stock
7149-80-6
References
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Wollweber; Kolling; Niemers; et al. Arzneimittel-Forschung/Drug Research, 1984 , vol. 34, # 5 p. 531 - 542
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Route3
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7149-79-3 - ~%
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In-stock
7149-80-6
References
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Recueil des Travaux Chimiques des Pays-Bas, , vol. 29, p. 411
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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 69.16
- LogP 2.13882
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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