2,3-Dimethoxy-1,3-butadiene supplier

Name
2,3-Dimethoxy-1,3-butadiene
EINECS
CAS No. 3588-31-6
Article Data11
CAS DataBase
Density 0.877 g/cm³
Solubility
Melting Point 19 °C
Formula C₆H₁₀O₂
Boiling Point 151 °C at 760 mmHg
Molecular Weight 114.144
Flash Point 42.8 °C
Transport Information UN 1993
Appearance
Safety S16;S33
Risk Codes R10
Molecular Structure
Hazard Symbols R10:;
Synonyms 2,3-Dimethoxybuta-1,3-diene;2,3-Dimethoxybutadiene;1,3-butadiene, 2,3-dimethoxy-;
PSA 18.46000
LogP 1.30660

Synthetic route

: 431-03-8
dimethylglyoxal

: 149-73-5
trimethyl orthoformate

: 3588-31-6
2,3-dimethoxy-1,3-butadiene

Conditions

Conditions	Yield
With sulfuric acid In methanol for 12h; Heating;	73%
With sulfuric acid In methanol for 10h; Reflux;	68%
Stage #1: dimethylglyoxal; trimethyl orthoformate With sulfuric acid In methanol for 10h; Reflux; Stage #2: With ammonium dihydrogen phosphate; hydroquinone In methanol at 100 - 110℃;	68%

: 67-56-1
methanol

: 431-03-8
dimethylglyoxal

: 149-73-5
trimethyl orthoformate

: 3588-31-6
2,3-dimethoxy-1,3-butadiene

Conditions

Conditions	Yield
sulfuric acid for 10h; Heating / reflux;	68%

...Expand

: 58313-64-7
meso-1,4-diiodo-2,3-dimethoxy-butane

: 3588-31-6
2,3-dimethoxy-1,3-butadiene

Conditions

Conditions	Yield
With sodium hydroxide; ethoxyethoxyethanol at 200℃;

: 6963-02-6
1,4-diiodo-2,3-dimethoxy-butane

: 3588-31-6
2,3-dimethoxy-1,3-butadiene

Conditions

Conditions	Yield
With sodium hydroxide at 160℃;

: 58313-64-7
meso-1,4-diiodo-2,3-dimethoxy-butane

: 111-90-0
ethoxyethoxyethanol

concentrated NaOH: concentrated NaOH

: 3588-31-6
2,3-dimethoxy-1,3-butadiene

Conditions

Conditions	Yield
at 200℃;

...Expand

: 4143-61-7
diethyl diazodicarboxylate

: 3588-31-6
2,3-dimethoxy-1,3-butadiene

: diethyl 4,5-dimethoxy-1,2,3,6-tetrahydro-1,2-pyridazincarboxylate

Conditions

Conditions	Yield
With lanthanum(lll) triflate at 20℃; for 0.5h; hetero-Diels-Alder reaction;	98%

: 3588-31-6
2,3-dimethoxy-1,3-butadiene

: 1807-68-7
diazodimedone

: 2-methoxy-2-(1-methoxyvinyl)-6,6-dimethyl-3,5,6,7-tetrahydro-2H-benzofuran-4-one

Conditions

Conditions	Yield
With rhodium(II) pivalate at 20℃; for 3h;	98%

: 3588-31-6
2,3-dimethoxy-1,3-butadiene

: 18931-19-6
2-diazo-1H-phenalene-1,3(2H)-dione

: 9-methoxy-9-(1-methoxyvinyl)-8,9-dihydrophenaleno[1,2-b]furan-7-one

Conditions

Conditions	Yield
With rhodium(II) pivalate at 20℃; for 3h;	98%

: 872221-35-7
5-nitro[2.2]paracyclophanepyran-6-one

: 3588-31-6
2,3-dimethoxy-1,3-butadiene

: C25H25NO6

Conditions

Conditions	Yield
With hydroquinone In dichloromethane at 50℃; under 6000600 Torr; for 20h; Diels-Alder reaction;	98%

: 35024-12-5
(4,4-dimethyl-2,6-dioxo-cyclohexyl)-phenyl-iodonium betaine

: 3588-31-6
2,3-dimethoxy-1,3-butadiene

: 2-methoxy-2-(1-methoxyvinyl)-6,6-dimethyl-3,5,6,7-tetrahydro-2H-benzofuran-4-one

Conditions

Conditions	Yield
rhodium(II) pivalate at 20℃; for 12h;	90%

: 3588-31-6
2,3-dimethoxy-1,3-butadiene

: 119579-98-5
selenobenzophenone

: 128632-63-3
3,6-dihydro-4,5-dimethoxy-2,2-diphenyl-2H-selenapyran

Conditions

Conditions	Yield
Ambient temperature;	88%
In toluene for 24h; Ambient temperature; Yield given;

: 3588-31-6
2,3-dimethoxy-1,3-butadiene

: 128632-60-0
2,2,4,4-tetraphenyl-1,3-diselenacyclobutane

: 128632-63-3
3,6-dihydro-4,5-dimethoxy-2,2-diphenyl-2H-selenapyran

Conditions

Conditions	Yield
In toluene for 6h; Ambient temperature;	88%

: 3588-31-6
2,3-dimethoxy-1,3-butadiene

: 152420-82-1
2-((E)-1-Acetyl-2-hydroxy-propenylsulfanyl)-isoindole-1,3-dione

: 5,6-dihydro-3,4-dimethoxy-6,6-diacetyl-2H-thiopyran

Conditions

Conditions	Yield
With pyridine In chloroform Ambient temperature;	88%

: 3588-31-6
2,3-dimethoxy-1,3-butadiene

: 5186-54-9
3-diazobenzopyran-2,4(3H)-dione

: 2-methoxy-2-(1-methoxyvinyl)-2,3-dihydrofuro[3,2-c]chromen-4-one

Conditions

Conditions	Yield
With rhodium(II) pivalate at 60℃; for 3h;	87%

: 3588-31-6
2,3-dimethoxy-1,3-butadiene

: 15112-98-8
1-methylquinolin-2(1H)-one-4-carbaldehyde

: cis-10a-formyl-5,6,6a,7,10,10a-hexahydro-8,9-dimethoxy-5-methylphenanthridin-6-one

Conditions

Conditions	Yield
In o-xylene at 200℃; for 72h; Diels-Alder reaction;	86%

: 10470-83-4
5,8-quinolinedione

: 3588-31-6
2,3-dimethoxy-1,3-butadiene

: 101402-87-3
6,7-dimethoxy-1-azaanthracene-9,10-dione

Conditions

Conditions	Yield
With sodium hydroxide In methanol; dichloromethane for 0.5h; Ambient temperature;	85%

: 3588-31-6
2,3-dimethoxy-1,3-butadiene

: C18H22B2N2O2

: 2-(3,4-dimethoxy-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-3-en-1-yl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine

Conditions

Conditions	Yield
In toluene at 180℃; for 12h; Diels-Alder Cycloaddition; Sealed tube; Inert atmosphere;	85%

: 79-14-1
glycolic Acid

: 3588-31-6
2,3-dimethoxy-1,3-butadiene

: (+/-)-5,6-dimethoxy-5,6-dimethyl-[1,4]dioxane-2-one

Conditions

Conditions	Yield
With triphenylphosphine hydrobromide In dichloromethane at 20℃; for 3h;	83%
With triphenylphosphine hydrobromide In dichloromethane at 20℃; for 3h;	83%
With triphenylphosphine hydrobromide In dichloromethane at 20℃; for 3h;	83%
With triphenylphosphine hydrobromide In dichloromethane at 20℃; for 3h;	83%
With triphenylphosphine hydrobromide In dichloromethane at 20℃; for 3h;	83%

: 3588-31-6
2,3-dimethoxy-1,3-butadiene

: 83575-14-8
2-methoxycarbonyl-1,4-naphthoquinone

: 1452153-42-2
methyl 5-hydroxy-2-methoxy-2-(1-methoxyvinyl)-2,3-dihydronaphtho[1,2-b]furan-4-carboxylate

Conditions

Conditions	Yield
With ammonium cerium (IV) nitrate In acetonitrile at 20℃; for 0.333333h;	81%
With ammonium cerium (IV) nitrate In acetonitrile at 20℃; for 0.333333h;	81%

: 28448-04-6
3-nitrocoumarin

: 3588-31-6
2,3-dimethoxy-1,3-butadiene

: 8,9-dimethoxy-6a-nitro-6a,7,10,10a-tetrahydro-6H-benzo[c]chromen-6-one

Conditions

Conditions	Yield
In 1,2-dichloro-ethane at 90℃; for 6h; Diels-Alder reaction;	80%

: 3588-31-6
2,3-dimethoxy-1,3-butadiene

: 350-46-9
4-Fluoronitrobenzene

: 2-(4-fluorophenyl)-4,5-dimethoxy-3,6-dihydro-2H-[1,2]-oxazine

Conditions

Conditions	Yield
With dichloro bis(acetonitrile) palladium(II); 1,10-Phenanthroline; phenyl formate; triethylamine In acetonitrile at 140℃; for 4h; Diels-Alder Cycloaddition; Inert atmosphere; Sealed tube; Schlenk technique;	79%

: 3588-31-6
2,3-dimethoxy-1,3-butadiene

: [(C5H5)Re(NO)(triphenylphosphite)(SCHC6H5)] hexafluorophosphate

: [(C5H5)Re(NO)(triphenylphosphite)(SC5H5(C6H5)(OCH3)2)] hexafluorophosphate

Conditions

Conditions	Yield
In dichloromethane N2 atmosphere, 20°C; concn. to dryness, recrystn. (CH2Cl2/pentane), 24% de; elem. anal.;	78%

: 3588-31-6
2,3-dimethoxy-1,3-butadiene

: (E)-1,4-Bis-(4-tert-butyl-phenyl)-but-2-ene-1,4-dione

: [6-(4-tert-Butyl-benzoyl)-3,4-dimethoxy-cyclohex-3-enyl]-(4-tert-butyl-phenyl)-methanone

Conditions

Conditions	Yield
	75%

: 3588-31-6
2,3-dimethoxy-1,3-butadiene

: 3,4-dichloro-6-fluoro-2H-chromen-2-one

: 1493784-07-8
2-fluoro-8,9-dimethoxy-6H-benzo[c]chromen-6-one

Conditions

Conditions	Yield
Stage #1: 2,3-dimethoxy-1,3-butadiene; 3,4-dichloro-6-fluoro-2H-chromen-2-one In benzene for 4h; Diels-Alder Cycloaddition; UV-irradiation; Stage #2: With silica gel at 100℃; for 4h; Stage #3: In acetone for 9h; UV-irradiation;	74%
Stage #1: 2,3-dimethoxy-1,3-butadiene; 3,4-dichloro-6-fluoro-2H-chromen-2-one In benzene for 5h; UV-irradiation; Stage #2: With silica gel at 100℃; for 8.5h; Darkness; Stage #3: In acetone for 7h; UV-irradiation;	73.8%

: 3588-31-6
2,3-dimethoxy-1,3-butadiene

: 3,4-dichloro-8-phenyl-2H-chromen-2-one

: 8,9-dimethoxy-4-phenyl-6H-benzo[c]chromen-6-one

Conditions

Conditions	Yield
Stage #1: 2,3-dimethoxy-1,3-butadiene; 3,4-dichloro-8-phenyl-2H-chromen-2-one In benzene for 4h; Diels-Alder Cycloaddition; UV-irradiation; Stage #2: With silica gel at 100℃; for 4h; Stage #3: In acetone for 9h; UV-irradiation;	74%

: 3588-31-6
2,3-dimethoxy-1,3-butadiene

: 56-81-5
glycerol

: (2R*,3R*,6S*)-2,3,6,7-Tetrahydro-3-methoxy-2,3-dimethyl-5H-2,6-epoxy-1,4-dioxepine

Conditions

Conditions	Yield
Stage #1: 2,3-dimethoxy-1,3-butadiene; glycerol With triphenylphosphine hydrobromide In dichloromethane at 20℃; for 24h; Stage #2: With boron trifluoride diethyl etherate In dichloromethane at 20℃;	73%

: 3588-31-6
2,3-dimethoxy-1,3-butadiene

: 152420-82-1
2-((E)-1-Acetyl-2-hydroxy-propenylsulfanyl)-isoindole-1,3-dione

: 1-(4a,7,8,8a-tetrahydro-2-methyl-4a,8a-dimethoxy-7,7-diacetyl-5H-thiopyrano<2,3-c><1,4>oxathiin-3-yl)ethanone

Conditions

Conditions	Yield
With pyridine In chloroform Ambient temperature;	72%

: 3588-31-6
2,3-dimethoxy-1,3-butadiene

: 3,4-dichloro-6-phenyl-2H-chromen-2-one

: 8,9-dimethoxy-2-phenyl-6H-benzo[c]chromen-6-one

Conditions

Conditions	Yield
Stage #1: 2,3-dimethoxy-1,3-butadiene; 3,4-dichloro-6-phenyl-2H-chromen-2-one In benzene for 4h; Diels-Alder Cycloaddition; UV-irradiation; Stage #2: With silica gel at 100℃; for 4h; Stage #3: In acetone for 9h; UV-irradiation;	72%

: 3588-31-6
2,3-dimethoxy-1,3-butadiene

: 339166-89-1
2,2'-(ethene-1,1-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

: 2,2'-(3,4-dimethoxycyclohex-3-ene-1,1-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

Conditions

Conditions	Yield
In toluene at 180℃; for 12h; Diels-Alder Cycloaddition; Sealed tube; Inert atmosphere;	72%

: 3588-31-6
2,3-dimethoxy-1,3-butadiene

: 5196-72-5
3,4,6-trichloro-2H-chromen-2-one

: 2-chloro-8,9-dimethoxy-6H-benzo[c]chromen-6-one

Conditions

Conditions	Yield
Stage #1: 2,3-dimethoxy-1,3-butadiene; 3,4,6-trichloro-2H-chromen-2-one In benzene for 4h; Diels-Alder Cycloaddition; UV-irradiation; Stage #2: With silica gel at 100℃; for 4h; Stage #3: In acetone for 9h; UV-irradiation;	71%

: 3588-31-6
2,3-dimethoxy-1,3-butadiene

: 63795-99-3
6-bromo-3,4-dichloro-2H-chromen-2-one

: 2-bromo-8,9-dimethoxy-6H-benzo[c]chromen-6-one

Conditions

Conditions	Yield
Stage #1: 2,3-dimethoxy-1,3-butadiene; 6-bromo-3,4-dichloro-2H-chromen-2-one In benzene for 4h; Diels-Alder Cycloaddition; UV-irradiation; Stage #2: With silica gel at 100℃; for 4h; Stage #3: In acetone for 9h; UV-irradiation;	71%

: 15736-24-0
3,4-dichloro-6-methyl-2H-chromen-2-one

: 3588-31-6
2,3-dimethoxy-1,3-butadiene

: 129194-48-5
8,9-dimethoxy-2-methyl-6H-benzo[c]chromen-6-one

Conditions

Conditions	Yield
Stage #1: 3,4-dichloro-6-methyl-2H-chromen-2-one; 2,3-dimethoxy-1,3-butadiene In benzene for 4h; Diels-Alder Cycloaddition; UV-irradiation; Stage #2: With silica gel at 100℃; for 4h; Stage #3: In acetone for 9h; UV-irradiation;	71%

: 5117-56-6
3,4-dichloro-2H-chromen-2-one

: 3588-31-6
2,3-dimethoxy-1,3-butadiene

: 8,9-dimethoxy-6H-benzo[b]chromin-6-one

Conditions

Conditions	Yield
Stage #1: 3,4-dichloro-2H-chromen-2-one; 2,3-dimethoxy-1,3-butadiene In benzene for 4h; Diels-Alder Cycloaddition; UV-irradiation; Stage #2: With silica gel at 100℃; for 4h; Stage #3: In acetone for 9h; UV-irradiation;	71%
Stage #1: 3,4-dichloro-2H-chromen-2-one; 2,3-dimethoxy-1,3-butadiene In benzene for 5h; UV-irradiation; Stage #2: With silica gel at 100℃; for 4h; Darkness; Stage #3: In acetone for 5h; UV-irradiation;	52.3%

: 3588-31-6
2,3-dimethoxy-1,3-butadiene

: 608-68-4
dimethyl L-tartrate

: (2R,3R,5R,6R)-5,6-Dimethoxy-5-methyl-[1,4]dioxane-2,3-dicarboxylic acid dimethyl ester

Conditions

Conditions	Yield
Stage #1: 2,3-dimethoxy-1,3-butadiene; dimethyl L-tartrate With triphenylphosphine hydrobromide In dichloromethane at 20℃; for 3h; Stage #2: With boron trifluoride diethyl etherate In dichloromethane at 20℃;	70%

2,3-Dimethoxy-1,3-butadiene Specification

The 2,3-Dimethoxy-1,3-butadiene with the cas number 3588-31-6, is also called 2,3-dimethoxybuta-1,3-diene. This chemical belongs to the following product categories: (1)Enol Ethers; (2)Organic Building Blocks; (3)Oxygen Compounds.When you are using this chemical, please be cautious about it as the following: (1)Flammable; (2)Keep away from sources of ignition; (3)Take precautionary measures against static discharges.

The properties of the chemical are: (1)ACD/LogP: 1.05; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.05; (4)ACD/LogD (pH 7.4): 1.05; (5)ACD/BCF (pH 5.5): 3.72; (6)ACD/BCF (pH 7.4): 3.72; (7)ACD/KOC (pH 5.5): 89.16; (8)ACD/KOC (pH 7.4): 89.16; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 18.46 Å²; (13)Index of Refraction: 1.413; (14)Molar Refractivity: 32.47 cm³; (15)Molar Volume: 130 cm³; (16)Polarizability: 12.87×10^-24cm³; (17)Surface Tension: 21.6 dyne/cm; (18)Enthalpy of Vaporization: 37.19 kJ/mol; (19)Vapour Pressure: 4.76 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O(/C(=C)C(\OC)=C)C
(2)InChI: InChI=1/C6H10O2/c1-5(7-3)6(2)8-4/h1-2H2,3-4H3

Product Name

2,3-Dimethoxy-1,3-butadiene

Synthetic route

2,3-Dimethoxy-1,3-butadiene Specification

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