Product Name

  • Name

    2,5-Dihydro-2,5-dimethoxyfuran

  • EINECS 206-367-5
  • CAS No. 332-77-4
  • Article Data26
  • CAS DataBase
  • Density 1.06 g/cm3
  • Solubility
  • Melting Point < -40°C
  • Formula C6H10O3
  • Boiling Point 161 °C at 760 mmHg
  • Molecular Weight 130.144
  • Flash Point 47.2 °C
  • Transport Information UN 1993
  • Appearance Colorless to light yellow liquid
  • Safety 16-29-33
  • Risk Codes 10
  • Molecular Structure Molecular Structure of 332-77-4 (2,5-Dihydro-2,5-dimethoxyfuran)
  • Hazard Symbols R10:;
  • Synonyms 2,5-Dihydro-2,5-dimethoxyfuran;2,5-Dimethoxy-2,5-dihydrofuran;NSC 43243;
  • PSA 27.69000
  • LogP 0.51780

Synthetic route

furan
110-00-9

furan

methanol
67-56-1

methanol

2,5-dihydro-2,5-dimethoxyfuran
332-77-4

2,5-dihydro-2,5-dimethoxyfuran

Conditions
ConditionsYield
With ammonium bromide at -22℃; for 7.5h; Electrochemical reaction;85%
With triethylmethylammonium chloride; sodium carbonate at -5 - 5℃; for 10h;85.3%
With tris(2,2'-bipyridyl)ruthenium dichloride at 20℃; under 760.051 Torr; Reagent/catalyst; Irradiation;82%
methanol
67-56-1

methanol

2,5-dihydro-2,5-dimethoxyfuran
332-77-4

2,5-dihydro-2,5-dimethoxyfuran

Conditions
ConditionsYield
Stage #1: methanol; 1,4-butenediol With tributylmethylammonium methanesulfonate; phosphoric acid at 22℃; for 19h; Electrolysis;
Stage #2: With sodium methylate In methanol pH=8 - 9;
46%
furan
110-00-9

furan

methanol
67-56-1

methanol

potassium acetate
127-08-2

potassium acetate

A

2,5-dihydro-2,5-dimethoxyfuran
332-77-4

2,5-dihydro-2,5-dimethoxyfuran

B

2-Acetoxy-5-methoxy-2,5-dihydro-furan
859303-52-9

2-Acetoxy-5-methoxy-2,5-dihydro-furan

Conditions
ConditionsYield
With bromine
furan
110-00-9

furan

methanol
67-56-1

methanol

bromine
7726-95-6

bromine

potassium acetate
127-08-2

potassium acetate

A

2,5-dihydro-2,5-dimethoxyfuran
332-77-4

2,5-dihydro-2,5-dimethoxyfuran

B

2-Acetoxy-5-methoxy-2,5-dihydro-furan
859303-52-9

2-Acetoxy-5-methoxy-2,5-dihydro-furan

furan
110-00-9

furan

methanol
67-56-1

methanol

ammonium bromide

ammonium bromide

A

2,5-dihydro-2,5-dimethoxyfuran
332-77-4

2,5-dihydro-2,5-dimethoxyfuran

B

1,1,4,4-tetramethoxy-2-butene
5370-08-1

1,1,4,4-tetramethoxy-2-butene

Conditions
ConditionsYield
Electrolysis;
2,5-dihydro-2,5-dimethoxyfuran
332-77-4

2,5-dihydro-2,5-dimethoxyfuran

3-(2-hydroxyphenyl)-3-oxopropanoate ethyl ester
23008-77-7

3-(2-hydroxyphenyl)-3-oxopropanoate ethyl ester

ethyl 2-(furan-2-yl)-3-(2-hydroxyphenyl)-3-oxopropanoate

ethyl 2-(furan-2-yl)-3-(2-hydroxyphenyl)-3-oxopropanoate

Conditions
ConditionsYield
With K10 Montmorillonite Clay In neat (no solvent) at 80℃; for 2h; Catalytic behavior; Solvent; Temperature; Green chemistry;96%
2,5-dihydro-2,5-dimethoxyfuran
332-77-4

2,5-dihydro-2,5-dimethoxyfuran

(Carboxy-methoxy-methoxy)-methoxy-acetic acid

(Carboxy-methoxy-methoxy)-methoxy-acetic acid

Conditions
ConditionsYield
With potassium permanganate In potassium hydroxide for 2h;95%
2,5-dihydro-2,5-dimethoxyfuran
332-77-4

2,5-dihydro-2,5-dimethoxyfuran

acrolein
107-02-8

acrolein

Conditions
ConditionsYield
With potassium permanganate In potassium hydroxide for 2.5h;95%
2,5-dihydro-2,5-dimethoxyfuran
332-77-4

2,5-dihydro-2,5-dimethoxyfuran

ethyl 4-methoxybenzoylacetate
2881-83-6

ethyl 4-methoxybenzoylacetate

2-furan-2-yl-3-(4-methoxy-phenyl)-3-oxo-propionic acid ethyl ester
719311-02-1

2-furan-2-yl-3-(4-methoxy-phenyl)-3-oxo-propionic acid ethyl ester

Conditions
ConditionsYield
With zinc(II) chloride at 80℃;95%
2,5-dihydro-2,5-dimethoxyfuran
332-77-4

2,5-dihydro-2,5-dimethoxyfuran

methyl 6,7-dimethoxy-1-oxo-1,2,3,4-tetrahydronaphthalene-2-carboxylate
57595-95-6

methyl 6,7-dimethoxy-1-oxo-1,2,3,4-tetrahydronaphthalene-2-carboxylate

carbomethoxy-2 (furyl-2)-2 dimethoxy-6,7 dihydro-3,4 naphtalenone-1
116672-79-8

carbomethoxy-2 (furyl-2)-2 dimethoxy-6,7 dihydro-3,4 naphtalenone-1

Conditions
ConditionsYield
With zinc(II) chloride In tetrahydrofuran; acetic acid for 1h; Heating;94%
With acetic acid; zinc(II) chloride In tetrahydrofuran Heating;90%
2,5-dihydro-2,5-dimethoxyfuran
332-77-4

2,5-dihydro-2,5-dimethoxyfuran

diethyl malonate
105-53-3

diethyl malonate

α-(furan-2-yl) diethyl malonate
40572-09-6

α-(furan-2-yl) diethyl malonate

Conditions
ConditionsYield
Zinc chloride In water; acetic acid94%
methanol
67-56-1

methanol

2,5-dihydro-2,5-dimethoxyfuran
332-77-4

2,5-dihydro-2,5-dimethoxyfuran

C11H17NO4

C11H17NO4

Conditions
ConditionsYield
Stage #1: 2,5-dihydro-2,5-dimethoxyfuran; methyl (S)-allylglycinate With hydrogenchloride
Stage #2: methanol With sulfuric acid for 3h; Heating; Further stages.;
93%
2,5-dihydro-2,5-dimethoxyfuran
332-77-4

2,5-dihydro-2,5-dimethoxyfuran

ethyl 3-(2-hydroxy-4,5-dimethoxyphenyl)-3-oxopropanoate

ethyl 3-(2-hydroxy-4,5-dimethoxyphenyl)-3-oxopropanoate

3-(furan-2-yl)-4-hydroxy-6,7-dimethoxy-2H-chromen-2-one

3-(furan-2-yl)-4-hydroxy-6,7-dimethoxy-2H-chromen-2-one

Conditions
ConditionsYield
Stage #1: 2,5-dihydro-2,5-dimethoxyfuran; ethyl 3-(2-hydroxy-4,5-dimethoxyphenyl)-3-oxopropanoate at 80℃; for 1h;
Stage #2: With sodium hydroxide In ethanol Temperature; Reflux;
93%
2,5-dihydro-2,5-dimethoxyfuran
332-77-4

2,5-dihydro-2,5-dimethoxyfuran

2-(3,4-dimethoxyphenyl)-ethylamine
120-20-7

2-(3,4-dimethoxyphenyl)-ethylamine

(+/-)-8,9-dimethoxy-1,5,6,10b-tetrahydro-2H-pyrrolo[2,1-a]isoquinolin-3-one
33545-52-7

(+/-)-8,9-dimethoxy-1,5,6,10b-tetrahydro-2H-pyrrolo[2,1-a]isoquinolin-3-one

Conditions
ConditionsYield
With 1,2,3-Benzotriazole In acetic acid for 24h; Heating;92%
With acetic acid Heating;53%
2,5-dihydro-2,5-dimethoxyfuran
332-77-4

2,5-dihydro-2,5-dimethoxyfuran

5-chloro-1H-indole
17422-32-1

5-chloro-1H-indole

C20H12Cl2N2

C20H12Cl2N2

Conditions
ConditionsYield
With 3-(1,1-dioxido-4-(3-(3-(3-sulfopropyl)-1H-imidazol-3-ium-1-yl)propyl)thiomorpholino-4-ium)propane-1-sulfonate trifluoromethanesulfonate In acetic acid butyl ester at 80℃; for 2h;92%
methanol
67-56-1

methanol

2,5-dihydro-2,5-dimethoxyfuran
332-77-4

2,5-dihydro-2,5-dimethoxyfuran

potassium methanolate
865-33-8

potassium methanolate

trimethyl orthoformate
149-73-5

trimethyl orthoformate

A

Methyl formate
107-31-3

Methyl formate

B

1,1,4,4-tetramethoxy-2-butene
5370-08-1

1,1,4,4-tetramethoxy-2-butene

Conditions
ConditionsYield
Stage #1: methanol; 2,5-dihydro-2,5-dimethoxyfuran; trimethyl orthoformate; toluene-4-sulfonic acid under 760.051 Torr;
Stage #2: potassium methanolate With Pluriol E400 at 100 - 130℃; Product distribution / selectivity;
A n/a
B 91.3%
2,5-dihydro-2,5-dimethoxyfuran
332-77-4

2,5-dihydro-2,5-dimethoxyfuran

ethyl 3-(2-hydroxy-4,6-dimethoxyphenyl)-3-oxopropanoate

ethyl 3-(2-hydroxy-4,6-dimethoxyphenyl)-3-oxopropanoate

3-(furan-2-yl)-4-hydroxy-5,7-dimethoxy-2H-chromen-2-one

3-(furan-2-yl)-4-hydroxy-5,7-dimethoxy-2H-chromen-2-one

Conditions
ConditionsYield
Stage #1: 2,5-dihydro-2,5-dimethoxyfuran; ethyl 3-(2-hydroxy-4,6-dimethoxyphenyl)-3-oxopropanoate at 80℃; for 1h;
Stage #2: With sodium hydroxide In ethanol Temperature; Reflux;
91%
1-methylindole
603-76-9

1-methylindole

2,5-dihydro-2,5-dimethoxyfuran
332-77-4

2,5-dihydro-2,5-dimethoxyfuran

C22H18N2

C22H18N2

Conditions
ConditionsYield
With 3-(1,1-dioxido-4-(3-(3-(3-sulfopropyl)-1H-imidazol-3-ium-1-yl)propyl)thiomorpholino-4-ium)propane-1-sulfonate trifluoromethanesulfonate In acetic acid butyl ester at 80℃; for 2h; Catalytic behavior; Reagent/catalyst; Solvent;91%
methanol
67-56-1

methanol

2,5-dihydro-2,5-dimethoxyfuran
332-77-4

2,5-dihydro-2,5-dimethoxyfuran

methyl 4,4-dimethoxybutanoate
4220-66-0

methyl 4,4-dimethoxybutanoate

Conditions
ConditionsYield
(carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II) at 150℃; for 12h;90%
2,5-dihydro-2,5-dimethoxyfuran
332-77-4

2,5-dihydro-2,5-dimethoxyfuran

methyl 6-methoxy-1-oxo-1,2,3,4-tetrahydronaphthalene-2-carboxylate
40153-87-5

methyl 6-methoxy-1-oxo-1,2,3,4-tetrahydronaphthalene-2-carboxylate

carbomethoxy-2 (furyl-2)-2 methoxy-6 dihydro-3,4 naphtalenone-1
116672-78-7

carbomethoxy-2 (furyl-2)-2 methoxy-6 dihydro-3,4 naphtalenone-1

Conditions
ConditionsYield
With acetic acid; zinc(II) chloride In tetrahydrofuran Heating;90%
With zinc(II) chloride In tetrahydrofuran; acetic acid for 1h; Heating;84%
2,5-dihydro-2,5-dimethoxyfuran
332-77-4

2,5-dihydro-2,5-dimethoxyfuran

methyl 1-oxo-1,2,3,4-tetrahydronaphthalene-2-carboxylate
7442-52-6, 125117-36-4

methyl 1-oxo-1,2,3,4-tetrahydronaphthalene-2-carboxylate

carbomethoxy-2 (furyl-2)-2 dihydro-3,4 naphtalenone-1
116672-77-6

carbomethoxy-2 (furyl-2)-2 dihydro-3,4 naphtalenone-1

Conditions
ConditionsYield
With acetic acid; zinc(II) chloride In tetrahydrofuran Heating;90%
With zinc(II) chloride In tetrahydrofuran; acetic acid for 1h; Heating;88%
2,5-dihydro-2,5-dimethoxyfuran
332-77-4

2,5-dihydro-2,5-dimethoxyfuran

ethyl vinyl ether
109-92-2

ethyl vinyl ether

2-furylacetaldehyde diethyl acetal

2-furylacetaldehyde diethyl acetal

Conditions
ConditionsYield
With magnesium bromide In diethyl ether at 20℃; for 0.25h; Product distribution; Further Variations:; Reaction partners; reaction times;90%
2,5-dihydro-2,5-dimethoxyfuran
332-77-4

2,5-dihydro-2,5-dimethoxyfuran

2-Benzofuranpropionic acid-β-oxo-ethylester
78917-44-9

2-Benzofuranpropionic acid-β-oxo-ethylester

ethyl 3-(benzofuran-2-yl)-2-(furan-2-yl)-3-oxopropanoate

ethyl 3-(benzofuran-2-yl)-2-(furan-2-yl)-3-oxopropanoate

Conditions
ConditionsYield
With K10 montmorillonite clay In hexane at 80℃; for 3h;90%
2,5-dihydro-2,5-dimethoxyfuran
332-77-4

2,5-dihydro-2,5-dimethoxyfuran

ethyl 3-(2-hydroxy-6-methoxyphenyl)-3-oxopropanoate

ethyl 3-(2-hydroxy-6-methoxyphenyl)-3-oxopropanoate

3-(furan-2-yl)-4-hydroxy-5-methoxy-2H-chromen-2-one

3-(furan-2-yl)-4-hydroxy-5-methoxy-2H-chromen-2-one

Conditions
ConditionsYield
Stage #1: 2,5-dihydro-2,5-dimethoxyfuran; ethyl 3-(2-hydroxy-6-methoxyphenyl)-3-oxopropanoate at 80℃; for 1h;
Stage #2: With sodium hydroxide In ethanol Temperature; Reflux;
90%
2,5-dihydro-2,5-dimethoxyfuran
332-77-4

2,5-dihydro-2,5-dimethoxyfuran

N-Ethylindole
10604-59-8

N-Ethylindole

C24H22N2

C24H22N2

Conditions
ConditionsYield
With 3-(1,1-dioxido-4-(3-(3-(3-sulfopropyl)-1H-imidazol-3-ium-1-yl)propyl)thiomorpholino-4-ium)propane-1-sulfonate trifluoromethanesulfonate In acetic acid butyl ester at 80℃; for 2h;90%
2,5-dihydro-2,5-dimethoxyfuran
332-77-4

2,5-dihydro-2,5-dimethoxyfuran

N-butylindole
22014-99-9

N-butylindole

C28H30N2

C28H30N2

Conditions
ConditionsYield
With 3-(1,1-dioxido-4-(3-(3-(3-sulfopropyl)-1H-imidazol-3-ium-1-yl)propyl)thiomorpholino-4-ium)propane-1-sulfonate trifluoromethanesulfonate In acetic acid butyl ester at 80℃; for 2h;90%

2,5-Dihydro-2,5-dimethoxyfuran Specification

The Furan,2,5-dihydro-2,5-dimethoxy-, with CAS registry number 332-77-4, belongs to the following product categories: (1)Aromatic Hydrocarbons (substituted) & Derivatives; (2)Furan&Benzofuran; (3)Furans; (4)Pharmaceutical. It has the systematic name of 2,5-dimethoxy-2,5-dihydrofuran. This chemical is a kind of colorless to light yellow liquid. This chemical is used as the intermediate of Atropine Sulfate. What's more, its EINECS is 206-367-5.

Physical properties of Furan,2,5-dihydro-2,5-dimethoxy-: (1)ACD/LogP: -1.00; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1; (4)ACD/LogD (pH 7.4): -1; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 6.78; (8)ACD/KOC (pH 7.4): 6.78; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 27.69 Å2; (13)Index of Refraction: 1.448; (14)Molar Refractivity: 32.86 cm3; (15)Molar Volume: 122.7 cm3; (16)Polarizability: 13.02×10-24cm3; (17)Surface Tension: 29.1 dyne/cm; (18)Density: 1.06 g/cm3; (19)Flash Point: 47.2 °C; (20)Enthalpy of Vaporization: 38.12 kJ/mol; (21)Boiling Point: 161 °C at 760 mmHg; (22)Vapour Pressure: 3.02 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
The Furan,2,5-dihydro-2,5-dimethoxy- is flammable, so keep it away from sources of ignition. You should not empty it into drains. And you should take precautionary measures against static discharges.

You can still convert the following datas into molecular structure:
(1)SMILES: O(C)C/1OC(OC)\C=C\1
(2)InChI: InChI=1/C6H10O3/c1-7-5-3-4-6(8-2)9-5/h3-6H,1-2H3
(3)InChIKey: WXFWXFIWDGJRSC-UHFFFAOYAI
(4)Std. InChI: InChI=1S/C6H10O3/c1-7-5-3-4-6(8-2)9-5/h3-6H,1-2H3
(5)Std. InChIKey: WXFWXFIWDGJRSC-UHFFFAOYSA-N

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