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Basic Information
CAS No.: 2081-44-9
Name: Tetrahydro-4-pyranol
Molecular Structure:
Molecular Structure of 2081-44-9 (Tetrahydro-4-pyranol)
Formula: C5H10O2
Molecular Weight: 102.133
Synonyms: 2H-Pyran-4-ol,tetrahydro-;Pyran-4-ol,tetrahydro- (6CI,7CI);4-Hydroxytetrahydro-2H-pyran;4-Hydroxytetrahydropyran;Tetrahydro-2H-pyran-4-ol;Tetrahydro-2H-pyranol-4-ol;
EINECS: 218-210-8
Density: 1.08 g/cm3
Boiling Point: 183 °C at 760 mmHg
Flash Point: 87.8 °C
Appearance: Yellow powder
Hazard Symbols: HarmfulXn, IrritantXi
Risk Codes: 41-36/37/38-20/22
Safety: 26-39-36/37/39-23
PSA: 29.46000
LogP: 0.15770
Synthetic route
29943-42-8

Tetrahydro-4H-pyran-4-one

2081-44-9

Tetrahydro-pyran-4-ol

Conditions
ConditionsYield
Stage #1: Tetrahydro-4H-pyran-4-one With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 0.5h;
Stage #2: With sodium hydroxide In tetrahydrofuran; water
99%
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 5℃; for 3h;96%
With C15H18BF3; hydrogen; tert-butylimino-tri(pyrrolidino)phosphorane In tetrahydrofuran at 75℃; under 75007.5 Torr; for 40h; Glovebox;93%
110-88-3

1,3,5-Trioxan

627-27-0

homoalylic alcohol

2081-44-9

Tetrahydro-pyran-4-ol

Conditions
ConditionsYield
Stage #1: 1,3,5-Trioxan; homoalylic alcohol With formic acid at 80℃; for 4h;
Stage #2: With isopropyl alcohol; methanesulfonic acid at 64℃; Product distribution / selectivity;
84%
Stage #1: 1,3,5-Trioxan; homoalylic alcohol With formic acid at 80℃; for 4 - 12.5h;
Stage #2: With ethanol; methanesulfonic acid at 20 - 64℃; Product distribution / selectivity;
81%
Stage #1: 1,3,5-Trioxan; homoalylic alcohol With formic acid at 80℃; for 4h;
Stage #2: With methanol; methanesulfonic acid at 64℃; Product distribution / selectivity;
79%
50-00-0

formaldehyd

A

1120-97-4

4-methyl-1,3-dioxane

B

2081-44-9

Tetrahydro-pyran-4-ol

C

18826-95-4, 107-88-0

1.3-butanediol

Conditions
ConditionsYield
With cerium(IV) oxide Reagent/catalyst;A 26%
B 11%
C 60%
542-05-2

acetonedicarboxylic acid

2081-44-9

Tetrahydro-pyran-4-ol

Conditions
ConditionsYield
With indium(III) bromide; 1,1,3,3-Tetramethyldisiloxane In toluene at 60℃; for 1h; Inert atmosphere;17%
108-97-4

4-pyrone

2081-44-9

Tetrahydro-pyran-4-ol

Conditions
ConditionsYield
With nickel Hydrogenation;
Multi-step reaction with 2 steps
1: Raney nickel; ethanol / Hydrogenation.bei Raumtemperatur unter Normaldruck
2: Raney nickel / Hydrogenation
View Scheme
50-00-0

formaldehyd

627-27-0

homoalylic alcohol

2081-44-9

Tetrahydro-pyran-4-ol

Conditions
ConditionsYield
With sulfuric acid; water
50-00-0

formaldehyd

627-27-0

homoalylic alcohol

A

2081-44-9

Tetrahydro-pyran-4-ol

B

5684-93-5

2-[1,3]dioxan-4-yl-ethanol

Conditions
ConditionsYield
With sulfuric acid
78870-52-7

(1SR,6RS)-3,7-dioxa-bicyclo[4.1.0]heptane

A

19752-84-2

Oxan-3-ol

B

2081-44-9

Tetrahydro-pyran-4-ol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In pentane for 4h; Ambient temperature;
pyrone-(4)

pyrone-(4)

2081-44-9

Tetrahydro-pyran-4-ol

Conditions
ConditionsYield
With water; platinum Hydrogenation;
108-97-4

4-pyrone

67-56-1

methanol

Raney nickel

Raney nickel

2081-44-9

Tetrahydro-pyran-4-ol

Conditions
ConditionsYield
at 110℃; under 36775.4 Torr; Hydrogenation;
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    Product Name: Tetrahydro-4-pyranol CAS: 2081-44-9 MF: C5H10O2 MW: 102.13 EINECS: 218-210-8 Mol File: 2081-44-9.mol Tetrahydro-4-pyranol Structure Tetrahydro-4-pyranol Chemical Properties Boiling point 87 °C/15 mmHg (lit.)

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Chemistry

Empirical Formula: C5H10O2
Molecular Weight: 102.1317 
EINECS: 218-210-8
Index of Refraction: 1.467
Molar Refractivity: 26.25 cm3
Molar Volume: 94.4 cm3
Surface Tension: 36 dyne/cm
Density: 1.08 g/cm3
Flash Point: 87.8 °C
Enthalpy of Vaporization: 48.8 kJ/mol
Boiling Point: 183 °C at 760 mmHg
Vapour Pressure: 0.227 mmHg at 25 °C
Structure of Tetrahydro-4-pyranol (CAS NO.2081-44-9):
                   
IUPAC Name: Oxan-4-ol
Canonical SMILES: C1COCCC1O
InChI: InChI=1S/C5H10O2/c6-5-1-3-7-4-2-5/h5-6H,1-4H2
InChIKey: LMYJGUNNJIDROI-UHFFFAOYSA-N
Product Category of Tetrahydro-4-pyranol (CAS NO.2081-44-9): Alcohols and Derivatives;Heterocycles;Pyrans, Piperidines & Piperazines

Safety Profile

Hazard Codes of Tetrahydro-4-pyranol (CAS NO.2081-44-9): IrritantXi,HarmfulXn
Risk Statements: 41-36/37/38-20/22 
R20/22:Harmful by inhalation and if swallowed. 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R41:Risk of serious damage to the eyes.
Safety Statements: 26-39-36/37/39-23 
S23:Do not breathe vapour. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S39:Wear eye / face protection.
WGK Germany: 3
Hazard Note: Irritant

Specification

 Tetrahydro-4-pyranol , its cas register number is 2081-44-9. It also can be called Tetrahydropyran-4-ol ; 4-Hydroxytetrahydropyran ; and 2H-Pyran-4-ol, tetrahydro .