Lot numbers can be found on the outside label of a product:
4-(Trifluoromethoxy)benzene-1,2-diamine
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CAS No. 658-89-9
- Cat. No. CS-W006388
- Purity≥95%
- MDL No.MFCD03094278
*For research and further manufacturing use only, not for direct human use.
Structure of 658-89-9
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General Information
- CAS No. 658-89-9
- Cat. No. CS-W006388
- Purity ≥95%
- MDL No. MFCD03094278
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₇F₃N₂O
- Molecular Weight 192.14
- Synonym(s) 4-Trifluoromethoxy-1,2-diaminobenzene
- SMILES NC1=CC=C(OC(F)(F)F)C=C1N
Description
4-(Trifluoromethoxy)benzene-1,2-diamine features a bifunctional diamine scaffold flanked by a strongly electron-withdrawing trifluoromethoxy group, enhancing its utility in transition metal-catalyzed coupling reactions. The para-substituted aryl core ensures high stability and solubility in polar aprotic solvents, enabling efficient integration into complex molecular architectures under standard conditions.
Application
4-(Trifluoromethoxy)benzene-1,2-diamine serves as a versatile building block for heterocyclic synthesis, enabling the construction of biologically relevant scaffolds through standard cyclization reactions. The diamine functionality facilitates efficient coupling with electrophiles and supports metal-catalyzed transformations, while the trifluoromethoxy group enhances metabolic stability and modulates electronic properties. Bench-stable and compatible with common purification methods, it functions effectively in multi-step syntheses targeting pharmaceutical intermediates and functional materials.
Synthesis
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Route1
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In-stock
2267-23-4 - ~98%
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In-stock
658-89-9
References
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TEVA PHARMACEUTICAL INDUSTRIES, LTD.; TEVA PHARMACEUTICALS USA, INC. Patent: WO2006/50148 A2, 2006 ; Location in patent: Page/Page column 38 ;
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Route2
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2267-22-3 - ~94%
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In-stock
658-89-9
References
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VIAMET PHARMACEUTICALS, INC. Patent: US2012/329802 A1, 2012 ; Location in patent: Page/Page column 36-37 ;
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Route3
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1351534-05-8 - ~87%
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In-stock
658-89-9
References
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Liu, Weiguo; Lau, Fiona; Liu, Kun; Wood, Harold B.; Zhou, Gaochao; Chen, Yuli; Li, Ying; Akiyama, Taro E.; Castriota, Gino; Einstein, Monica; Wang, Chualin; McCann, Margaret E.; Doebber, Thomas W.; Wu, Margaret; Chang, Ching H.; McNamara, Lesley; McKeever, Brian; Mosley, Ralph T.; Berger, Joel P.; Meinke, Peter T. Journal of Medicinal Chemistry, 2011 , vol. 54, # 24 p. 8541 - 8554
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS06
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Signal Word : Danger
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UN#: 2810
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Class : 6.1
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Packing Group : Ⅲ
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Hazard Statements : H301-H317-H319
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 61.27
- LogP 1.7496
- H_Acceptors 3
- H_Donors 2
- Rotatable_Bonds 1
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Key Words
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