2-(2-Nitroethoxy)tetrahydropyran TCI N0602

Chemical Identity

CAS No.: 75233-61-3
PubChem: CID 3748656·SID 87573920
Formula: C7H13NO4
Molecular weight: 175.18 g/mol
Purity: >85.0%(GC)

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: 2-(2-nitroethoxy)oxane
SMILES: C1CCOC(C1)OCC[N+](=O)[O-]
InChIKey: KQDXRRAVDLIMGM-UHFFFAOYSA-N

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TCI 2-(2-Nitroethoxy)tetrahydropyran is a heterocyclic compound. It consists of a tetrahydropyran (THP) ring bonded through an oxygen atom to a 2-nitroethyl chain. In practice, it is 2-nitroethanol with its hydroxyl group protected as a THP ether. Synthetic organic chemistry laboratories use it as a building block to introduce a two-carbon unit carrying a nitro group and a protected oxygen. Researchers can then use nitroalkane chemistry without interference from a free hydroxyl group, which could otherwise cause side reactions or complicate purification in multistep synthesis.

Chemists choose this material because the THP protecting group is stable under basic and nucleophilic conditions. It can still be removed easily with mild acid once the key synthetic steps are complete. The aliphatic nitro group has fairly acidic alpha hydrogens, so the compound takes part in Henry (nitroaldol) reactions, Michael additions, and alkylations. The nitro group can then be reduced to an amine or converted to a carbonyl group. Together, these features make the compound a flexible tool for building amino alcohols and other polyfunctional compounds, where controlling the order in which functional groups appear is essential.

In Indonesian laboratories, this compound suits research groups in synthetic organic chemistry and natural product chemistry that build target molecules step by step. University chemistry departments, pharmaceutical research units, and graduate research projects can use it in carbon–carbon bond formation and functional group transformation. Because it comes from TCI, a well-known reagent brand, laboratories can use it in reproducible synthetic procedures for method development, teaching research, and preparing intermediates for further structural studies.

Related TCI products

Henry (nitroaldol) reactions: the acidic alpha hydrogens of the nitro group let the compound add to aldehydes and ketones, forming new carbon–carbon bonds, while the THP ether keeps the oxygen protected.
Michael additions: under basic conditions, the nitronate formed from this compound can add to electron-poor alkenes, and the base-stable THP group stays intact throughout the reaction.
Alkylation of nitroalkanes: researchers can alkylate the carbon next to the nitro group to extend the carbon chain, without competing reactions from a free hydroxyl group on the same molecule.
Synthesis of amino alcohols: after carbon–carbon bond formation, the nitro group can be reduced to an amine and the THP group removed with mild acid to reveal the hydroxyl group.
Preparation of polyfunctional intermediates: the nitro group can be converted to a carbonyl group, giving chemists a flexible route to multifunctional building blocks for natural product and medicinal chemistry research.

Brand	TCI (product code N0602)
CAS number	75233-61-3
Molecular formula	—
Purity	—
Category	Chemistry > Building Blocks > Heterocyclic Building Blocks
Pack sizes	TCI standard pack sizes, as listed on the product page
Physical form	refer to the TCI product label and Safety Data Sheet
Storage	follow the conditions stated on the TCI label and Safety Data Sheet

Store 2-(2-Nitroethoxy)tetrahydropyran in its original, tightly closed TCI container, in a cool, dry, well-ventilated area away from heat and ignition sources, following the conditions on the product label. Because the THP protecting group is sensitive to acid, keep the material away from acidic vapours and reagents, as well as strong oxidizing and reducing agents, to preserve its integrity. Handle it in a fume hood while wearing safety glasses, chemical-resistant gloves, and a lab coat. Avoid inhaling vapours and prevent contact with skin and eyes. Read the Safety Data Sheet before use, and dispose of residues and contaminated materials according to your institution's chemical waste procedures.

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