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101691-94-5

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101691-94-5 Structure

101691-94-5 Structure
IdentificationBack Directory
[Name]

4-(IODOMETHYL)TETRAHYDRO-2H-PYRAN
[CAS]

101691-94-5
[Synonyms]

4-(iodomethyl)oxane
4-IODOMETHYLTETRAHYDROPYRAN
4-(Iodomethyl)tetrahydropyrane
4-(IODOMETHYL)TETRAHYDRO-2H-PYRAN
(4-TETRAHYDROPYRANYL)METHYL IODIDE
4-(Iodomethyl)tetrahydro-2H-pyrane
2H-Pyran, tetrahydro-4-(iodomethyl)-
[Molecular Formula]

C6H11IO
[MDL Number]

MFCD06410724
[MOL File]

101691-94-5.mol
[Molecular Weight]

226.06
Chemical PropertiesBack Directory
[Boiling point ]

229.1±13.0 °C(Predicted)
[density ]

1.645±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Sealed in dry,Store in freezer, under -20°C
[Appearance]

Colorless to light brown Liquid
Safety DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)
GHS05
[Signal word ]

Danger
[Hazard statements ]

H314
[Precautionary statements ]

P260-P264-P280-P301+P310+P330+P331-P303+P361+P353+P310-P304+P340+P310-P305+P351+P338+P310-P363-P405-P501
[Risk Statements ]

34
[Safety Statements ]

23-26-36/37/39-45
Spectrum DetailBack Directory
[Spectrum Detail]

4-(IODOMETHYL)TETRAHYDRO-2H-PYRAN(101691-94-5)1HNMR
Hazard InformationBack Directory
[Synthesis]

4-(IODOMETHYL)TETRAHYDRO-2H-PYRAN was prepared by the reaction of the 4-(methanesulfonyloxymethyl)tetrahydropyran compound.
Preparation: 4-Iodomethyltetrahydropyran; A mixture of Preparation (328g, 1.69mol) and sodium iodide (507g, 3.4mol) in acetone (3.3L) was refluxed for 4h. TLC (diethyl ether) showed significant mesylate remaining so further sodium iodide (127g, 0.65mol) was added and reflux continued for 16h. The mixture was cooled and filtered. The resulting cake was washed with acetone, dried, and11then partitioned between diethyl ether (800mL) and water (800mL). The aqueous phase was re-extracted with diethyl ether (200mL), the ether extracts combined and washed with 10% sodium thiosulphate solution (300mL) which decolourised the extract. Final washing with water (300mL), drying (MgS04) and then removal of the solvent provided the 4-(IODOMETHYL)TETRAHYDRO-2H-PYRAN (365g, 92% yield).
4-(IODOMETHYL)TETRAHYDRO-2H-PYRAN synthesis
[References]

[1] Patent: WO2006/16178, 2006, A1. Location in patent: Page/Page column 11-12
[2] Patent: WO2007/51845, 2007, A1. Location in patent: Page/Page column 12-13
[3] Patent: WO2006/16174, 2006, A1. Location in patent: Page/Page column 14
[4] Patent: US2008/21052, 2008, A1. Location in patent: Page/Page column 33
[5] Patent: US2008/9465, 2008, A1. Location in patent: Page/Page column 64
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