Description
Specifications Table
Product Name – O-(4-Nitrobenzyl)hydroxylamine hydrochloride
Quantity/Pack Size – 5g
Form – Solid (powder/crystals)
Grade – 98% (High Purity)
Application – Organic synthesis, peptide chemistry, protecting group reagent
Product Overview
O-(4-Nitrobenzyl)hydroxylamine hydrochloride is a high-purity (98%) synthetic reagent widely used in organic chemistry for its unique reactivity and selectivity. This compound serves as a key intermediate in the synthesis of protected hydroxylamines, enabling controlled modifications in peptide and nucleoside chemistry. Its nitrobenzyl moiety provides stability under standard reaction conditions while allowing for selective deprotection under mild reductive or photolytic conditions. The hydrochloride salt form ensures enhanced solubility in polar organic solvents, making it compatible with a broad range of synthetic protocols. The reagent’s high purity minimizes side reactions, ensuring reproducible results in demanding applications such as solid-phase synthesis or combinatorial chemistry. Its crystalline structure allows for easy handling and precise weighing, while the nitro group’s electron-withdrawing effect fine-tunes reactivity for specific transformations. Ideal for researchers requiring reliable performance in complex multi-step syntheses, this compound balances reactivity with stability, reducing the need for excessive purification steps.
FAQs
1. What is the solubility profile of O-(4-Nitrobenzyl)hydroxylamine hydrochloride in common solvents?
It is soluble in polar organic solvents like methanol, ethanol, and DMF, with moderate solubility in dichloromethane and limited solubility in non-polar solvents.
2. How should this compound be stored to maintain its stability?
Store in a tightly sealed container under inert atmosphere (argon/nitrogen) at 2–8°C, protected from light and moisture to prevent degradation.
3. Is this reagent compatible with Fmoc-based peptide synthesis?
Yes, it can be used in Fmoc chemistry, but compatibility depends on the specific deprotection conditions and side-chain functionalities present.
4. What are the typical deprotection conditions for the 4-nitrobenzyl group?
Deprotection is commonly achieved via hydrogenolysis (Pd/C, H₂) or photolytic cleavage (UV, ~350 nm), depending on the substrate sensitivity.
5. Are there lower-purity alternatives available for bulk applications?
While 98% is the standard high-purity grade, some suppliers offer 95% purity for cost-sensitive applications, though side reactions may increase.
