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(S)-(+)-3-Hydroxytetrahydrofuran

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Name

(S)-(+)-3-Hydroxytetrahydrofuran

EINECS 1308068-626-2
CAS No. 86087-23-2 Density 1.148 g/cm3
PSA 29.46000 LogP -0.23240
Solubility soluble in water Melting Point N/A
Formula C4H8O2 Boiling Point 181 °C at 760 mmHg
Molecular Weight 88.1063 Flash Point 81.1 °C
Transport Information N/A Appearance clear liquid
Safety 26-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 86087-23-2 ((S)-(+)-3-Hydroxytetrahydrofuran) Hazard Symbols IrritantXi
Synonyms

3-Furanol,tetrahydro-, (S)-;(+)-3-Hydroxytetrahydrofuran;(S)-(+)-Tetrahydrofuran-3-ol;(S)-3-Hydroxytetrahydrofuran;(S)-Tetrahydro-3-furanol;3S-Hydroxytetrahydrofuran;

Article Data 28

(S)-(+)-3-Hydroxytetrahydrofuran Synthetic route

139013-68-6

(3S)-4-chloro-1,3-butanediol

86087-23-2

(S)-3-hydroxytetyrahydrofurane

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide In methanol; water99.8%
With potassium hydroxide In methanol at 40℃; for 4h; Reagent/catalyst;97%
In anhydrous ethylene glycol dimethyl ether at 110℃; for 5h; Product distribution / selectivity;90%
145873-44-5

4-chloro-3-hydroxy-1-butanol

86087-23-2

(S)-3-hydroxytetyrahydrofurane

Conditions
ConditionsYield
With hydrogenchloride In water at 50℃; for 4h; Solvent; Reagent/catalyst;94.6%

(S)-3-(4-Methoxy-benzyloxy)-tetrahydro-furan

A

83318-92-7

ethyl p-methoxybenzyl sulfide

B

86087-23-2

(S)-3-hydroxytetyrahydrofurane

Conditions
ConditionsYield
With aluminium trichloride; ethanethiol In dichloromethane for 5h; Ambient temperature;A n/a
B 93%
42890-76-6

(S)-1,2,4-butanetriol

86087-23-2

(S)-3-hydroxytetyrahydrofurane

Conditions
ConditionsYield
With toluene-4-sulfonic acid (3a preparation above 7a);87%
toluene-4-sulfonic acid In PEG-400 at 120 - 160℃; under 10 Torr; for 12h; Product distribution / selectivity;83%
strong acid ion exchange resin (Amberlyst 15, H+ form) In 1,4-dioxane at 90 - 120℃; under 760.051 - 5931.67 Torr; Product distribution / selectivity;70%
With toluene-4-sulfonic acid
With toluene-4-sulfonic acid In water at 90℃;10 g

(S)-tetrahydrofuran-3-yl acetate

86087-23-2

(S)-3-hydroxytetyrahydrofurane

Conditions
ConditionsYield
With sodium hydroxide In methanol; water at 20℃; for 3h;83%

(S)-3-benzyloxytetrahydrofuran

86087-23-2

(S)-3-hydroxytetyrahydrofurane

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen at 40℃;81.5%
86087-24-3

(R)-3-Hydroxytetrahydrofuran

86087-23-2

(S)-3-hydroxytetyrahydrofurane

Conditions
ConditionsYield
Stage #1: (R)-3-Hydroxytetrahydrofuran With azodicarboxylic acid bis(2-methoxyethyl) ester; 4-diphenylphosphanobenzoic acid In tetrahydrofuran at 20℃; for 0.166667h;
Stage #2: With water; sodium hydroxide In tetrahydrofuran at 20℃; stereospecific reaction;
64%
115914-74-4

2-(oxiran-2-yl)ethyl 4-methylbenzenesulfonate

A

86087-23-2

(S)-3-hydroxytetyrahydrofurane

B

2-((R)-oxiran-2-yl)ethyl 4-methylbenzenesulfonate

Conditions
ConditionsYield
With (S,S)-(salen)cobalt(III)(OAc); water In tetrahydrofuran at 0 - 25℃; for 14h; optical yield given as %ee; enantioselective reaction;A 48%
B 47%
1191-99-7

2,3-dihydro-2H-furan

86087-23-2

(S)-3-hydroxytetyrahydrofurane

Conditions
ConditionsYield
Yield given. Multistep reaction;
1708-29-8

2,5-dihydrofuran

86087-23-2

(S)-3-hydroxytetyrahydrofurane

Conditions
ConditionsYield
Multistep reaction;
Yield given. Multistep reaction;

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

Product Name: (S)-(+)-3-Hydroxytetrahydrofuran (CAS NO.86087-23-2)

Molecular Formula: C4H8O2
Molecular Weight: 88.11g/mol
Mol File: 86087-23-2.mol
Appearance: Colourless Liquid
Boiling point: 181 °C at 760 mmHg
Flash Point:  81.1 °C 
Density: 1.148 g/cm3
Refractive index: n20/D 1.45(lit.)
Water Solubility: soluble
Stability: Stable. Combustible. Incompatible with strong oxidizing agents.
Index of Refraction: 1.475 
Molar Refractivity: 21.64 cm
Molar Volume: 76.7 cm3 
Surface Tension: 38.7 dyne/cm
Enthalpy of Vaporization: 48.57 kJ/mol
Vapour Pressure: 0.255 mmHg at 25°C
Product Categories: Alcohols, Hydroxy Esters and Derivatives; Chiral Compounds; Starting Raw Materials & Intermediates; Small molecule; Tetrahydrofuran Series; Chiral Reagents; Furans; Chiral Building Blocks; Simple Alcohols (Chiral); Synthetic Organic Chemistry

(S)-(+)-3-Hydroxytetrahydrofuran Safety Profile

Safety Information of (S)-(+)-3-Hydroxytetrahydrofuran (CAS NO.86087-23-2):
Hazard Codes: XiIrritant
Risk Statements: 36/37/38   
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39 
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.
WGK Germany: 3

(S)-(+)-3-Hydroxytetrahydrofuran Specification

 (S)-(+)-3-Hydroxytetrahydrofuran , its CAS NO. is 86087-23-2, the synonyms are (3S)-tetrahydrofuran-3-ol  ; (S)-(+)-Tetrahydro-3-furanol .

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