| Identification | More | [Name]
Tetrahydro-4-pyranol | [CAS]
2081-44-9 | [Synonyms]
2H-PYRAN-4-OL, TETRAHYDRO
4-HYDROXYTETRAHYDROPYRAN
POH
TETRAHYDRO-2H-PYRAN-4-OL
TETRAHYDRO-4H-PYRAN-4-OL
TETRAHYDRO-4-PYRANOL
Tetrahydropyran-4-ol
4-HYDROXYTETRAHYDROPYAN
4-Hydroxytetrahydro-2H-pyran
2H-Pyran-4-ol
Oxan-4-ol
3,4,5,6-Tetrahydro-2H-pyran-4-ol | [EINECS(EC#)]
218-210-8 | [Molecular Formula]
C5H10O2 | [MDL Number]
MFCD00006633 | [Molecular Weight]
102.13 | [MOL File]
2081-44-9.mol |
| Chemical Properties | Back Directory | [Boiling point ]
87 °C/15 mmHg (lit.) | [density ]
1.071 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.462(lit.)
| [Fp ]
190 °F
| [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
Chloroform, Methanol | [form ]
Oil | [pka]
14.61±0.20(Predicted) | [color ]
Clear Colourless | [BRN ]
102736 | [InChI]
InChI=1S/C5H10O2/c6-5-1-3-7-4-2-5/h5-6H,1-4H2 | [InChIKey]
LMYJGUNNJIDROI-UHFFFAOYSA-N | [SMILES]
C1OCCC(O)C1 | [LogP]
-0.440 (est) | [CAS DataBase Reference]
2081-44-9(CAS DataBase Reference) | [NIST Chemistry Reference]
Tetrahydro-4H-pyran-4-ol(2081-44-9) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R41:Risk of serious damage to eyes.
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/22:Harmful by inhalation and if swallowed . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S39:Wear eye/face protection .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) . | [RIDADR ]
1993 | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29329990 |
| Hazard Information | Back Directory | [Chemical Properties]
Colorless transparent liquid | [Uses]
Tetrahydro-4-pyranol is a building block of various organic compounds and pharmaceuticals. | [Synthesis]
General procedure for the synthesis of tetrahydropyran-4-ol from tetrahydropyranone: To a tetrahydrofuran (THF, 25 mL) solution of tetrahydropyranone (5.0 g, 50 mmol), which was cooled to 0 °C, a THF (50 mL) suspension of lithium aluminum hydride (LiAlH4, 3.8 g, 0.1 mol) was slowly added. The reaction mixture was stirred at 0 °C for 30 min, followed by sequential addition of water (3.8 mL), 15% aqueous sodium hydroxide (NaOH) solution (3.8 mL) and water (11.4 mL) to quench the reaction. The mixture was filtered and the solid was washed with ethyl acetate (70 mL x 2). The filtrates were combined and evaporated to give tetrahydropyran-4-ol (5.09 g, 99% yield). | [References]
[1] Patent: WO2008/88881, 2008, A1. Location in patent: Page/Page column 39
[2] Patent: US9301951, 2016, B2. Location in patent: Page/Page column 125
[3] Chemistry - A European Journal, 2018, vol. 24, # 62, p. 16526 - 16531
[4] Patent: US2010/76029, 2010, A1. Location in patent: Page/Page column 35
[5] Patent: US2011/71196, 2011, A1. Location in patent: Page/Page column 18-19 |
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