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Benzene,4-ethenyl-1,2-dimethoxy-
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Name

Benzene,4-ethenyl-1,2-dimethoxy-

 EINECS 228-962-9
CAS No. 6380-23-0 Density 1.004 g/cm3
PSA 18.46000 LogP 2.34680
Solubility N/A Melting Point N/A
Formula C10H12O2 Boiling Point 259.4 °C at 760 mmHg
Molecular Weight 164.204 Flash Point 95.9 °C
Transport Information N/A Appearance N/A
Safety 26-36/37 Risk Codes 36
Molecular Structure Molecular Structure of 6380-23-0 (3,4-DIMETHOXYSTYRENE) Hazard Symbols IrritantXi
Synonyms

Styrene,3,4-dimethoxy- (7CI,8CI);Veratrole, 4-vinyl- (6CI);1,2-Dimethoxy-4-vinylbenzene;3,4-Dimethoxystyrene;3,4-Dimethoxystyrol;4-Vinyl-1,2-dimethoxybenzene;4-Vinylveratrole;

Article Data 81

Benzene,4-ethenyl-1,2-dimethoxy- Synthetic route

61078-14-6

1-methyl-2-(methylsulfonyl)-1H-benzo[d]imidazole

120-14-9

3,4-dimethoxy-benzaldehyde

6380-23-0

3,4-dimethoxystyrene

Conditions
ConditionsYield
With sodium hexamethyldisilazane In N,N-dimethyl-formamide at -55 - 20℃; Reagent/catalyst; Temperature; Time; Inert atmosphere;97%
With sodium hexamethyldisilazane In tetrahydrofuran; N,N-dimethyl-formamide at -55 - 20℃; for 2h; Reagent/catalyst; Temperature; Inert atmosphere;97%
21852-32-4

4-bromomethyl-1,2-dimethoxybenzene

2181-42-2

trimethylsulphonium iodide

6380-23-0

3,4-dimethoxystyrene

Conditions
ConditionsYield
With n-butyllithium; lithium iodide In tetrahydrofuran; hexane from 0 degC to room temp.;95%
21852-32-4

4-bromomethyl-1,2-dimethoxybenzene

47025-43-4, 19365-61-8

methylenetriphenylarsorane

6380-23-0

3,4-dimethoxystyrene

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane for 1h; Ambient temperature;95%
141-82-2

malonic acid

120-14-9

3,4-dimethoxy-benzaldehyde

A

6380-23-0

3,4-dimethoxystyrene

B

14737-89-4

3,4-dimethoxy-trans-cinnamic acid

Conditions
ConditionsYield
With pyridine; acetic acid at 130℃; for 0.133333h; Knoevenagel-Doebner reaction; microwave irradiation;A 4 % Spectr.
B 91%
67-71-0

dimethylsulfone

93-03-8

(3,4-dimethoxyphenyl)methanol

6380-23-0

3,4-dimethoxystyrene

Conditions
ConditionsYield
With platinum on carbon; potassium tert-butylate; hydrogen In toluene under 1875.19 Torr; for 15h; Inert atmosphere; Reflux;91%
With C15H25Cl2N3NiO3; potassium tert-butylate In toluene at 110℃; for 12h; Catalytic behavior; Reagent/catalyst; Temperature; Schlenk technique; Inert atmosphere;76%
1779-49-3

Methyltriphenylphosphonium bromide

120-14-9

3,4-dimethoxy-benzaldehyde

6380-23-0

3,4-dimethoxystyrene

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran at -78℃; for 4h; Inert atmosphere;90%
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran; hexane; cyclohexane at 0℃; for 4h; Inert atmosphere;
Stage #2: 3,4-dimethoxy-benzaldehyde In tetrahydrofuran; hexane; cyclohexane at 20℃; for 10h; Wittig Olefination; Inert atmosphere;		89%
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 2h; Schlenk technique;
Stage #2: 3,4-dimethoxy-benzaldehyde In tetrahydrofuran at 0 - 20℃;		89%
74-85-1

ethene

93-15-2

1,2-dimethoxy-4-(2-propenyl)benzene

6380-23-0

3,4-dimethoxystyrene

Conditions
ConditionsYield
With Hoveyda-Grubbs catalyst second generation; di-μ-bromobis-(tritert-butylphosphine)dipalladium(I) In tetrahydrofuran at 60℃; under 7500.75 Torr; for 16h; Autoclave;90%
13170-43-9

(trimethylsilyl)methylmagnesium chloride

120-14-9

3,4-dimethoxy-benzaldehyde

6380-23-0

3,4-dimethoxystyrene

Conditions
ConditionsYield
Stage #1: (trimethylsilyl)methylmagnesium chloride; 3,4-dimethoxy-benzaldehyde In tetrahydrofuran at 0 - 20℃; Peterson Olefination; Inert atmosphere;
Stage #2: With bis(trifluoromethanesulfonyl)amide In 1,2-dichloro-ethane at 20℃; for 0.25h; Peterson Olefination;		89%
2065-66-9

methyl-triphenylphosphonium iodide

120-14-9

3,4-dimethoxy-benzaldehyde

6380-23-0

3,4-dimethoxystyrene

Conditions
ConditionsYield
Stage #1: methyl-triphenylphosphonium iodide With potassium tert-butylate In tetrahydrofuran at 0℃; for 1h;
Stage #2: 3,4-dimethoxy-benzaldehyde In tetrahydrofuran at 20℃; for 24h;		87%
Stage #1: methyl-triphenylphosphonium iodide With potassium tert-butylate In tetrahydrofuran for 1h; Inert atmosphere;
Stage #2: 3,4-dimethoxy-benzaldehyde In tetrahydrofuran at 25℃; for 24h; Wittig reaction; Inert atmosphere;		75.2%
With tert-butoxide In tetrahydrofuran at 0℃; Wittig reaction;60%
3112-85-4

Methyl phenyl sulfone

93-03-8

(3,4-dimethoxyphenyl)methanol

6380-23-0

3,4-dimethoxystyrene

Conditions
ConditionsYield
With sodium hydride In mineral oil at 135℃; for 7h; Inert atmosphere; Schlenk technique;85%

Benzene,4-ethenyl-1,2-dimethoxy- Specification

The Benzene, 4-ethenyl-1, 2-dimethoxy-, with the CAS registry number 6380-23-0, is also known as 3, 4-Dimethoxystyrene. It belongs to the product categories of Monomers; Polymer Science; Styrene and Functionalized Styrene Monomers. And its EINECS registry number is 228-962-9. This chemical's molecular formula is C10H12O2 and molecular weight is 164.2. What's more, its IUPAC name is 4-Ethenyl-1, 2-dimethoxybenzene. In addition, it must be stored in airtight containers at 2-8 °C.

Physical properties about Benzene, 4-ethenyl-1, 2-dimethoxy- are: (1)ACD/LogP: 2.53; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.53; (4)ACD/LogD (pH 7.4): 2.53; (5)ACD/BCF (pH 5.5): 49.02; (6)ACD/BCF (pH 7.4): 49.02; (7)ACD/KOC (pH 5.5): 564.37; (8)ACD/KOC (pH 7.4): 564.37; (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: 1.53; (14)Molar Refractivity: 50.53 cm3; (15)Molar Volume: 163.3 cm3; (16)Polarizability: 20.03×10-24 cm3; (17)Surface Tension: 31 dyne/cm; (18)Density: 1.004 g/cm3; (19)Flash Point: 95.9 °C; (20)Enthalpy of Vaporization: 47.7 kJ/mol; (21)Boiling Point: 259.4 °C at 760 mmHg; (22)Vapour Pressure: 0.021 mmHg at 25 °C.

Preparation of Benzene, 4-ethenyl-1, 2-dimethoxy-: this chemical is prepared by reaction of 4-Bromomethyl-1, 2-dimethoxy-benzene with Trimethylsulfonium; iodide. This reaction needs reagents n-BuLi and LiI. Meanwhile, it needs solvents Tetrahydrofuran and Hexane. Other condition of this reaction is from 0 °C to room temp.. The yield is about 95 %.

The Benzene, 4-ethenyl-1, 2-dimethoxy- can be obtained by 4-Bromomethyl-1, 2-dimethoxy-benzene and Trimethylsulfonium; iodide.

Uses of Benzene, 4-ethenyl-1, 2-dimethoxy-: it is used to produce other chemicals. For example, it is used to produce 2-(3, 4-Dimethoxy-phenyl)-hexahydro-pyrrolo[1, 2-b]isoxazole by heating. The reaction needs solvent Toluene. The reaction time is 3 hours. The yield is about 88 %.

Benzene, 4-ethenyl-1, 2-dimethoxy- can react with 3, 4-Dihydro-2H-pyrrole 1-oxide to get 2-(3, 4-Dimethoxy-phenyl)-hexahydro-pyrrolo[1, 2-b]isoxazole.

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 may cause inflammation to the skin or other mucous membranes. During using it, wear suitable protective clothing and gloves. 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(c1ccc(cc1OC)\C=C)C
(2) InChI: InChI=1/C10H12O2/c1-4-8-5-6-9(11-2)10(7-8)12-3/h4-7H,1H2,2-3H3
(3) InChIKey: NJXYTXADXSRFTJ-UHFFFAOYAG

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