Lot numbers can be found on the outside label of a product:
O-(4-Nitrobenzoyl)hydroxylamine
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CAS No. 35657-36-4
- Cat. No. CS-W005046
- Purity≥97%
- MDL No.MFCD11976095
*For research and further manufacturing use only, not for direct human use.
Structure of 35657-36-4
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General Information
- CAS No. 35657-36-4
- Cat. No. CS-W005046
- Purity ≥97%
- MDL No. MFCD11976095
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₆N₂O₄
- Molecular Weight 182.13
- Synonym(s) Hydroxylamine, O-(4-nitrobenzoyl)-
- SMILES NOC(C1=CC=C([N+]([O-])=O)C=C1)=O
Description
O-(4-Nitrobenzoyl)hydroxylamine features a nitroaromatic ester moiety that enables efficient coupling in peptide synthesis and bioconjugation. This bench-stable reagent delivers selective activation under mild conditions, facilitating the formation of amide bonds with high chemoselectivity.
Application
O-(4-Nitrobenzoyl)hydroxylamine serves as a reliable acylating agent for hydroxylamine derivatives, enabling efficient formation of O-acylated intermediates in heterocyclic synthesis. Its bench-stable crystalline form facilitates handling and purification, while the electron-withdrawing nitro group enhances electrophilicity at the carbonyl center. This reagent functions effectively in amide bond construction and provides access to functionalized oxime scaffolds relevant to medicinal chemistry and agrochemical development.
Synthesis
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Route1
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1085941-27-0 - ~%
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In-stock
35657-36-4
References
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TaiGen Biotechnology Co., Ltd. Patent: US2008/292626 A1, 2008 ; Location in patent: Page/Page column 63 ;
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Route2
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75-75-2
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35657-41-1 - ~%
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In-stock
35657-36-4
References
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Shi, Zhongping; Hynes, John; Parlanti, Luca; Wrobleski, Stephen T. Patent: US2006/3967 A1, 2006 ; Location in patent: Page/Page column 6-7 ;
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Route3
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In-stock
36016-38-3 -
122-04-3
- ~85%
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In-stock
35657-36-4
References
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Shi, Zhongping; Kiau, Susanne; Lobben, Paul; Hynes Jr., John; Wu, Hong; Parlanti, Luca; Discordia, Robert; Doubleday, Wendel W.; Leftheris, Katerina; Dyckman, Alaric J.; Wrobleski, Stephen T.; Dambalas, Konstantinos; Tummala, Srinivas; Leung, Simon; Lo, Ehrlic Organic Process Research and Development, 2012 , vol. 16, # 10 p. 1618 - 1625
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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 : H317
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Precautionary Statements : P261-P272-P280-P302+P352-P363-P501
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Quality Control
Computational Chemistry Data
- TPSA 95.46
- LogP 0.6253
- H_Acceptors 5
- H_Donors 1
- Rotatable_Bonds 2
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Key Words
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