2-Methoxy-3,4-dihydro-2H-pyran supplier

Name
3,4-DIHYDRO-2-METHOXY-2H-PYRAN
EINECS 224-698-3
CAS No. 4454-05-1
Density 0.987 g/cm³
Solubility
Melting Point
Formula C₆H₁₀O₂
Boiling Point 149.348 °C at 760 mmHg
Molecular Weight 114.144
Flash Point 16.667 °C
Transport Information
Appearance clear colourless to yellow liquid
Safety 9-33-16-36-26
Risk Codes 22-11-36-20-10
Molecular Structure
Hazard Symbols Xn,F
Synonyms 2,3-Dihydro-2-methoxy-4H-pyran;2-Methoxy-2,3-dihydro-4H-pyran;2-Methoxy-3,4-dihydropyran;2H-2-Methoxy-3,4-dihydropyran;3,4-Dihydro-2-methoxy-2H-pyran;NSC 44974;
PSA 18.46000
LogP 1.28300

Synthetic route

: 107-25-5
methoxyethene

: 107-02-8
acrolein

: 4454-05-1
2-methoxy-3,4-dihydro-2H-pyran

Conditions

Conditions	Yield
With 2,6-di-tert-butyl-4-methyl-phenol at 135℃; under 22502.3 Torr; for 12h; Product distribution / selectivity;	92%
With 2,6-di-tert-butyl-4-methyl-phenol at 135℃; for 12h; Product distribution / selectivity;	77%
With hydroquinone
at 135℃;

: 107-25-5
methoxyethene

: 123-31-9
hydroquinone

: 107-02-8
acrolein

: 4454-05-1
2-methoxy-3,4-dihydro-2H-pyran

Conditions

Conditions	Yield
at 135℃;
at 180℃;

...Expand

: 107-25-5
methoxyethene

: 107-02-8
acrolein

A: 4454-05-1
2-methoxy-3,4-dihydro-2H-pyran

B: 2-Methoxy-3,4,4a,8a-tetrahydro-2H,5H-pyrano[2,3-b]pyran

Conditions

Conditions	Yield
at 180℃;

...Expand

: 67-56-1
methanol

: 142-29-0
cyclopentene

A: 4454-05-1
2-methoxy-3,4-dihydro-2H-pyran

B: 6026-86-4
methyl 4-formylbutanoate

C: 23068-91-9
methyl 5,5-dimethoxyvalerate

D: 1119-40-0
Dimethyl glutarate

E: 4454-02-8
1,1,5,5-tetramethoxy-pentane

F: 111-30-8
Glutaraldehyde

G cis- and trans-2,6-dimethoxytetrahydropyran, CH3Cl: cis- and trans-2,6-dimethoxytetrahydropyran, CH3Cl

Conditions

Conditions	Yield
With hydrogenchloride; ozone Product distribution; Mechanism; -78 deg to r.t.;	A n/a B 2 % Chromat. C 46 % Chromat. D 23 % Chromat. E 27 % Chromat. F 1 % Chromat. G n/a

...Expand

: 4454-05-1
2-methoxy-3,4-dihydro-2H-pyran

: 407-25-0
trifluoroacetic anhydride

: 220370-51-4
2,2,2-trifluoro-1-(2-methoxy-3,4-dihydro-2H-5-pyranyl)-2,2,2-trifluoro-1-ethanone

Conditions

Conditions	Yield
With pyridine In chloroform for 18h; Ambient temperature;	100%
With pyridine In dichloromethane at 0 - 20℃; for 16h; Inert atmosphere;	80%
With pyridine In chloroform at 0 - 25℃; for 16h;

: 4454-05-1
2-methoxy-3,4-dihydro-2H-pyran

: 6581-66-4
2-methoxytetrahydropyran

Conditions

Conditions	Yield
With hydrogen; palladium on activated carbon at 20℃; under 6000.6 - 15001.5 Torr; for 1.5h; Product distribution / selectivity;	96%

: 4454-05-1
2-methoxy-3,4-dihydro-2H-pyran

: 111-30-8
Glutaraldehyde

Conditions

Conditions	Yield
With sodium dihydrogenphosphate In water at 20 - 92℃; under 150.015 Torr; Temperature; Large scale;	95.4%
With cation-exchange resin KU-2 and KU-2-8 In water at 20 - 30℃;	40%
With water at 150℃;

: 4454-05-1
2-methoxy-3,4-dihydro-2H-pyran

: 67-56-1
methanol

: 4454-02-8
1,1,5,5-tetramethoxy-pentane

Conditions

Conditions	Yield
With hydrogenchloride at -10℃; for 1.5h;	91%
With hydrogenchloride

: 4454-05-1
2-methoxy-3,4-dihydro-2H-pyran

: 106-95-6
allyl bromide

: 111512-38-0
4,8-dihydroxy-1,10-undecanediene

Conditions

Conditions	Yield
With tin; water at 20℃;	89%

: 4454-05-1
2-methoxy-3,4-dihydro-2H-pyran

: 119-53-9
2-hydroxy-2-phenylacetophenone

: benzoin 2-methoxy-tetrahydropyranyl ether

Conditions

Conditions	Yield
In benzene	87.4%

: 4454-05-1
2-methoxy-3,4-dihydro-2H-pyran

: 1460-08-8
2-diazocyclohexane-1,3-dione

: 2,3,4,4a,7,8-Hexahydro-6H-2-methoxy-1,9-dioxacyclohexainden-5-one

Conditions

Conditions	Yield
dirhodium tetraacetate at 85℃; for 2h;	87%

: 4454-05-1
2-methoxy-3,4-dihydro-2H-pyran

: 94935-12-3
(E)-5-methoxypent-4-en-1-ol

Conditions

Conditions	Yield
With sodium tetrahydroborate; thallium(III) nitrate In methanol	85%

: 4454-05-1
2-methoxy-3,4-dihydro-2H-pyran

: 73707-26-3
4-nitrobutyraldehyde

Conditions

Conditions	Yield
Stage #1: 2-methoxy-3,4-dihydro-2H-pyran With nitric acid; acetic anhydride at -30 - 0℃; for 0.5h; Inert atmosphere; Schlenk technique; Stage #2: With pyridine In water at 20℃; for 24h; Inert atmosphere; Schlenk technique;	85%

: 4454-05-1
2-methoxy-3,4-dihydro-2H-pyran

: 28194-32-3
6(R)-methoxy-3(S)-hydroxy-tetrahydro-2H-pyran

Conditions

Conditions	Yield
Stage #1: 2-methoxy-3,4-dihydro-2H-pyran With dimethylsulfide borane complex In tetrahydrofuran at 0 - 23℃; for 24h; Stage #2: With sodium hydroxide; dihydrogen peroxide In tetrahydrofuran at 0 - 23℃; for 48h; Further stages.;	82%
With sodium perborate; borane 1) THF; Multistep reaction;
With sodium hydroxide; dihydrogen peroxide; bis-(1,2-dimethylpropyl)borane 1.) THF, 0 deg C, 48 h, 2.) 55 deg C, 1 h; Yield given. Multistep reaction;
Stage #1: 2-methoxy-3,4-dihydro-2H-pyran With dimethylsulfide borane complex In tetrahydrofuran for 24h; Stage #2: With dihydrogen peroxide; sodium hydroxide for 48h;

: 4454-05-1
2-methoxy-3,4-dihydro-2H-pyran

: 3,4-dihydro-2-methoxyl-5-nitro-2H-pyran

Conditions

Conditions	Yield
Stage #1: 2-methoxy-3,4-dihydro-2H-pyran With nitric acid; acetic anhydride at -30 - 0℃; Inert atmosphere; Stage #2: With triethylamine In dichloromethane at 20℃; Inert atmosphere;	82%

: 4454-05-1
2-methoxy-3,4-dihydro-2H-pyran

: 38330-80-2
monomethyl monopotassium malonate

: 6-Methoxy-2-oxo-hexahydro-furo[2,3-b]pyran-3-carboxylic acid methyl ester

Conditions

Conditions	Yield
With ammonium cerium(IV) nitrate In acetonitrile at 5 - 10℃; for 2h; Irradiation;	81%

: 4454-05-1
2-methoxy-3,4-dihydro-2H-pyran

: 941-55-9
4-toluenesulfonyl azide

: 201230-82-2
carbon monoxide

: 87937-95-9
3,4-dihydro-2-methoxy-N-<(4-methylphenyl)sulfonyl>-2H-pyran-5-carboxamide

Conditions

Conditions	Yield
With palladium diacetate In acetonitrile at 80℃; under 760.051 Torr; for 12h; Schlenk technique;	80%

...Expand

: 4454-05-1
2-methoxy-3,4-dihydro-2H-pyran

: 20212-13-9
1,3-diacetyl-2,3-dihydro-1H-imidazol-2-one

: 78932-05-5
1,3-Diacetyl-5-methoxy-octahydro-4-oxa-1,3-diaza-cyclopenta[3,4]cyclobuta[1,2]benzen-2-one

Conditions

Conditions	Yield
In acetone Ambient temperature; Irradiation;	79%

: 4454-05-1
2-methoxy-3,4-dihydro-2H-pyran

: 1353455-69-2
N-(4-fluorobenzyl)-4-methyl-N-(propa-1,2-dien-1-yl)benzenesulfonamide

: 1353765-04-4
(Z)-N-(4-fluorobenzyl)-N-((3-methoxy-2-oxabicyclo[4.2.0]octan-8-ylidene)methyl)-4-methylbenzenesulfonamide

Conditions

Conditions	Yield
With silver hexafluoroantimonate; 2-(di-tert-butylphosphino)-1,1'-biphenylgold(I) chloride In dichloromethane at 20℃; Inert atmosphere; Molecular sieve;	79%

: 4454-05-1
2-methoxy-3,4-dihydro-2H-pyran

: 20212-13-9
1,3-diacetyl-2,3-dihydro-1H-imidazol-2-one

: 78932-05-5, 87144-30-7, 87144-31-8, 87144-32-9, 87144-33-0, 92936-29-3, 92936-30-6, 92936-31-7, 92936-32-8
9,11-diacetyl-4-methoxy-3-oxa-9,11-diazatricyclo<6.3.0.02.7>undecan-10-one

Conditions

Conditions	Yield
In acetone for 10h; Irradiation;	77%

: 4454-05-1
2-methoxy-3,4-dihydro-2H-pyran

: 6018-41-3
methyl coumalate

: 111393-29-4
methyl 3-(3-oxopropyl)benzoate

Conditions

Conditions	Yield
In toluene at 200℃; for 16h; Inert atmosphere;	77%

: 4454-05-1
2-methoxy-3,4-dihydro-2H-pyran

borane-THF: borane-THF

: 28194-32-3
6(R)-methoxy-3(S)-hydroxy-tetrahydro-2H-pyran

Conditions

Conditions	Yield
With sodium hydroxide; dihydrogen peroxide In tetrahydrofuran	72%

: 4454-05-1
2-methoxy-3,4-dihydro-2H-pyran

: 2166-14-5
1,2,4,5-tetrazine-3,6-dicarboxylic acid dimethyl ester

: 1011300-08-5
C11H12N2O5

Conditions

Conditions	Yield
In 1,4-dioxane at 20℃; for 0.0833333h;	71%

: 4454-05-1
2-methoxy-3,4-dihydro-2H-pyran

: 618-41-7
Benzenesulfinic acid

: 120749-57-7, 120749-58-8
trans-2-(benzenesulphonyl)tetrahydro-6-methoxy-2H-pyran

: 120749-57-7, 120749-58-8
cis-2-(benzenesulphonyl)tetrahydro-6-methoxy-2H-pyran

Conditions

Conditions	Yield
In dichloromethane for 2h; Ambient temperature;	A 66% B 9%

...Expand

: 4454-05-1
2-methoxy-3,4-dihydro-2H-pyran

: 4083-64-1
Tosyl isocyanate

: 87937-95-9
3,4-dihydro-2-methoxy-N-<(4-methylphenyl)sulfonyl>-2H-pyran-5-carboxamide

Conditions

Conditions	Yield
In tetrahydrofuran 1. 3- 5 deg C 2. 48 h, room temperature;	65%

: 4454-05-1
2-methoxy-3,4-dihydro-2H-pyran

: 192136-75-7
3-(p-toluenesulfonyl)-4-vinylideneoxaolidin-2-one

: 8-methoxy-4-(p-toluenesulfonyl)-3,5,5a,7,8,9a-hexahydro-6H-2,9-dioxa-9b-aza-cyclopenta[a]naphthalen-1-one

Conditions

Conditions	Yield
at 80℃; for 6h;	65%

: 4454-05-1
2-methoxy-3,4-dihydro-2H-pyran

: 74476-38-3
triethyl 1,2,4-triazine-3,5,6-tricarboxylate

: triethyl 3-(3'-oxo)propylpyridine-2,5,6-tricarboxylate

Conditions

Conditions	Yield
In chloroform Heating;	61%

: 4454-05-1
2-methoxy-3,4-dihydro-2H-pyran

: 105-45-3
acetoacetic acid methyl ester

: C11H18O5

Conditions

Conditions	Yield
With Amberlyst-15 In neat (no solvent) at 80℃; for 4h; Inert atmosphere; Green chemistry;	60%

: 4454-05-1
2-methoxy-3,4-dihydro-2H-pyran

: 103-71-9
phenyl isocyanate

: (1R,3S,6S)-3-Methoxy-8-phenyl-2-oxa-8-aza-bicyclo[4.2.0]octan-7-one

: (1R,3R,6S)-3-Methoxy-8-phenyl-2-oxa-8-aza-bicyclo[4.2.0]octan-7-one

Conditions

Conditions	Yield
In toluene at 130℃; under 6000480 Torr; for 20h;	A 30% B 59%

...Expand

2-Methoxy-3,4-dihydro-2H-pyran Specification

The 2H-Pyran, 3, 4-dihydro-2-methoxy-, with the CAS registry number of 4454-05-1, is also known as 3, 4-Dihydro-2-methoxy-2H-pyran. Its EINECS registry number is 224-698-3. This chemical's molecular formula is C₆H₁₀O₂ and molecular weight is 114.14. What's more, its IUPAC name is 2-Methoxy-3, 4-dihydro-2H-pyran. In addition, it must be stored in airtight containers and placed in a dry, ventilated place. Meanwhile, it should be avoided contact with light. This chemical's classification codes are Drug/Therapeutic Agent; Skin/Eye Irritant.

Physical properties about 2H-Pyran, 3, 4-dihydro-2-methoxy- are: (1)ACD/LogP: -0.10; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.1; (4)ACD/LogD (pH 7.4): -0.1; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 21.14; (8)ACD/KOC (pH 7.4): 21.14; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 18.46 Å²; (13)Index of Refraction: 1.451; (14)Molar Refractivity: 31.14 cm³; (15)Molar Volume: 115.6 cm³; (16)Surface Tension: 28.4 dyne/cm; (17)Density: 0.98 g/cm³; (18)Flash Point: 16.7 °C; (19)Enthalpy of Vaporization: 37.03 kJ/mol; (20)Boiling Point: 149.3 °C at 760 mmHg; (21)Vapour Pressure: 5.14 mmHg at 25 °C.

Uses: it is used to produce other chemicals. For example, it is used to produce Pentanedial. The reaction needs reagent cation-exchange resin KU-2 and KU-2-8. Meanwhile, it needs solvent H₂O. The reaction temperature is 20-30 °C. The yield is about 40 %.

When you are using this chemical, please be cautious about it as the following:
As a chemical, it is irritating to eyes. In addition, this chemical is harmful if swallowed. During using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: O(C)C1O\C=C/CC1
(2) InChI: InChI=1/C6H10O2/c1-7-6-4-2-3-5-8-6/h3,5-6H,2,4H2,1H3
(3) InChIKey: XCYWUZHUTJDTGS-UHFFFAOYAG

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rabbit	LD50	skin	4920mg/kg (4920mg/kg)	LUNGS, THORAX, OR RESPIRATION: STRUCTURAL OR FUNCTIONAL CHANGE IN TRACHEA OR BRONCHI LUNGS, THORAX, OR RESPIRATION: DYSPNEA SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"	Veterinary and Human Toxicology. Vol. 30, Pg. 545, 1988.
rat	LCLo	inhalation	8044ppm/1H (8044ppm)	SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) LUNGS, THORAX, OR RESPIRATION: PLEURAL EFFUSION	Veterinary and Human Toxicology. Vol. 30, Pg. 545, 1988.
rat	LD50	oral	1410mg/kg (1410mg/kg)	SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	Veterinary and Human Toxicology. Vol. 30, Pg. 545, 1988.

Product Name

3,4-DIHYDRO-2-METHOXY-2H-PYRAN

Synthetic route

2-Methoxy-3,4-dihydro-2H-pyran Specification

Related Products

Hot Products