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(S)-(+)-3-Hydroxytetrahydrofuran

(S)-(+)-3-Hydroxytetrahydrofuran Structure
CAS No.
86087-23-2
Chemical Name:
(S)-(+)-3-Hydroxytetrahydrofuran
Synonyms
(S)-TETRAHYDROFURAN-3-OL;(S)-3-HYDROXYTETRAHYDROFURAN;(3S)-oxolan-3-ol;(3S)-Tetrahydrofuran-3-ol;(S)-(-)-3-HYDROXY TETRAHYDRO FURAN;Oxolane-3β-ol;(S)-Hydroxy THF;Afatinib intermediate;S-3- Hydroxytetrafuran;Afatinib intermediate B
CBNumber:
CB2142463
Molecular Formula:
C4H8O2
Molecular Weight:
88.11
MOL File:
86087-23-2.mol
MSDS File:
SDS
Modify Date:
2024/7/2 14:09:54

(S)-(+)-3-Hydroxytetrahydrofuran Properties

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.)
Flash point 175 °F
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Chloroform, Methanol (Slightly)
pka 14.49±0.20(Predicted)
form Liquid
color Clear colorless to pale yellow
Specific Gravity 1.11
optical activity [α]20/D +17.5°, c = 2.4 in methanol
Water Solubility soluble
BRN 4652609
Stability Stable. Combustible. Incompatible with strong oxidizing agents.
InChIKey XDPCNPCKDGQBAN-BYPYZUCNSA-N
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

Risk and Safety Statements

Symbol(GHS) 
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  36/37/38
Safety Statements  26-37/39
RIDADR  NA 1993 / PGIII
WGK Germany  3
HS Code  29321900
NFPA 704
2
2 0

(S)-(+)-3-Hydroxytetrahydrofuran price More Price(7)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 296686 (S)-(+)-3-Hydroxytetrahydrofuran 99% 86087-23-2 5G ₹15501.4 2022-06-14 Buy
Sigma-Aldrich(India) 296686 (S)-(+)-3-Hydroxytetrahydrofuran 99% 86087-23-2 25G ₹21909.8 2022-06-14 Buy
ALFA India ALF-H56476-14 (S)-(+)-3-Hydroxytetrahydrofuran, 98% 86087-23-2 25g ₹20657 2022-05-26 Buy
TCI Chemicals (India) T1716 (S)-3-Hydroxytetrahydrofuran min. 98.0 % 86087-23-2 1G ₹2300 2022-05-26 Buy
TCI Chemicals (India) T1716 (S)-3-Hydroxytetrahydrofuran min. 98.0 % 86087-23-2 5G ₹5000 2022-05-26 Buy
Product number Packaging Price Buy
296686 5G ₹15501.4 Buy
296686 25G ₹21909.8 Buy
ALF-H56476-14 25g ₹20657 Buy
T1716 1G ₹2300 Buy
T1716 5G ₹5000 Buy

(S)-(+)-3-Hydroxytetrahydrofuran Chemical Properties,Uses,Production

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-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

(S)-(+)-3-Hydroxytetrahydrofuran is a useful reagent for the preparation of pyrazolo triazin ylamine derivatives as adenosine receptor antagonists.

Uses

(S)-(+)-3-Hydroxytetrahydrofuran is an intermediate to the AIDS drugs amprenavir and fosamprenavir. Additionally, it has been an intermediate to developmental drug substances, such as chemotherapy agents.

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

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