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86087-23-2

86087-23-2 Structure

86087-23-2 Structure
IdentificationMore
[Name]

(S)-(+)-3-Hydroxytetrahydrofuran
[CAS]

86087-23-2
[Synonyms]

3-FURANOL, TETRAHYDRO-, (S)
(S)-(+)-3-HYDROXY TETAHYDRO FURAN
(S)-(-)-3-HYDROXY TETRAHYDRO FURAN
(S)-(+)-3-HYDROXYTETRAHYDROFURAN
(S)-3-HYDROXYTETRAHYDROFURAN
(S)-(+)-3-HYDROXYTETRAHYDROFURANE
(S)-(+)-TETRAHYDRO-3-FURANOL
(S)-TETRAHYDROFURAN-3-OL
(S)-(+)-3-HYDROXYTETRAHYDROFURAN, 99% (9
S-(+)-3-HYDROXYTETRAHYDROFURAN 98+%
(S)-(+)-3-HYDOXY TETAHYDRO TETRAHYDRO FURAN
(S)-3-Hydroxyterthydrofurane
S-HYDROXYTETRAHYDROFURAN
S-(+)-3-Hydroxytetrahydofuran
(3S)-Tetrahydrofuran-3-ol
(3S)-Tetrahydrofuran-3β-ol
Oxolane-3β-ol
[EINECS(EC#)]

1308068-626-2
[Molecular Formula]

C4H8O2
[MDL Number]

MFCD00064327
[Molecular Weight]

88.11
[MOL File]

86087-23-2.mol
Chemical PropertiesBack Directory
[Appearance]

Colourless Liquid
[alpha ]

18.5 º (c=2 MeOH)
[Boiling point ]

80 °C/15 mmHg (lit.)
[density ]

1.103 g/mL at 25 °C(lit.)
[vapor pressure ]

47Pa at 25℃
[refractive index ]

n20/D 1.45(lit.)
[Fp ]

175 °F
[storage temp. ]

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

Chloroform, Methanol (Slightly)
[form ]

Liquid
[pka]

14.49±0.20(Predicted)
[color ]

Clear colorless to pale yellow
[Specific Gravity]

1.11
[Stability:]

Stable. Combustible. Incompatible with strong oxidizing agents.
[Optical Rotation]

[α]20/D +17.5°, c = 2.4 in methanol
[Water Solubility ]

soluble
[BRN ]

4652609
[InChI]

1S/C4H8O2/c5-4-1-2-6-3-4/h4-5H,1-3H2/t4-/m0/s1
[InChIKey]

XDPCNPCKDGQBAN-BYPYZUCNSA-N
[SMILES]

O[C@H]1CCOC1
[LogP]

-0.784 at 22℃ and pH6.8
[Surface tension]

72mN/m at 1g/L and 25℃
[CAS DataBase Reference]

86087-23-2(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P264-P271-P280-P302+P352-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
[RIDADR ]

NA 1993 / PGIII
[WGK Germany ]

3
[REACH Registrations]

Active
[HS Code ]

29321900
[Storage Class]

10 - Combustible liquids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethanol-->Ethyl acetate-->Methanol-->Tetrahydrofuran-->Toluene-->Lithium Aluminum Hydride-->p-Toluenesulfonic acid-->L-Malic acid-->(S)-1,2,4-Butanetriol-->(S)-4-Chloro-1,3-butanediol
[Preparation Products]

(R)-(-)-3-Hydroxytetrahydrofuran-->(S)-3-p-Mesyloxytetrahydrofuran-->(2-Chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]methanone
Hazard InformationBack Directory
[Description]

(S)-(+)-3-Hydroxytetrahydrofuran (3-OH THF) is a colorless liquid with a normal boiling point of 179 °C and boiling at 88?89 °C at 17 mmHg, with density (1.087 g/cm3 at 19 °C).[3] 3-OH THF is a useful pharmaceutical intermediate. The chiral (absolute configuration S) version of this compound is an intermediate to launched retroviral drugs.
[Chemical Properties]

Colourless Liquid
[Uses]

Amprenavir and Fosamprenavir intermediate
[Application]

(S)-(+)-3-Hydroxytetrahydrofuran is used as a synthetic intermediate for Empagliflozin, Afatinib and GS-9669.
[Synthesis]

(S)-(+)-3-Hydroxytetrahydrofuran was prepared from the reaction of (S)-1,2,4-butanetriol under hydrochloric acid modified montmorillonite catalyst. The steps were as follows:To the heatable reactor (with stirring device), 100g (S)-1,2,4-butanetriol, 200mL toluene, 15g hydrochloric acid modified montmorillonite catalyst prepared in were added successively. The reaction was stopped after 4 h at 110°C. After the reaction is finished, it is naturally cooled to room temperature, and the obtained material is filtered to recover the catalyst. After collecting the filtrate, the remaining solvent and by-product water in the filtrate are distilled off to obtain (S)-3-hydroxytetrahydrofuran crude product. Quantitative analysis was carried out by gas chromatography, and the yield was 96.8%. Finally, the (S)-3-hydroxytetrahydrofuran was obtained by rectification and purification.S)-(+)-3-Hydroxytetrahydrofuran synthesis
[References]

[1] Journal of Organic Chemistry, 1983, vol. 48, # 16, p. 2767 - 2769
[2] Patent: WO2007/81065, 2007, A1. Location in patent: Page/Page column 5
[3] Patent: WO2007/81065, 2007, A1. Location in patent: Page/Page column 6; 7
[4] Patent: US5576343, 1996, A
Spectrum DetailBack Directory
[Spectrum Detail]

(S)-(+)-3-Hydroxytetrahydrofuran(86087-23-2)MS
(S)-(+)-3-Hydroxytetrahydrofuran(86087-23-2)1HNMR
(S)-(+)-3-Hydroxytetrahydrofuran(86087-23-2)13CNMR
(S)-(+)-3-Hydroxytetrahydrofuran(86087-23-2)IR1
(S)-(+)-3-Hydroxytetrahydrofuran(86087-23-2)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

(S)-(+)-3-Hydroxytetrahydrofuran, 99%(86087-23-2)
[Sigma Aldrich]

86087-23-2(sigmaaldrich)
[TCI AMERICA]

(S)-3-Hydroxytetrahydrofuran,>98.0%(GC)(86087-23-2)
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