480894

O-(Tetrahydro-2H-pyran-2-yl)hydroxylamine

96%

• Empirical Formula (Hill Notation): C₅H₁₁NO₂
• CAS Number: 6723-30-4
• Molecular Weight: 117.15
• MDL number: MFCD01321374
• UNSPSC Code: 12352100
• PubChem Substance ID: 24871725
• NACRES: NA.22

Properties

• assay: 96%
• bp: 81 °C/20 mmHg (lit.)
• mp: 34-37 °C (lit.)
• functional group: ether
• SMILES string: NOC1CCCCO1
• InChI: 1S/C5H11NO2/c6-8-5-3-1-2-4-7-5/h5H,1-4,6H2
• InChI key: NLXXVSKHVGDQAT-UHFFFAOYSA-N

Description

General description

O-(Tetrahydro-2H-pyran-2-yl)hydroxylamine (OTX) is an O-substituted hydroxylamine. The coupling of OTX with alkaline gel electrophoresis has been reported to improve the process of detecting single strand breaks (SSBs) in DNA.[1]

Application

O-(Tetrahydro-2H-pyran-2-yl)hydroxylamine may be used in the synthesis of 2-(5-bromothiophene-2-sulfonamido)-N-(tetrahydro-2H-pyran-2-yloxy)acetamides.[2]
It may be used in the synthesis of the following potential histone deacetylase (HDAC) inhibitors:

• 2-[1-(naphthalene-2-sulfonyl)-heterocyclyl]-pyrimidine-5-carboxylic acid (tetrahydropyran-2-yloxy)-amides[3]
• (E)-3-(2-benzyl-1-oxoisoindolin-6-yl)-N-(tetrahydro-2H-pyran-2-yloxy)acrylamide[4]
• 3-(1-benzenesulfonyl-2,3-dihydro-1H-indol-5-yl)-N-hydroxy-acrylamide[5]

Safety Information

• Pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: 179.6 °F - closed cup
• flash_point_c: 82 °C - closed cup
• ppe: dust mask type N95 (US), Eyeshields, Gloves