20443-91-8

Basic information

• Product Name: 2H-Pyran, tetrahydro-2-(4-nitrophenoxy)-
• Synonyms: O-tetrahydropyranyl-4-nitrophenol;p-tetrahydropyran-2-yloxynitrobenzene
• CAS NO: 20443-91-8
• Molecular Formula: C11H13NO4
• Molecular Weight: 223.229
• Mol File: 20443-91-8.mol
• Article Data: 31

Chemical Properties

• CAS DataBase Reference: 2H-Pyran, tetrahydro-2-(4-nitrophenoxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Pyran, tetrahydro-2-(4-nitrophenoxy)-(20443-91-8)
• EPA Substance Registry System: 2H-Pyran, tetrahydro-2-(4-nitrophenoxy)-(20443-91-8)

Safety Data

• Hazardous Substances Data: 20443-91-8(Hazardous Substances Data)

Upstream product

• 110-87-2 3,4-dihydro-2H-pyran 
• 100-02-7 4-nitro-phenol 
• 694-54-2 tetrahydro-2H-2-pyranol 

Downstream Products

• 100-02-7 4-nitro-phenol 
• 72036-48-7 C₅H₉O⁽¹⁺⁾ 
• 830-03-5 4-nitrophenol acetate 
• 174359-53-6 ((S)-2-tert-Butoxycarbonylamino-propionylamino)-acetic acid 4-benzyloxycarbonylamino-phenyl ester 
• 174359-54-7 ((R)-2-tert-Butoxycarbonylamino-propionylamino)-acetic acid 4-benzyloxycarbonylamino-phenyl ester 
• 174359-48-9 (S)-2-tert-Butoxycarbonylamino-propionic acid 4-benzyloxycarbonylamino-phenyl ester 
• 174359-49-0 (R)-2-tert-Butoxycarbonylamino-propionic acid 4-benzyloxycarbonylamino-phenyl ester 
• 1026605-29-7 ((S)-2-tert-Butoxycarbonylamino-propionylamino)-acetic acid 4-amino-phenyl ester 
• 1025987-97-6 ((R)-2-tert-Butoxycarbonylamino-propionylamino)-acetic acid 4-amino-phenyl ester 
• 174359-60-5 C₃₃H₃₇N₅O₉ 
• 174359-61-6 C₃₃H₃₇N₅O₉ 
• 174359-59-2 C₃₄H₃₈N₆O₁₀ 
• 174359-58-1 N^α-(tert-butyloxycarbonyl)glycylglycine p-(N',N''-bis(benzyloxycarbonyl)guanidino)phenyl ester 
• 174359-52-5 [2-(2-tert-Butoxycarbonylamino-acetylamino)-acetylamino]-acetic acid 4-benzyloxycarbonylamino-phenyl ester 

Relevant articles and documents

Magnetic nanoparticle-supported DABCO tribromide: A versatile nanocatalyst for the synthesis of quinazolinones and benzimidazoles and protection/deprotection of hydroxyl groups

1,4-Diazabicyclo[2.2.2]octane tribromide supported on magnetic Fe3O4 nanoparticles (MNPs-DABCO tribromide) as a novel heterogeneous tribromide type compound was found to be an efficient and reusable nanocatalyst for the one-pot synthesis of 2-arylquinazolin-4(3H)-ones and 2-aryl-1H-benzo[d]imidazoles through oxidative cyclization of aldehydes with 2-aminobenzamides and 1,2-phenylenediamine, respectively. Also, MNPs-DABCO tribromide catalyzed trimethylsilylation/tetrahydropyranylation and desilylation/depyranylation of a wide variety of alcohols and phenols through changing the solvent medium at room temperature.

Tetrahydropyranylation of alcohols and phenols catalyzed by a new multi-wall carbon nanotubes-bound tin(IV) porphyrin

Abstract: In the present study, tetrahydropyranylation of alcohols and phenols with 3,4-dihydro-2H-pyran (DHP) using tetrakis(p-aminophenyl)porphyrinatotin(IV) trifluoromethanesulfonate, [SnIV(TNH2PP)(OTf)2], and tetrakis(p-aminophenyl)porphyrinatotin(IV) tetrafluoroborate, [SnIV(TNH2PP)(BF4)2], supported on multi-wall carbon nanotubes as new catalytic systems is investigated. These new catalysts, [SnIV(TNH2PP)(OTf)2@MWCNT] and [SnIV(TNH2PP)(BF4)2@MWCNT], were characterized using elemental analysis, FT-IR spectroscopic techniques, scanning electron microscopy and diffuse reflectance UV–Vis spectroscopic methods. In these catalytic systems, an optimization on the amounts of catalysts and amount of DHP was done in the tetrahydropyranylation of alcohols and phenols with DHP and the best outcomes were received in the presence of 0.01?mmol (40?mg) of [SnIV(TNH2PP)(OTf)2@MWCNT] and [SnIV(TNH2PP)(BF4)2@MWCNT] with 2?mmol of DHP. Efficiency and reusability are two important features of these new heterogenized catalysts for tetrahydropyranylation of primary, secondary and tertiary alcohols as well as phenols at room temperature. These catalysts were recovered several times with no loss on their initial activity, which indicates their high reusability and stability. Graphical Abstract: In the present study, tetrahydropyranylation of alcohols and phenols with 3,4-dihydro-2H-pyran (DHP) using tetrakis(p-aminophenyl)porphyrinatotin(IV) trifluoromethanesulfonate, [SnIV(TNH2PP)(OTf)2], and tetrakis(p-aminophenyl)porphyrinatotin(IV) tetrafluoroborate, [SnIV(TNH2PP)(BF4)2], supported on multi-wall carbon nanotubes as new catalytic systems is investigated. These new catalysts, [SnIV(TNH2PP)(OTf)2@MWCNT] and [SnIV(TNH2PP)(BF4)2@MWCNT], were characterized using elemental analysis, FT-IR spectroscopic techniques, scanning electron microscopy and diffuse reflectance UV–Vis spectroscopic methods. In these catalytic systems, an optimization on the amounts of catalysts and amount of DHP was done in the tetrahydropyranylation of alcohols and phenols with DHP and the best outcomes were received in the presence of 0.01?mmol (40?mg) of [SnIV(TNH2PP)(OTf)2@MWCNT] and [SnIV(TNH2PP)(BF4)2@MWCNT] with 2?mmol of DHP. Efficiency and reusability are two important features of these new heterogenized catalysts for tetrahydropyranylation of primary, secondary and tertiary alcohols as well as phenols at room temperature. These catalysts were recovered several times with no loss on their initial activity, which indicates their high reusability and stability. [Figure not available: see fulltext.].

Selective tetrahydropyranylation of alcohols and phenols using titanium(IV) salophen trifluoromethanesulfonate as an efficient catalyst

Titanium(IV) salophen trifluoromethanesulfonate, [TiIV(salophen)(OSO2CF3)2], as a catalyst enables selective tetrahydropyranylation of alcohols and phenols with 3,4-dihydro-2H-pyran. Using this catalytic system, primary, secondary and tertiary alcohols, as well as phenols, were converted to their corresponding tetrahydropyranyl ethers in high yields and short reaction times at room temperature. Investigation of the chemoselectivity of this method showed discrimination between the activity of primary alcohols in the presence of secondary and tertiary alcohols and phenols. This heterogenized catalyst could be reused several times without loss of its catalytic activity. Copyright