Product Name

  • Name

    Tetrahydropyran

  • EINECS 205-552-8
  • CAS No. 142-68-7
  • Article Data121
  • CAS DataBase
  • Density 0.883 g/cm3
  • Solubility miscible with water, ethanol, diethyl ether and common solvents
  • Melting Point -45 °C(lit.)
  • Formula C5H10O
  • Boiling Point 87.999 °C at 760 mmHg
  • Molecular Weight 86.1338
  • Flash Point -15.556 °C
  • Transport Information UN 1993 3/PG 2
  • Appearance colorless to light yellow liquid
  • Safety 9-16-26-33-36
  • Risk Codes 11-36/37/38-9-19
  • Molecular Structure Molecular Structure of 142-68-7 (Tetrahydropyran)
  • Hazard Symbols FlammableF,IrritantXi
  • Synonyms Pyran,tetrahydro- (3CI);NSC 65448;Oxacyclohexane;Oxane;Pentamethylene oxide;THP;Tetrahydro-2H-pyran;Tetrahydropyrane;Tetrahydropyran;
  • PSA 9.23000
  • LogP 1.18690

Synthetic route

1 ,5-pentanediol
111-29-5

1 ,5-pentanediol

TETRAHYDROPYRANE
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%
3,4-dihydro-2H-pyran
110-87-2

3,4-dihydro-2H-pyran

TETRAHYDROPYRANE
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;
(C4H9)3SnO(CH2)5Br
41968-81-4

(C4H9)3SnO(CH2)5Br

A

TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

B

tributyltin bromide
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
(C4H9)3SnO(CH2)5Cl
41968-80-3

(C4H9)3SnO(CH2)5Cl

A

TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

B

tributyltin chloride
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
1,5-dichloropentane
628-76-2

1,5-dichloropentane

TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

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

Glutaraldehyde

TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

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

5-hydroxypentylamine

TETRAHYDROPYRANE
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
Trifluoro-methanesulfonate14-(5-hydroxy-pentyl)-7-phenyl-5,6,8,9-tetrahydro-dibenzo[c,h]acridinium;
80253-92-5

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

TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

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

2-methoxytetrahydropyran

A

TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

B

methanol
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;
1,5-dibromo-pentane
111-24-0

1,5-dibromo-pentane

diethyl malonate
105-53-3

diethyl malonate

A

TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

B

1 ,5-pentanediol
111-29-5

1 ,5-pentanediol

C

diethyl cyclohexane-1,1-dicarboxylate
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%
...Expand
3,4-dihydro-2H-pyran
110-87-2

3,4-dihydro-2H-pyran

A

TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

B

1 ,5-pentanediol
111-29-5

1 ,5-pentanediol

Conditions
ConditionsYield
With hydrogen at 100℃; under 25858.1 Torr; for 2h;A 61.6%
B 43.4%
With hydrogen at 100℃; under 25858.1 Torr; for 2h;A 39.8%
B 57.7%
2-methoxy-3,4-dihydro-2H-pyran
4454-05-1

2-methoxy-3,4-dihydro-2H-pyran

A

TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

B

2-methoxytetrahydropyran
6581-66-4

2-methoxytetrahydropyran

C

methanol
67-56-1

methanol

Conditions
ConditionsYield
With sodium hydrogen sulfate; hydrogen; palladium on activated carbon at 130℃; under 6000.6 Torr; for 4h; pH=1; Product distribution / selectivity;A 50%
B 20%
C 55%
...Expand
1 ,5-pentanediol
111-29-5

1 ,5-pentanediol

A

TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

B

5-chloropentan-1-ol
5259-98-3

5-chloropentan-1-ol

C

1,5-dichloropentane
628-76-2

1,5-dichloropentane

Conditions
ConditionsYield
With tetrachloromethane; triphenylphosphine In acetonitrile Mechanism;A 11%
B 52%
C 25%
With tert-butylhypochlorite; triphenylphosphine In chloroform Product distribution; 1.) -70 deg C, 2.) RT, 3.) reflux, 24 h;
...Expand
tetrahydrofuran
109-99-9

tetrahydrofuran

diazomethane
186581-53-3, 908094-01-9

diazomethane

A

TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

B

3-methyltetrahydrofuran
13423-15-9

3-methyltetrahydrofuran

C

2-methyltetrahydrofuran
96-47-9

2-methyltetrahydrofuran

Conditions
ConditionsYield
Product distribution; Mechanism; Ambient temperature; Irradiation;A 0.4%
B 48.2%
C 51.4%
...Expand
1,5-dibromo-pentane
111-24-0

1,5-dibromo-pentane

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

A

TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

B

1 ,5-pentanediol
111-29-5

1 ,5-pentanediol

C

dimethyl 1,1-cyclohexanedicarboxylate
72963-31-6

dimethyl 1,1-cyclohexanedicarboxylate

Conditions
ConditionsYield
With tetraethylammonium perchlorate In N,N-dimethyl-formamide electrolysis;A n/a
B n/a
C 47%
...Expand
3,4,5,6-tetrahydro-2H-pyran-2-one
542-28-9

3,4,5,6-tetrahydro-2H-pyran-2-one

TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

Conditions
ConditionsYield
With (PPh3)(CO)4MnC(O)CH3; phenylsilane In benzene-d6 for 2h;40%
With aluminium(III) triflate; tris(2,4-pentanedionato)ruthenium(III); hydrogen; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In tetrahydrofuran at 140℃; under 30402 Torr; for 12h; Solvent; Autoclave;80 %Chromat.
With hydrogen at 120℃; under 30003 Torr; for 48h;270 mg
1,5-dibromo-pentane
111-24-0

1,5-dibromo-pentane

ethyl acetoacetate
141-97-9

ethyl acetoacetate

A

TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

B

1 ,5-pentanediol
111-29-5

1 ,5-pentanediol

C

1-acetyl-1-(ethoxycarbonyl)cyclohexane
1132-86-1

1-acetyl-1-(ethoxycarbonyl)cyclohexane

Conditions
ConditionsYield
With tetraethylammonium perchlorate In N,N-dimethyl-formamide electrolysis;A n/a
B n/a
C 35%
...Expand
2-methoxy-3,4-dihydro-2H-pyran
4454-05-1

2-methoxy-3,4-dihydro-2H-pyran

A

TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

B

methanol
67-56-1

methanol

Conditions
ConditionsYield
With hydrogen; palladium on activated carbon at 20 - 160℃; under 6000.6 Torr; for 6h; Product distribution / selectivity;A 18%
B 25%
5-chloropentan-1-ol
5259-98-3

5-chloropentan-1-ol

trans-4-Hydroxystilbene
6554-98-9

trans-4-Hydroxystilbene

A

TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

B

5-{4-[(E)-2-phenylethenyl]phenoxy}pentan-1-ol
1357581-48-6

5-{4-[(E)-2-phenylethenyl]phenoxy}pentan-1-ol

Conditions
ConditionsYield
Stage #1: trans-4-Hydroxystilbene With ethanol; sodium Inert atmosphere;
Stage #2: 5-chloropentan-1-ol Inert atmosphere; Reflux;		A n/a
B 20%
...Expand
O-methyltetrahydropyranium perchlorate

O-methyltetrahydropyranium perchlorate

A

TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

B

methanol
67-56-1

methanol

C

O-methyl-pentamethylene glycol
4799-62-6

O-methyl-pentamethylene glycol

Conditions
ConditionsYield
With perchloric acid; sodium perchlorate; water at 25℃;A n/a
B n/a
C 18%
...Expand
1,5-pentanediol dinitrate
3457-92-9

1,5-pentanediol dinitrate

A

TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

B

1 ,5-pentanediol
111-29-5

1 ,5-pentanediol

C

HNO2, NO2

HNO2, NO2

Conditions
ConditionsYield
In tetralin at 140℃; Mechanism; Kinetics; Ea, log A, other temperatures;A 5%
B n/a
C n/a
...Expand
Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

Conditions
ConditionsYield
With hafnium tetrakis(trifluoromethanesulfonate); palladium 10% on activated carbon; hydrogen In neat (no solvent) at 150℃; under 30003 Torr; for 48h; Sealed tube; Inert atmosphere; Green chemistry;39 %Chromat.
With copper-chromium-aluminium at 300℃; under 220652 Torr; Hydrogenation;
Tetrahydropyran-2-methanol
100-72-1

Tetrahydropyran-2-methanol

TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

Conditions
ConditionsYield
With chromium nickel at 280℃; under 147102 Torr; Hydrogenation;
dihydropyran
3174-74-1

dihydropyran

TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

Conditions
ConditionsYield
With palladium on activated charcoal Hydrogenation;
1,5-dibromo-pentane
111-24-0

1,5-dibromo-pentane

TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

Conditions
ConditionsYield
With water at 100℃; Erhitzen im zugeschmolzenem Rohr;
With water; zinc(II) oxide at 150℃; im Einschlussrohr;
Multi-step reaction with 2 steps
1: methanol
2: iron (III)-chloride
View Scheme
TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-N5-<4,4',4''-tris(p-anisoyloxy)trityl>adenosine
118161-36-7

3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-N5-<4,4',4''-tris(p-anisoyloxy)trityl>adenosine

2'-O-(tetrahydro-2-pyranyl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-N6-<4,4',4''-tris(p-anisoyloxy)trityl>adenosine
118161-37-8

2'-O-(tetrahydro-2-pyranyl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-N6-<4,4',4''-tris(p-anisoyloxy)trityl>adenosine

Conditions
ConditionsYield
With 4 A molecular sieve; trifluoroacetic acid In dichloromethane for 26h; Ambient temperature;100%
TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

pent-1-yn-5-ol
5390-04-5

pent-1-yn-5-ol

1-(tetrahydropyranyloxy)-4-pentyn
62992-46-5

1-(tetrahydropyranyloxy)-4-pentyn

Conditions
ConditionsYield
With camphor-10-sulfonic acid In dichloromethane at 0 - 20℃; for 3h;100%
TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

2-hydroxy-N-methoxy-N-methyl acetamide
78937-02-7

2-hydroxy-N-methoxy-N-methyl acetamide

N-methoxy-N-methyl-2-(tetrahydro-pyran-2-yloxy)-acetamide

N-methoxy-N-methyl-2-(tetrahydro-pyran-2-yloxy)-acetamide

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dichloromethane at 20℃; for 19h;100%
TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

[(4-CH3C6H4)CaI(tetrahydrofuran)4]
898268-93-4

[(4-CH3C6H4)CaI(tetrahydrofuran)4]

[(p-tolyl)CaI(tetrahydropyran)4]
1393687-61-0

[(p-tolyl)CaI(tetrahydropyran)4]

Conditions
ConditionsYield
In neat (no solvent) Inert atmosphere; Schlenk technique;100%
TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

2,2-Dimethylpropanoyl iodide
61915-52-4

2,2-Dimethylpropanoyl iodide

5-iodopentyl pivalate

5-iodopentyl pivalate

Conditions
ConditionsYield
In neat (no solvent) at 20℃; Green chemistry;100%
TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

16-hydroxy-14,15-dinor-labd-8-en-13-one

16-hydroxy-14,15-dinor-labd-8-en-13-one

16-(2-tetrahydropyranyloxy)-14,15-dinor-labd-8-en-13-one

16-(2-tetrahydropyranyloxy)-14,15-dinor-labd-8-en-13-one

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene at 20℃;100%
TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

6-bromo-7-fluoro-2-(2-hydroxyethyl)-2H-benzo[b][1,4]oxazin-3(4H)one

6-bromo-7-fluoro-2-(2-hydroxyethyl)-2H-benzo[b][1,4]oxazin-3(4H)one

6-bromo-7-fluoro-2-(2-((tetrahydro-2H-pyran-2-yl)oxy)ethyl)-2H-benzo[b][1,4]oxazin-3(4H)-one

6-bromo-7-fluoro-2-(2-((tetrahydro-2H-pyran-2-yl)oxy)ethyl)-2H-benzo[b][1,4]oxazin-3(4H)-one

Conditions
ConditionsYield
With toluene-4-sulfonic acid In dichloromethane at 20℃;100%
TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

(1S,4S,5S)-4-hydroxy-6-oxabicyclo[3.2.1]octan-7-one
1292817-11-8

(1S,4S,5S)-4-hydroxy-6-oxabicyclo[3.2.1]octan-7-one

(1S,4S,5S)-4-(tetrahydro-2H-pyran-2-yloxy)-6-oxabicyclo[3.2.1]octan-7-one
1292817-12-9

(1S,4S,5S)-4-(tetrahydro-2H-pyran-2-yloxy)-6-oxabicyclo[3.2.1]octan-7-one

Conditions
ConditionsYield
pyridinium p-toluenesulfonate In dichloromethane at 20℃; for 2h;99%
TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

(E)-6-bromo-2-hexen-1-ol
71032-11-6

(E)-6-bromo-2-hexen-1-ol

(E)-2-(6-bromohex-2-en-1-yloxy)tetrahydro-2H-pyran
71032-12-7

(E)-2-(6-bromohex-2-en-1-yloxy)tetrahydro-2H-pyran

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dichloromethane at 25℃; for 3h;99%
TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

5-Brom-2-trans-penten-1-ol
53799-54-5

5-Brom-2-trans-penten-1-ol

(E)-2-(5-bromopent-2-en-1-yloxy)tetrahydro-2H-pyran
1384173-93-6

(E)-2-(5-bromopent-2-en-1-yloxy)tetrahydro-2H-pyran

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dichloromethane at 25℃; for 3h;99%
TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

Phenoxyacetyl iodide
79929-43-4

Phenoxyacetyl iodide

C13H17IO3

C13H17IO3

Conditions
ConditionsYield
In neat (no solvent) at 20℃; Green chemistry;99%
TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

ethyl iodoacetate
598-40-3

ethyl iodoacetate

C8H15IO2

C8H15IO2

Conditions
ConditionsYield
In neat (no solvent) at 20℃; Green chemistry;99%
TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

(S)-1-(2-bromo-4-nitro-1H-imidazol-1-yl)-3-((tert-butyldimethylsilyl)oxy)propan-2-ol

(S)-1-(2-bromo-4-nitro-1H-imidazol-1-yl)-3-((tert-butyldimethylsilyl)oxy)propan-2-ol

C17H30BrN3O5Si

C17H30BrN3O5Si

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dichloromethane at 20℃; for 12h; Time;99%
TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

n-Pent-4-enyl alcohol
821-09-0

n-Pent-4-enyl alcohol

5-<2'-(tetrahydropyranyloxy)>-1-pentene
64841-44-7

5-<2'-(tetrahydropyranyloxy)>-1-pentene

Conditions
ConditionsYield
With toluene-4-sulfonic acid In dichloromethane at 0 - 20℃; Inert atmosphere;98%
Stage #1: TETRAHYDROPYRANE With bis(cyclopentadienyl)titanium dichloride; manganese at 20℃; for 0.25h; Inert atmosphere;
Stage #2: n-Pent-4-enyl alcohol With Bromoform at 20℃; for 16h; Inert atmosphere;		71 %Chromat.
TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

8-bromooctanol
50816-19-8

8-bromooctanol

2-(8-bromooctyloxy)tetrahydropyran
50816-20-1

2-(8-bromooctyloxy)tetrahydropyran

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dichloromethane at 20℃;98%
With 1-butyl-3-methylimidazolium hydrogen sulfate for 0.116667h; Sonication;94%
TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

11-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-undecanol
99824-42-7

11-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-undecanol

2-[11-(tetrahydro-2H-pyran-2-yloxy)undecyl]isoindolin-1,3-dione

2-[11-(tetrahydro-2H-pyran-2-yloxy)undecyl]isoindolin-1,3-dione

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dichloromethane at 20℃; for 15h;98%
TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

dimethylcarbamoyl iodide
13358-75-3

dimethylcarbamoyl iodide

5-iodopentyl dimethylcarbamate
1067623-52-2

5-iodopentyl dimethylcarbamate

Conditions
ConditionsYield
In neat (no solvent) at 20℃; Green chemistry;98%
TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

Benzylidenemalononitrile
2700-22-3

Benzylidenemalononitrile

2-(phenyl(tetrahydro-2H-pyran-2-yl)methyl)malononitrile

2-(phenyl(tetrahydro-2H-pyran-2-yl)methyl)malononitrile

Conditions
ConditionsYield
With eosin In acetone at 0 - 60℃; for 24h; Sealed tube; Inert atmosphere; Irradiation;98%
With pyrene-1,6-dione at 50℃; for 24h; Irradiation;44%
TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

19-hydroxy-4-androstene-3,17-dione
510-64-5

19-hydroxy-4-androstene-3,17-dione

19-(tetrahydropyran-2'-yl-oxy)-androst-4-ene-3,17-dione
2300-64-3

19-(tetrahydropyran-2'-yl-oxy)-androst-4-ene-3,17-dione

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In tetrahydrofuran at 20℃; for 15h;97.65%
TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

(hydrotris(3-adamantyl-5-isopropylpyrazolyl)borate)Ca(p-CH2C6H4-Me)(THF)

(hydrotris(3-adamantyl-5-isopropylpyrazolyl)borate)Ca(p-CH2C6H4-Me)(THF)

[(hydrotris(3-adamantyl-5-isopropylpyrazolyl)borate)Ca(p-CH2C6H4Me)(tetrahydropyran)]

[(hydrotris(3-adamantyl-5-isopropylpyrazolyl)borate)Ca(p-CH2C6H4Me)(tetrahydropyran)]

Conditions
ConditionsYield
In hexane at 20℃; for 1h; Inert atmosphere; Schlenk technique; Glovebox;97.6%
TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

1-butyn-4-ol
927-74-2

1-butyn-4-ol

2-(but-3-yn-1-yloxy)tetrahydropyran
40365-61-5

2-(but-3-yn-1-yloxy)tetrahydropyran

Conditions
ConditionsYield
With toluene-4-sulfonic acid In dichloromethane at 0℃; for 1.5h;97%
TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

bis(thf) calcocene
60173-07-1

bis(thf) calcocene

(thp)2CaCp2
1272031-18-1

(thp)2CaCp2

Conditions
ConditionsYield
Inert atmosphere;97%
TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

Farnesol
106-28-5

Farnesol

2-(((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl)oxy)tetrahydro-2H-pyran
79577-53-0, 110990-63-1, 120732-61-8, 120732-65-2, 67858-93-9

2-(((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl)oxy)tetrahydro-2H-pyran

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dichloromethane at 20℃; for 3h;97%
TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

(5E,9E,13E)-15-<(tert-Butyldimethylsilyl)oxy>-6,10,14-trimethyl-5,9,13-pentadecatrien-1-yn-4-ol
121747-12-4

(5E,9E,13E)-15-<(tert-Butyldimethylsilyl)oxy>-6,10,14-trimethyl-5,9,13-pentadecatrien-1-yn-4-ol

(5E,9E,13E)-15-<(tert-Butyldimethylsilyl)oxy>-6,10,14-trimethyl-5,9,13-pentadecatrien-1-yn-4-ol Tetrahydropyranyl Ether
121747-13-5

(5E,9E,13E)-15-<(tert-Butyldimethylsilyl)oxy>-6,10,14-trimethyl-5,9,13-pentadecatrien-1-yn-4-ol Tetrahydropyranyl Ether

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dichloromethane96%
TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-N6-<4,4',4''-tris(benzoyloxy)trityl>adenosine

3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-N6-<4,4',4''-tris(benzoyloxy)trityl>adenosine

2'-O-(tetrahydro-2-pyranyl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-N6-<4,4',4''-tris(benzoyloxy)trityl>adenosine
118161-31-2

2'-O-(tetrahydro-2-pyranyl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-N6-<4,4',4''-tris(benzoyloxy)trityl>adenosine

Conditions
ConditionsYield
With 4 A molecular sieve; trifluoroacetic acid In dichloromethane for 5h; Ambient temperature;96%
TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

2,3,3-trichloro-tetrahydropyran
63027-88-3

2,3,3-trichloro-tetrahydropyran

Conditions
ConditionsYield
With sulfuryl dichloride; N,N-dimethyloctanamide 19 h, 64 deg C to 85 deg C and 3 h, 85 deg C to 93 deg C;96%
With thionyl chloride In dichloromethane at 86℃; for 22h; Mechanism;94.7%
With thionyl chloride In dichloromethane at 86℃; for 22h;94.5%
TETRAHYDROPYRANE
142-68-7

TETRAHYDROPYRANE

triethylsilane
617-86-7

triethylsilane

triethyl(pentyloxy)silane
14629-52-8

triethyl(pentyloxy)silane

Conditions
ConditionsYield
With tris(pentafluorophenyl)borate In dichloromethane at 20℃; for 20h; Ring cleavage; dehydrocondensation;96%

Tetrahydropyran 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 

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