75233-61-3

Basic information

• Product Name: 2-(2-NITROETHOXY)TETRAHYDROPYRAN
• Synonyms: TETRAHYDRO-2-(2-NITROETHOXY)-2H-PYRAN;2-(2-NITROETHOXY)TETRAHYDROPYRAN;LABOTEST-BB LT00233230;2H-Pyran, tetrahydro-2-(2-nitroethoxy)-;2-(2-Nitroethoxy)tetrahydro-2H-pyran
• CAS NO: 75233-61-3
• Molecular Formula: C₇H₁₃NO₄
• Molecular Weight: 175.18
• EINECS: 145-632-9
• Mol File: 75233-61-3.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 285.2 °C at 760 mmHg
• Flash Point: 118 °F
• Appearance: UN 1993 3/PG 3
• Density: 1.143 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00284mmHg at 25°C
• Refractive Index: n20/D 1.459(lit.)
• Solubility: dichloromethane: soluble25mg/mL, clear, yellow to orange
• PKA: 8.21±0.29(Predicted)
• CAS DataBase Reference: 2-(2-NITROETHOXY)TETRAHYDROPYRAN(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-NITROETHOXY)TETRAHYDROPYRAN(75233-61-3)
• EPA Substance Registry System: 2-(2-NITROETHOXY)TETRAHYDROPYRAN(75233-61-3)

Safety Data

• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-36/37/39
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• HazardClass: 3.2
• PackingGroup: III
• Hazardous Substances Data: 75233-61-3(Hazardous Substances Data)

Usage

Uses

2-(2-Nitroethoxy)tetrahydropyran may be used in chemical synthesis.

InChI:InChI=1/C7H13NO4/c9-8(10)4-6-12-7-3-1-2-5-11-7/h7H,1-6H2

Upstream product

• 110-87-2 3,4-dihydro-2H-pyran 
• 625-48-9 2-nitro-1-ethanol 

Downstream Products

• 83967-98-0 5-Phenyl-3-(tetrahydro-pyran-2-yloxymethyl)-4,5-dihydro-isoxazole 
• 101024-71-9 5-Phenylsulfanylmethyl-3-(tetrahydro-pyran-2-yloxymethyl)-4,5-dihydro-isoxazole 
• 118869-05-9 2-nitro-1-(4-nitrophenyl)-3-[(tetrahydro-2H-pyran-2-yl)oxy]propan-1-ol 
• 171855-21-3 5-<<4-<2-(1-methylethoxy)phenyl>-1-piperazinyl>methyl>-3-isoxazolemethanol 
• 171855-18-8 4,5-dihydro-5-<<4-<2-(1-methylethoxy)phenyl>-1-piperazinyl>methyl>-3-isoxazolemethanol 
• 102-07-8 bis(diphenyl)urea 
• 196698-73-4 Benzoic acid 3-[3-(tetrahydro-pyran-2-yloxymethyl)-isoxazol-5-ylmethoxy]-benzyl ester 
• 625-48-9 2-nitro-1-ethanol 
• 483987-78-6 1-(2-phenoxy-phenyl)-4-[3-(tetrahydro-pyran-2-yloxymethyl)-isoxazol-5-ylmethyl]-piperazine 
• 81282-11-3 3-(tetrahydropyran-2-yloxymethyl)-5-phenylisoxazole 
• 934001-90-8 CH₃OCC₅H₄C₆H₁₁O₂C₃NOBr 
• 934001-91-9 CH₃SCC₅H₄C₆H₁₁O₂C₃NOBr 
• 934001-92-0 ClCC₅H₄C₆H₁₁O₂C₃NOBr 
• 934001-83-9 C₆H₅C₆H₁₁O₂C₃NOBr 

Relevant articles and documents

Catalytic Asymmetric Synthesis of Isoxazolines from Silyl Nitronates

1,3-Dipolar cycloadditions of triisopropylsilyl nitronates and 2-alkylacroleins produced isoxazolines bearing a chiral quaternary center in high yields and enantioselectivities with the aid of a chiral oxazaborolidine catalyst. One chiral isoxazoline product was converted to (R)-(+)-Tanikolide in 9 steps in a total yield of 43%. (Chemical Equation Presented).

A novel approach to bis-isoxazolines using a latent form of cyclopentadienone

The synthesis of a range of both racemic and homochiral 4-alkyl- and 4-aryl-8-hydroxy-2-oxa-3-azabicyclo[3.3.0]oct-3-en-6-ones (isoxazolines) from the 1,3-dipolar cycloaddition reactions between alky- and aryl-nitrile oxides and 4-alkoxycyclopent-2-enomes was described. Elimination of the 8-hydroxy group and subsequent additional cycloaddition reactions provided 5,9-disubstituted-3,11-dioxa-4,10-diazatricyclo[6.3.01,8.02 ,6]undeca-4,9-dien-7-ones formally derived fromcyclopentadienone. The results showed that in the structures studied the nonhydrogen atoms were included in geometric positions and given thermal parameters equivalent to 1.2 times those of the atoms to which they were attached.

An alternative isoxazole route to α-alkoxycarbonyl-β-diketones

Cycloaddition of oxygen-functionalized nitrite oxides to the enamine from ethyl acetoacetate produces 4-ethoxycarbonyl-5-methylisoxazoles carrying a 3-tetrahydropyranyloxymethyl, 3-diethoxymethyl or 3-ethoxycarbonyl substituent; the 3-formylisoxazole is prepared from the former two and condensed in situ with phosphoranes to give 3-alkenylisoxazoles that are cleaved by hexacarbonylmolybdenum or hydrogenolysis to afford α-alkoxycarbonyl-β-diketones.