Tetrahydro-4H-pyran-4-one supplier

Name
Tetrahydro-4H-pyran-4-one
EINECS 249-967-2
CAS No. 29943-42-8
Article Data41
CAS DataBase
Density 1.065 g/cm³
Solubility miscible in water
Melting Point
Formula C₅H₈O₂
Boiling Point 167.5 °C at 760 mmHg
Molecular Weight 100.117
Flash Point 63.6 °C
Transport Information UN 1224 3/PG 3
Appearance colorless to light yellow liquid
Safety 24/25-36-26
Risk Codes 10-36/37/38
Molecular Structure
Hazard Symbols Xi, F
Synonyms 2H-3,5,6-Trihydropyran-4-one;Tetrahydro-2H-pyran-4-one;4-THP;4-Oxotetrahydropyran;Tetrahydro-pyran-4-one;
PSA 26.30000
LogP 0.36590

Synthetic route

: 124-38-9
carbon dioxide

: 111-44-4
3-oxa-1,5-dichloropentane

: 29943-42-8
Tetrahydro-4H-pyran-4-one

Conditions

Conditions	Yield
With cesium iodide In ethanol; water at 90℃; under 8250.83 Torr; Temperature; Pressure;	95.9%

: 1194657-31-2
4-nitrosotetrahydro-2H-pyran-4-yl 2,2,2-trichloroacetate

A: 29943-42-8
Tetrahydro-4H-pyran-4-one

B: 10024-97-2
dinitrogen monoxide

C: 76-03-9
trichloroacetic acid

Conditions

Conditions	Yield
With water In methanol; aq. phosphate buffer at 20℃; for 24h; pH=7.4; Kinetics; Reagent/catalyst; Sealed tube;	A n/a B 95% C n/a

...Expand

: 4-nitrosotetrahydro-2H-pyran-4-yl 2,2-dichloropropanoate

A: 29943-42-8
Tetrahydro-4H-pyran-4-one

B: 75-99-0
2,2-Dichloropropionic acid

C: 10024-97-2
dinitrogen monoxide

Conditions

Conditions	Yield
With water In methanol; aq. phosphate buffer at 20℃; for 24h; pH=7.4; Kinetics; Reagent/catalyst; Sealed tube;	A n/a B n/a C 92%

...Expand

: 108-97-4
4-pyrone

: 29943-42-8
Tetrahydro-4H-pyran-4-one

Conditions

Conditions	Yield
With 5%-palladium/activated carbon; hydrogen In methanol; toluene at 20℃; for 5h;	86%
With hydrogen; 5% palladium/carbon hydrated In ethanol; toluene at 20℃; for 3 - 8.5h; Product distribution / selectivity;	85.4%
With hydrogen; palladium on activated carbon In toluene at 20℃; for 12h; Product distribution / selectivity;	77%

: 2081-44-9
Tetrahydro-pyran-4-ol

: 29943-42-8
Tetrahydro-4H-pyran-4-one

Conditions

Conditions	Yield
With pyridinium chlorochromate In dichloromethane for 2.5h; Ambient temperature;	85%
With chromium(VI) oxide; water
With alkali dichromate; sulfuric acid
With fluorine In acetonitrile	90 % Turnov.

: 84302-42-1
2,3-dihydro-4H-pyran-4-one

: 29943-42-8
Tetrahydro-4H-pyran-4-one

Conditions

Conditions	Yield
With hydrogen; 5% palladium/carbon hydrated In ethanol; toluene at 20℃; for 3h; Product distribution / selectivity;	71%

: 3592-25-4
1,5-dichloropentan-3-one

: 29943-42-8
Tetrahydro-4H-pyran-4-one

Conditions

Conditions	Yield
With sodium dihydrogenphosphate; phosphoric acid at 100℃; for 3h;	35%

: C17H31NO3Si

A: 29943-42-8
Tetrahydro-4H-pyran-4-one

: C17H29NO3Si

: C17H29NO3Si

D: C16H29NOSi

Conditions

Conditions	Yield
With bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]}; [bis(acetoxy)iodo]benzene In Isopropyl acetate at 80℃;	A 15% B 12% C 27% D 16%

...Expand

: 2919-05-3
pent-4-en-2-yn-1-ol

: 29943-42-8
Tetrahydro-4H-pyran-4-one

Conditions

Conditions	Yield
With sulfuric acid; mercury(II) sulfate

: 67728-90-9
1,5-dimethoxypent-2-yne

: 29943-42-8
Tetrahydro-4H-pyran-4-one

Conditions

Conditions	Yield
With sulfuric acid; mercury(II) sulfate

: 100960-26-7
5-acetoxy-pent-1-en-3-one

: 29943-42-8
Tetrahydro-4H-pyran-4-one

Conditions

Conditions	Yield
With sulfuric acid; mercury(II) sulfate

: C5H8(2)H2O3

: 29943-42-8
Tetrahydro-4H-pyran-4-one

Conditions

Conditions	Yield
In water-d2 at 34℃; Equilibrium constant;

: C8H12(2)H2O4S

A: 29943-42-8
Tetrahydro-4H-pyran-4-one

B: 95193-08-1
3-mercaptopropanoic acid-d2

Conditions

Conditions	Yield
With potassium carbonate In water-d2 at 34℃; Equilibrium constant;

: 57260-92-1
4-methylsulfinyl-4-methylthiotetrahydro-4-pyrane

A: 29943-42-8
Tetrahydro-4H-pyran-4-one

B: 624-92-0
Dimethyldisulphide

Conditions

Conditions	Yield
With sulfuric acid In diethyl ether for 2h; Ambient temperature;	A 292 mg B 92 mg

: 108-97-4
4-pyrone

: 64-17-5
ethanol

Raney nickel: Raney nickel

: 29943-42-8
Tetrahydro-4H-pyran-4-one

Conditions

Conditions	Yield
Hydrogenation;

...Expand

: 108-97-4
4-pyrone

: 64-17-5
ethanol

copper oxide-chromium oxide: copper oxide-chromium oxide

A: 2081-44-9
Tetrahydro-pyran-4-ol

B: 29943-42-8
Tetrahydro-4H-pyran-4-one

Conditions

Conditions	Yield
at 120℃; under 73550.8 - 147102 Torr; Hydrogenation;

...Expand

: 64769-48-8
5-ethoxy-pent-1-en-3-yne

: 7664-93-9
sulfuric acid

: mercury(II) sulfate

: 29943-42-8
Tetrahydro-4H-pyran-4-one

...Expand

: 100960-26-7
5-acetoxy-pent-1-en-3-one

: 7664-93-9
sulfuric acid

: mercury(II) sulfate

: 29943-42-8
Tetrahydro-4H-pyran-4-one

...Expand

: 67-56-1
methanol

: 78870-52-7
(1SR,6RS)-3,7-dioxa-bicyclo[4.1.0]heptane

A: 29943-42-8
Tetrahydro-4H-pyran-4-one

B: 23462-75-1
5,6-dihydro-2H-pyran-3(4H)-one

: (3,4)-trans-3-methoxytetrahydro-2H-pyran-4-ol

: (3,4)-trans-4-methoxytetrahydro-2H-pyran-3-ol

Conditions

Conditions	Yield
With oxygen; deuterium at 37.5℃; under 100 Torr; G-values; Further Variations:; Pressures; Reagents; γ-Irradiation; Gas phase;

...Expand

: 53005-18-8
1,5-dimethoxy-pentan-3-one

: 29943-42-8
Tetrahydro-4H-pyran-4-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: acetic acid; sodium acetate 2: H2SO4; mercury (II)-sulfate View Scheme

: 99-32-1
chelidonic acid

: 29943-42-8
Tetrahydro-4H-pyran-4-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: copper-powder / 350 °C 2: Raney nickel; ethanol / Hydrogenation.bei Raumtemperatur unter Normaldruck View Scheme

: 68854-18-2
2,4,6-trioxo-heptanedioic acid diethyl ester

: 29943-42-8
Tetrahydro-4H-pyran-4-one

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: concentrated aqueous hydrochloric acid 2: copper-powder / 350 °C 3: Raney nickel; ethanol / Hydrogenation.bei Raumtemperatur unter Normaldruck View Scheme

: 142-68-7
TETRAHYDROPYRANE

A: 96-47-9
2-methyltetrahydrofuran

B: 2081-44-9
Tetrahydro-pyran-4-ol

C: 96-48-0
4-butanolide

D: 542-28-9
3,4,5,6-tetrahydro-2H-pyran-2-one

E: 29943-42-8
Tetrahydro-4H-pyran-4-one

F: 1487-44-1
3-chloropropyl formate

Conditions

Conditions	Yield
With clorine at 24.84℃; under 800 Torr; Kinetics; Inert atmosphere; Gas phase;

...Expand

: 1194657-13-0
4-nitrosotetrahydro-2H-pyran-4-yl acetate

A: 29943-42-8
Tetrahydro-4H-pyran-4-one

B: 64-19-7
acetic acid

C: 10024-97-2
dinitrogen monoxide

Conditions

Conditions	Yield
With water In methanol; aq. phosphate buffer at 20℃; pH=7.4; Kinetics; Reagent/catalyst; Sealed tube;

...Expand

: 1194657-35-6
4-nitrosotetrahydro-2H-pyran-4-yl pivalate

A: 29943-42-8
Tetrahydro-4H-pyran-4-one

B: 10024-97-2
dinitrogen monoxide

C: 75-98-9
Trimethylacetic acid

Conditions

Conditions	Yield
With water In methanol; aq. phosphate buffer at 20℃; pH=7.4; Kinetics; Reagent/catalyst; Sealed tube;

...Expand

: 50675-18-8
3,4,5,6-tetrahydro-2H-pyran-4-carbaldehyde

: 29943-42-8
Tetrahydro-4H-pyran-4-one

Conditions

Conditions	Yield
With Co(nmp)2; oxygen; triethylamine In isopropyl alcohol at 60℃; for 12h; Schlenk technique; Green chemistry;	99 %Chromat.

: 29943-42-8
Tetrahydro-4H-pyran-4-one

: 61128-73-2
tetrahydropyran-4-one oxime

Conditions

Conditions	Yield
With hydroxylamine hydrochloride; sodium acetate In ethanol for 20h; Heating;	100%
With hydroxylamine hydrochloride; sodium acetate In methanol; water Reflux;	100%
With hydroxylamine hydrochloride; sodium acetate In ethanol; water	88%

: 110-91-8
morpholine

: 29943-42-8
Tetrahydro-4H-pyran-4-one

: 72250-03-4
morpholine enamine of tetrahydro-4H-pyran-4-one

Conditions

Conditions	Yield
In toluene Dean-Stark trap; Reflux;	100%
In toluene Reflux; Dean-Stark apparatus;	100%
In toluene for 7h; Reflux;	99%

: 29943-42-8
Tetrahydro-4H-pyran-4-one

: 867-13-0
diethoxyphosphoryl-acetic acid ethyl ester

: 130312-00-4
ethyl tetrahydro-4H-pyran-4-ylideneacetate

Conditions

Conditions	Yield
With sodium hydride In mineral oil; benzene at 0 - 20℃; for 2.33333h; Inert atmosphere;	100%
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 0.5h; Schlenk technique; Inert atmosphere; Stage #2: Tetrahydro-4H-pyran-4-one In tetrahydrofuran; mineral oil at 20℃; Schlenk technique; Inert atmosphere;	100%
With potassium carbonate In N,N-dimethyl-formamide at 80℃;	96%

: 29943-42-8
Tetrahydro-4H-pyran-4-one

: 126-30-7
2,2-Dimethyl-1,3-propanediol

: 131067-46-4
3,3-Dimethyl-1,5,9-trioxa-spiro[5.5]undecane

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In benzene for 1h; Heating;	100%
With hydrogen cation In benzene

: 29943-42-8
Tetrahydro-4H-pyran-4-one

: 870-46-2
t-butoxycarbonylhydrazine

: 693287-78-4
N’-(tetrahydropyran-4-ylidene)hydrazinecarboxylic acid tert-butyl ester

Conditions

Conditions	Yield
In methanol at 20℃;	100%
In methanol at 20℃;	100%
In hexanes at 65 - 70℃; for 1.5h;	79%

: 29943-42-8
Tetrahydro-4H-pyran-4-one

: 5153-67-3
nitrostyrene

: (R)-tetrahydro-3-((R)-2-nitro-1-phenylethyl)pyran-4-one

Conditions

Conditions	Yield
With 1-[(S)-2'-methylpyrrolidine]-4-aza-1-azoniabicyclo[2.2.2]octane tetrafluoroborate at 20℃; for 17h; Michael addition; Ionic liquid; optical yield given as %ee; enantioselective reaction;	100%
With bis(((S)-pyrrolidin-2-yl)methyl) phosphonate dihydrochloride; sodium hydrogencarbonate at 20℃; for 17h; Michael condensation; Ionic liquid; optical yield given as %ee; enantioselective reaction;	98%
Stage #1: Tetrahydro-4H-pyran-4-one With N-((S)-1-phenylethyl)-5-((S)-pyrrolidin-2-yl)oxazole-4-carboxamide; acetic acid In neat (no solvent) at 20℃; for 0.0833333h; Michael Addition; Stage #2: nitrostyrene In neat (no solvent) at 20℃; for 30h; Reagent/catalyst; Michael Addition; stereoselective reaction;	95%

: 29943-42-8
Tetrahydro-4H-pyran-4-one

: 367-24-8
4-bromo-2-fluoroaniline

: 950201-68-0
C11H13BrFNO

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20℃; for 64h; Molecular sieve;	100%

: 29943-42-8
Tetrahydro-4H-pyran-4-one

: 383-63-1
ethyl trifluoroacetate,

: 158351-87-2
3-(trifluoroacetyl)tetrahydro-4H-pyran-4-one

Conditions

Conditions	Yield
Stage #1: Tetrahydro-4H-pyran-4-one With lithium diisopropyl amide In tetrahydrofuran at -70℃; for 0.5h; Stage #2: ethyl trifluoroacetate, In tetrahydrofuran at -70 - 20℃; for 16h;	100%
Stage #1: Tetrahydro-4H-pyran-4-one With lithium diisopropyl amide In tetrahydrofuran at -70℃; for 1h; Inert atmosphere; Stage #2: ethyl trifluoroacetate, at 20℃; Inert atmosphere;	100%
Stage #1: Tetrahydro-4H-pyran-4-one With lithium diisopropyl amide In tetrahydrofuran at -70℃; for 0.5h; Inert atmosphere; Stage #2: ethyl trifluoroacetate, at -70 - 20℃; Inert atmosphere;	100%
Stage #1: Tetrahydro-4H-pyran-4-one With lithium diisopropyl amide In tetrahydrofuran at -70℃; for 1h; Stage #2: ethyl trifluoroacetate, In tetrahydrofuran at -70 - 20℃; for 16h;	100%

: 29943-42-8
Tetrahydro-4H-pyran-4-one

: 50-00-0
formaldehyd

: 18600-42-5
4-nitrobenzylamine hydrochloride

: 229007-08-3
N-[(4-nitrophenyl)methyl]tetrahydro-N-methyl-2H-pyran-4-amine

Conditions

Conditions	Yield
Stage #1: Tetrahydro-4H-pyran-4-one; 4-nitrobenzylamine hydrochloride With triethylamine In dichloromethane at 0℃; for 0.0833333h; Stage #2: With sodium tris(acetoxy)borohydride In dichloromethane at 0 - 20℃; for 6h; Stage #3: formaldehyd With sodium hydroxide; sodium tris(acetoxy)borohydride more than 3 stages;	100%

...Expand

: 29943-42-8
Tetrahydro-4H-pyran-4-one

: 3-[Bis(trimethylsilyl)amino]-phenylmagnesium chloride

: 1202036-06-3
C17H29NOSi2

Conditions

Conditions	Yield
Stage #1: Tetrahydro-4H-pyran-4-one; 3-[Bis(trimethylsilyl)amino]-phenylmagnesium chloride In tetrahydrofuran at -78℃; for 3h; Stage #2: With ammonium chloride In tetrahydrofuran	100%

: 29943-42-8
Tetrahydro-4H-pyran-4-one

: 106-95-6
allyl bromide

: 219903-85-2
4-allyltetrahydro-2H-pyran-4-ol

Conditions

Conditions	Yield
With ammonium acetate; zinc In tetrahydrofuran at 0℃; for 0.166667h; Inert atmosphere;	100%
With ammonium chloride; zinc In tetrahydrofuran; water at 20℃; for 10h;	98%
With ammonium chloride; zinc In tetrahydrofuran; water at 20 - 40℃; for 10h;	90%

: 29943-42-8
Tetrahydro-4H-pyran-4-one

: 1392150-82-1
tert-butyl 2-amino-4-(1-methylpiperidin-4-yl)benzoate

: 1392150-83-2
tert-butyl 4-(1-methylpiperidin-4-yl)-2-((tetrahydro-2H-pyran-4-yl)amino)benzoate

Conditions

Conditions	Yield
With trifluoroacetic acid; tetramethylammonium triacetoxyborohydride In dichloromethane at 20℃; for 2h;	100%
With trifluoroacetic acid; tetramethylammonium triacetoxyborohydride In dichloromethane at 20℃; for 2h;	100%
With trifluoroacetic acid; tetramethylammonium triacetoxyborohydride In dichloromethane at 20℃; for 2h;	100%

: 29943-42-8
Tetrahydro-4H-pyran-4-one

: 1576-35-8
toluene-4-sulfonic acid hydrazide

: 4-methyl-N′-(tetrahydro-4H-pyran-4-ylidene)benzenesulfonohydrazide

Conditions

Conditions	Yield
In methanol at 20℃; Schlenk technique;	100%
at 120℃; for 24h;	40%
at 120℃; for 24h; Dean-Stark apparatus;	40%

: 29943-42-8
Tetrahydro-4H-pyran-4-one

: 771583-12-1
2-(aminomethyl)-4-bromoaniline

: 1428149-51-2
6'-bromo-2,3,3',4',5,6-hexahydro-1'H-spiro[pyran-4,2'-quinazoline]

Conditions

Conditions	Yield
In chloroform at 60℃; for 24h;	100%

: 29943-42-8
Tetrahydro-4H-pyran-4-one

: 766-98-3
1-ethynyl-4-fluorobenzene

: 1435770-32-3
4-((4-fluorophenyl)ethynyl)tetrahydro-2H-pyran-4-ol

Conditions

Conditions	Yield
Stage #1: 1-ethynyl-4-fluorobenzene With n-butyllithium In tetrahydrofuran; hexane at 20℃; for 0.0833333h; Stage #2: With lithium bromide In tetrahydrofuran; hexane at 20℃; for 0.5h; Stage #3: Tetrahydro-4H-pyran-4-one In tetrahydrofuran; hexane at -78 - 20℃; for 0.666667h;	100%

: 29943-42-8
Tetrahydro-4H-pyran-4-one

: 766-82-5
1-ethynyl-3-methyl-benzene

: 1435770-36-7
4-(m-tolylethynyl)tetrahydro-2H-pyran-4-ol

Conditions

Conditions	Yield
Stage #1: 1-ethynyl-3-methyl-benzene With n-butyllithium In tetrahydrofuran; hexane at 20℃; for 0.0833333h; Stage #2: With lithium bromide In tetrahydrofuran; hexane at 20℃; for 0.5h; Stage #3: Tetrahydro-4H-pyran-4-one In tetrahydrofuran; hexane at -78 - 20℃; for 0.666667h;	100%

: 29943-42-8
Tetrahydro-4H-pyran-4-one

: 1950-68-1
4-methoxybenzenesulfonyl hydrazide

: 1510865-60-7
4-methoxy-N'-(tetrahydro-4H-pyran-4-ylidene)benzenesulfonohydrazide

Conditions

Conditions	Yield
In methanol at 20℃; Schlenk technique;	100%

: 29943-42-8
Tetrahydro-4H-pyran-4-one

: 766-97-2
4-n-methylphenylacetylene

: 4-(p-tolylethynyl)tetrahydro-2H-pyran-4-ol

Conditions

Conditions	Yield
Stage #1: 4-n-methylphenylacetylene With n-butyllithium In tetrahydrofuran; hexane at 20℃; Stage #2: With lithium bromide In tetrahydrofuran; hexane at 20℃; for 0.5h; Stage #3: Tetrahydro-4H-pyran-4-one In tetrahydrofuran; hexane at -78 - 20℃;	100%

: 29943-42-8
Tetrahydro-4H-pyran-4-one

: C33H41N3O4

: C38H49N3O5

Conditions

Conditions	Yield
With methanol; sodium cyanoborohydride; acetic acid In formic acid	100%

: 29943-42-8
Tetrahydro-4H-pyran-4-one

: 68076-36-8
1-amino-4-[(tert-butyloxycarbonyl)amino]butane

: 108-24-7
acetic anhydride

: tert-butyl (4-(N-(tetrahydro-2H-pyran-4-yl)acetamido)butyl)carbamate

Conditions

Conditions	Yield
Stage #1: Tetrahydro-4H-pyran-4-one; 1-amino-4-[(tert-butyloxycarbonyl)amino]butane With sodium tris(acetoxy)borohydride In dichloromethane Molecular sieve; Reflux; Stage #2: acetic anhydride With triethylamine In dichloromethane at 20℃;	100%
Stage #1: 1-amino-4-[(tert-butyloxycarbonyl)amino]butane With sodium tris(acetoxy)borohydride In dichloromethane at 20 - 40℃; for 0.166667h; Molecular sieve; Stage #2: Tetrahydro-4H-pyran-4-one In dichloromethane Reflux; Stage #3: acetic anhydride With triethylamine at 20℃;	100%

...Expand

: 29943-42-8
Tetrahydro-4H-pyran-4-one

: 1458-98-6
2-methyl-3-bromo-1-propene

: 1423078-73-2
C9H16O2

Conditions

Conditions	Yield
With ammonium acetate; zinc In tetrahydrofuran at 0℃; for 0.166667h; Inert atmosphere;	100%

: 29943-42-8
Tetrahydro-4H-pyran-4-one

: 16182-15-3
2,4,6-trimethylbenzenesulfonohydrazide

: 2,4,6-trimethyl-N'-(tetrahydro-4H-pyran-4-ylidene)benzenesulfonohydrazide

Conditions

Conditions	Yield
In methanol at 20℃;	100%

: 29943-42-8
Tetrahydro-4H-pyran-4-one

: 91-00-9
Benzhydrylamine

: 625126-73-0
N-(Diphenylmethyl)tetrahydro-2H-pyran-4-amine

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride In dichloromethane at 20℃;	99.9%
With sodium tris(acetoxy)borohydride In dichloromethane at 20℃; Molecular sieve (4A, powder);	99.9%

: 29943-42-8
Tetrahydro-4H-pyran-4-one

: 138730-81-1
5-[(tert-Butyloxycarbonyl)amino]indole-2-carboxylic Acid

: tert-butyl N-{1-oxo-1H-spiro[[1,3]oxazolo[3,4-a]indole-3,4'-oxan]-7-yl}carbamate

Conditions

Conditions	Yield
Stage #1: 5-[(tert-Butyloxycarbonyl)amino]indole-2-carboxylic Acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 0℃; for 1.5h; Cooling with ice; Stage #2: Tetrahydro-4H-pyran-4-one With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 20℃; for 3h; Cooling with ice;	99.5%

: 29943-42-8
Tetrahydro-4H-pyran-4-one

: 2081-44-9
Tetrahydro-pyran-4-ol

Conditions

Conditions	Yield
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%

: 29943-42-8
Tetrahydro-4H-pyran-4-one

: 115276-75-0, 124156-21-4, 120419-96-7
ethyl (E)-2-(p-methoxyphenylimino)acetate

: ethyl 2-(p-methoxyphenylamino)-2-(4’-oxotetrahydropyran-3’-yl)acetate

Conditions

Conditions	Yield
With (S)-3-(nonafluorobutylsulfonamido)pyrrolidine In tetrahydrofuran at 20℃; for 2h; Mannich reaction;	99%
With (R)-3-amino-3-phenylpropanoic acid; sea water In dimethyl sulfoxide at 20℃; for 16h;	27%
With pyrrolidinium 2,2,2-trifluoroacetate In dichloromethane

: 29943-42-8
Tetrahydro-4H-pyran-4-one

: 2835-77-0
(2-aminophenyl)(phenyl)methanone

: 17517-75-8
10-phenyl-3,4-dihydro-1H-pyrano[4,3-b]quinoline

Conditions

Conditions	Yield
With acetic acid at 160℃; for 0.0833333h; Friedlaender Quinoline Synthesis; Microwave irradiation;	99%
With magnesium chloride hexahydrate; toluene-4-sulfonic acid In acetonitrile at 50℃; for 0.666667h; Friedlaender synthesis;	94%
With lithium bromide In acetonitrile at 50℃; for 1.5h; Friedlaender heteroannulation;	80%

: 29943-42-8
Tetrahydro-4H-pyran-4-one

: 1099-45-2
ethyl (triphenylphosphoranylidene)acetate

: 130312-00-4
ethyl tetrahydro-4H-pyran-4-ylideneacetate

Conditions

Conditions	Yield
In acetonitrile at 0 - 90℃; for 48h;	99%
In acetonitrile at 85 - 90℃; for 48h;	99%
In toluene Reflux;	79%

: 29943-42-8
Tetrahydro-4H-pyran-4-one

: 61-54-1
tryptamine

: 107-93-7
(E)-but-2-enoic acid

: 119072-55-8, 7188-38-7
tert-butylisonitrile

: 4-{but-2-enoyl-[2-(1H-indol-3-yl)ethyl]amino}tetrahydropyran-4-carboxylic acid tert-butylamide

Conditions

Conditions	Yield
In methanol at 20℃; for 18h; Ugi reaction;	99%

...Expand

: 29943-42-8
Tetrahydro-4H-pyran-4-one

: 555-16-8
4-nitrobenzaldehdye

: (S)-3-((R)-hydroxy(4-nitrophenyl)methyl)-tetrahydropyran-4-one

Conditions

Conditions	Yield
Stage #1: Tetrahydro-4H-pyran-4-one With (S)-N-[(R)-2,3-dihydro-1H-inden-1-yl]pyrrolidine-2-carbothioamide at 20℃; neat (no solvent); Stage #2: 4-nitrobenzaldehdye at 0℃; for 24h; neat (no solvent); optical yield given as %ee; enantioselective reaction;	99%
With (S)-N-[(R)-2,3-dihydro-1H-inden-1-yl]pyrrolidine-2-carbothioamide at 0℃; for 24h; Aldol condensation; optical yield given as %ee; enantioselective reaction;	99%
With (S)-2-amino-N-(pyrene-1-yl)-3,3 dimethylbutanamide In water at 20℃; for 48h; Inert atmosphere; stereoselective reaction;	99%

Tetrahydro-4H-pyran-4-one Specification

1. Introduction of Tetrahydro-4H-pyran-4-one

The Tetrahydro-4H-pyran-4-one is oxan-4-one,with the CAS registry number 29943-42-8, is a kind of colorless to light yellow liquid. It is also named as 2H-3,5,6-Trihydropyran-4-one. The product's categories are Oxygen Cyclic Compounds; Blocks; Heterocycles; Heterocycles Series; Carbonyl Compounds; Pyrans, Piperidines & Piperazines; Ketone; Pyrans, Piperidines & Piperazines. Tetrahydro-4H-pyran-4-one should be stored in shady and cool warehouse.

2.Properties of Tetrahydro-4H-pyran-4-one

(1)EINECS: 249-967-2; (2)ACD/LogP: -0.78; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): -0.78; (5)ACD/LogD (pH 7.4): -0.78; (6)ACD/BCF (pH 5.5): 1; (7)ACD/BCF (pH 7.4): 1; (8)ACD/KOC (pH 5.5): 8.93; (9)ACD/KOC (pH 7.4): 8.93; (10)#H bond acceptors: 2; (11)#H bond donors: 0; (12)#Freely Rotating Bonds: 0; (13)Index of Refraction: 1.44; (14)Molar Refractivity: 24.79 cm³; (15)Molar Volume: 93.9 cm³; (16)Surface Tension: 33.4 dyne/cm; (17)Density: 1.065 g/cm³; (18)Flash Point: 63.6 °C; (19)Enthalpy of Vaporization: 40.4 kJ/mol; (20)Boiling Point: 167.5 °C at 760 mmHg; (21)Vapour Pressure: 1.69 mmHg at 25 °C.

3. Structure descriptors of Tetrahydro-4H-pyran-4-one

(1)SMILES: O=C1CCOCC1
(2)InChI: InChI=1/C5H8O2/c6-5-1-3-7-4-2-5/h1-4H2
(3)InChIKey: JMJRYTGVHCAYCT-UHFFFAOYAG
(4)Std. InChI: InChI=1S/C5H8O2/c6-5-1-3-7-4-2-5/h1-4H2
(5)Std. InChIKey: JMJRYTGVHCAYCT-UHFFFAOYSA-N

4. Safety information of Tetrahydro-4H-pyran-4-one

Tetrahydro-4H-pyran-4-one is flammable. It is also irritating to eyes, respiratory system and skin. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. Moreover, please avoid contact with skin and eyes. And you should wear suitable protective clothing.

5. Preparation of Tetrahydro-4H-pyran-4-one

Tetrahydro-4H-pyran-4-one can be prepared by Tetrahydro-pyran-4-ol.

This reaction needs Fluorine and Acetonitrile. The yield is 90 %.

6. Uses of Tetrahydro-4H-pyran-4-one

Tetrahydro-4H-pyran-4-one can react with Morpholine to get 4-(3,6-Dihydro-2H-pyran-4-yl)-morpholine.

This reaction needs Toluene by heating for 6 hours. The yield is 84.5 %.

Product Name

Tetrahydro-4H-pyran-4-one

Synthetic route

Tetrahydro-4H-pyran-4-one Specification

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