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ChemicalBook--->CAS DataBase List--->15833-61-1

15833-61-1

15833-61-1 Structure

15833-61-1 Structure
IdentificationBack Directory
[Name]

TETRAHYDRO-3-FURANMETHANOL
[CAS]

15833-61-1
[Synonyms]

3-Hydroxymethyl-THF
RARECHEM AL BD 0888
(3-Oxolanyl)Methanol
Tetrahydro-3-furanmethano
3-tetrahydrofuranmethanol
TETRAHYDRO-3-FURANMETHANOL
3-FuranMethanol,tetrahydro-
Tetrahydrofuran-3-ylmetha...
Tetrahydrofuranyl-3-methanol
Tetrahydro-3-furanylmethanol
(TETRAHYDROFURAN-3-YL)METHANOL
3-Hydroxymethyltetrahydrofuran
Tetrahydro-3-furanMethanol
3-(Hydroxymethyl)tetrahydrofuran (inhibited)
TETRAHYDRO-3-FURANMETHANOL ISO 9001:2015 REACH
Tetrahydro-3-furanMethanol contains 250 ppM BHT as inhibitor, 99%
[EINECS(EC#)]

629-195-6
[Molecular Formula]

C5H10O2
[MDL Number]

MFCD00075198
[MOL File]

15833-61-1.mol
[Molecular Weight]

102.13
Chemical PropertiesBack Directory
[Boiling point ]

76-77 °C4 mm Hg(lit.)
[density ]

1.061 g/mL at 25 °C(lit.)
[refractive index ]

n20/D 1.456(lit.)
[Fp ]

208 °F
[storage temp. ]

Keep in dark place,Sealed in dry,Room Temperature
[form ]

liquid
[pka]

14.81±0.10(Predicted)
[color ]

Colourless
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-37/39
[WGK Germany ]

3
[HS Code ]

29321900
Hazard InformationBack Directory
[Chemical Properties]

Colorless viscous liquid
[General Description]

Tetrahydro-3-furanmethanol was the main product formed during hydrolysis of 1,3-dioxolane compounds.
[Synthesis]

2-(hydroxyMethyl)butane-1,4-diol

6482-32-2

3-Furanmethanol, tetrahydro-, (3S)-

124391-75-9

1) To a 500 mL four-necked reaction flask was added 152 g of diethyl malonate (0.95 mol) and 27.6 g of an isopropanol solution of 20% sodium isopropoxide (sodium isopropoxide content was 20%), and the reaction temperature was maintained at 25°C to 28°C. 46.5 g of 2-bromoethanol (0.372 mol) was started to be added dropwise, and then the temperature was raised to 50°C and the reaction was kept at a constant temperature for 1.5 h. After the reaction was completed, the solvent was removed by a rotary evaporator at less than 75°C and the reaction was completed. Upon completion of the reaction, the solvent was removed by rotary evaporator at less than 75°C to give diethyl 2-hydroxyethylmalonate, a colorless oily liquid with 97% purity (GC) and 94% yield. 2) To a 500 mL four-neck reaction flask was added 66.7 g of diethyl 2-hydroxyethyl malonate (0.317 mol) and 76.1 g of 20% sodium hydroxide solution, heated to 45°C, and reacted for 2 hours. After cooling to 25°C, 20% hydrochloric acid was added to adjust the pH to 6-7, then evaporated under reduced pressure at 80°C and filtered to obtain a colorless oily liquid 2-hydroxyethylmalonic acid 47.4 g (0.305 mol), purity 95% (GC), yield 96%. 3) To an autoclave was added 47.4 g of 2-hydroxyethylmalonic acid (0.305 mol), 50 g of water and 2.3 g of Cu/SiO2 catalyst. After purging the reaction vessel with nitrogen for 3-5 times, the reaction was carried out at 240°C for 4 hours. Upon completion of the reaction, the catalyst was removed by filtration to afford 36.2 g (0.280 mol) of 2-hydroxymethyl-1,4-butanediol as a colorless or light yellow oil with 96% purity (GC) and 95% yield. 4) To a 500 mL reaction flask equipped with a reflux condenser was added 36.2 g of 2-hydroxymethyl-1,4-butanediol (0.280 mol), 150 g of toluene and 1.6 g of methanesulfonic acid. After completion of the reaction, the solvent was removed by distillation under reduced pressure to afford 25.2 g (S)-tetrahydrofuran-3-methanol (0.192 mol) as a pale yellow oil with 95% purity (GC) and 86% yield.

[References]

[1] Patent: CN105254598, 2016, A. Location in patent: Paragraph 0007; 0022
[2] Patent: CN103709126, 2018, B. Location in patent: Paragraph 0029; 0035; 0036; 0044
[3] Patent: CN104193701, 2016, B. Location in patent: Paragraph 0023
Spectrum DetailBack Directory
[Spectrum Detail]

TETRAHYDRO-3-FURANMETHANOL(15833-61-1)1HNMR
TETRAHYDRO-3-FURANMETHANOL(15833-61-1)IR
TETRAHYDRO-3-FURANMETHANOL(15833-61-1)Raman
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