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Basic Information
CAS No.: 142-68-7
Name: Tetrahydropyran
Article Data: 121
Molecular Structure:
Molecular Structure of 142-68-7 (Tetrahydropyran)
Formula: C5H10O
Molecular Weight: 86.1338
Synonyms: Pyran,tetrahydro- (3CI);NSC 65448;Oxacyclohexane;Oxane;Pentamethylene oxide;THP;Tetrahydro-2H-pyran;Tetrahydropyrane;Tetrahydropyran;
EINECS: 205-552-8
Density: 0.883 g/cm3
Melting Point: -45 °C(lit.)
Boiling Point: 87.999 °C at 760 mmHg
Flash Point: -15.556 °C
Solubility: miscible with water, ethanol, diethyl ether and common solvents
Appearance: colorless to light yellow liquid
Hazard Symbols: FlammableF,IrritantXi
Risk Codes: 11-36/37/38-9-19
Safety: 9-16-26-33-36
Transport Information: UN 1993 3/PG 2
PSA: 9.23000
LogP: 1.18690
Synthetic route
111-29-5

1 ,5-pentanediol

142-68-7

TETRAHYDROPYRANE

Conditions
ConditionsYield
methyltin(IV) trichloride at 95 - 115℃; for 0.28h;100%
methyltin(IV) trichloride at 95 - 115℃; for 0.28h; Mechanism; variation of catalyst, temperature, time;100%
With copper(ll) bromide at 175℃; for 3h; Catalytic behavior; Reagent/catalyst; Temperature; Inert atmosphere; Sealed tube;99%
110-87-2

3,4-dihydro-2H-pyran

142-68-7

TETRAHYDROPYRANE

Conditions
ConditionsYield
With hydrogen; nickel-chromium cat.(OST 6-03-314-75) at 170℃; under 16720 Torr; Product distribution; Rate constant; var. temp., var. pressures, var. autoclave (flow and periodic);98%
With hydrogenchloride; triethylsilane; aluminium trichloride In dichloromethane for 1.5h; Ambient temperature;92%
With platinum Hydrogenation;
41968-81-4

(C4H9)3SnO(CH2)5Br

A

142-68-7

TETRAHYDROPYRANE

B

1461-23-0

tributyltin bromide

Conditions
ConditionsYield
decompn. at 150°C (0.5 h);A 89%
B n/a
decompn. at 150°C (0.5 h);A 89%
B n/a
41968-80-3

(C4H9)3SnO(CH2)5Cl

A

142-68-7

TETRAHYDROPYRANE

B

1461-22-9

tributyltin chloride

Conditions
ConditionsYield
decompn. of the crude compound at 190°C (0.5 h);A 82%
B n/a
decompn. of the crude compound at 190°C (0.5 h);A 82%
B n/a
628-76-2

1,5-dichloropentane

142-68-7

TETRAHYDROPYRANE

Conditions
ConditionsYield
With potassium hydroxide; sodium formate; Aliquat 336 at 105℃; for 0.25h;80%
111-30-8

Glutaraldehyde

142-68-7

TETRAHYDROPYRANE

Conditions
ConditionsYield
With triethylsilane; silver(I) triflimide at 20℃; for 3h; Green chemistry;80%
2508-29-4

5-hydroxypentylamine

142-68-7

TETRAHYDROPYRANE

Conditions
ConditionsYield
78%
Multi-step reaction with 2 steps
1: 2.) AcOH / 1.) Et3N / 1.) CH2Cl2, 1 h, 20 deg C; 2.) CH2Cl2, 3 h, 20 deg C
2: 78 percent / 2,4,6-triphenyl pyridine / 170 °C / 15 Torr
View Scheme
80253-92-5

Trifluoro-methanesulfonate14-(5-hydroxy-pentyl)-7-phenyl-5,6,8,9-tetrahydro-dibenzo[c,h]acridinium;

142-68-7

TETRAHYDROPYRANE

Conditions
ConditionsYield
With 2,4,6-triphenylpyridine at 170℃; under 15 Torr;78%
6581-66-4

2-methoxytetrahydropyran

A

142-68-7

TETRAHYDROPYRANE

B

67-56-1

methanol

Conditions
ConditionsYield
With sodium hydrogen sulfate; hydrogen; palladium on activated carbon at 70 - 130℃; under 6000.6 - 15001.5 Torr; for 3.5 - 5.5h; pH=1; Product distribution / selectivity;A 76%
B 78%
With Diaion PK-216; hydrogen; palladium on activated carbon at 100℃; under 6000.6 Torr; for 4h; pH=4; not specified; Product distribution / selectivity;A 70%
B 71%
With hydrogen; toluene-4-sulfonic acid; palladium on activated carbon at 70 - 130℃; under 6000.6 Torr; for 5.5h; pH=1; Product distribution / selectivity;
111-24-0

1,5-dibromo-pentane

105-53-3

diethyl malonate

A

142-68-7

TETRAHYDROPYRANE

B

111-29-5

1 ,5-pentanediol

C

1139-13-5

diethyl cyclohexane-1,1-dicarboxylate

Conditions
ConditionsYield
With tetraethylammonium perchlorate In N,N-dimethyl-formamide electrolysis;A n/a
B n/a
C 64%
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Specification

The Tetrahydropyran, with the CAS registry number 142-68-7, is also known as Oxacyclohexane. It belongs to the product categories of Anhydrous Solvents; Solvent Bottles; Solvent by Application; Solvent Packaging Options; Sure/Seal Bottles. Its EINECS number is 205-552-8. This chemical's molecular formula is C5H10O and molecular weight is 86.13. What's more, its systematic name is Tetrahydro-2H-pyran. This chemical is stable at common pressure and temperature, and it should be sealed and stored in a cool and dry place. Tetrahydropyran is the organic compound consisting of a saturated six-membered ring containing five carbon atoms and one oxygen atom. The compound is a colourless volatile liquid, but is obscure. One classic procedure for the organic synthesis of tetrahydropyran is by hydrogenation with Raney nickel of dihydropyran.

Physical properties of Tetrahydropyran are: (1)ACD/LogP: 1; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.00; (4)ACD/LogD (pH 7.4): 1.00; (5)ACD/BCF (pH 5.5): 3.39; (6)ACD/BCF (pH 7.4): 3.39; (7)ACD/KOC (pH 5.5): 83.36; (8)ACD/KOC (pH 7.4): 83.36; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 9.23 Å2; (13)Index of Refraction: 1.42; (14)Molar Refractivity: 24.664 cm3; (15)Molar Volume: 97.498 cm3; (16)Polarizability: 9.778×10-24cm3; (17)Surface Tension: 28.3 dyne/cm; (18)Density: 0.883 g/cm3; (19)Flash Point: -15.556 °C; (20)Enthalpy of Vaporization: 31.455 kJ/mol; (21)Boiling Point: 87.999 °C at 760 mmHg; (22)Vapour Pressure: 70.1 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical is flammable, so you should keep it away from sources of ignition - No smoking. It is explosive when mixed with combustible material and may form explosive peroxides. You should keep the container in a well-ventilated place and take precautionary measures against static discharges. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing.

You can still convert the following datas into molecular structure:
(1)SMILES: O1CCCCC1
(2)Std. InChI: InChI=1S/C5H10O/c1-2-4-6-5-3-1/h1-5H2
(3)Std. InChIKey: DHXVGJBLRPWPCS-UHFFFAOYSA-N