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1-Benzyloxy-2-methoxy-4-propenylbenzene
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Name

1-Benzyloxy-2-methoxy-4-propenylbenzene

 EINECS 204-370-6
CAS No. 120-11-6 Density 1.064 g/cm3
PSA 18.46000 LogP 4.30730
Solubility N/A Melting Point 59-63 °C(lit.)
Formula C17H18O2 Boiling Point 388.638 °C at 760 mmHg
Molecular Weight 254.329 Flash Point 152.122 °C
Transport Information N/A Appearance White crystalline power
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 120-11-6 (1-Benzyloxy-2-methoxy-4-propenylbenzene) Hazard Symbols N/A
Synonyms

Benzene,1-(benzyloxy)-2-methoxy-4-propenyl- (6CI,7CI,8CI);Benzene,2-methoxy-1-(phenylmethoxy)-4-(1-propenyl)- (9CI);Benzyl2-methoxy-4-propenylphenyl ether;Benzyl isoeugenol;Benzyl isoeugenol ether;Isoeugenol, benzyl ether;NSC 46157;

Article Data 2

1-Benzyloxy-2-methoxy-4-propenylbenzene Synthetic route

97-54-1

2-methoxy-4-propenylphenol

100-39-0

benzyl bromide

120-11-6

2-methoxy-1-(phenylmethoxy)-4-(1-propenyl)-benzene

Conditions
ConditionsYield
Stage #1: 2-methoxy-4-propenylphenol With potassium carbonate In N,N-dimethyl-formamide for 2h; Inert atmosphere;
Stage #2: benzyl bromide In N,N-dimethyl-formamide at 60℃; for 12h;
120-11-6

2-methoxy-1-(phenylmethoxy)-4-(1-propenyl)-benzene

13335-50-7

1-(benzyloxy)-2-methoxy-4-propylbenzene

Conditions
ConditionsYield
With hydrogen In methanol at 20℃; under 760.051 Torr; for 24h;100%
With hydrogen In methanol at 25℃; for 3h;99%
With hydrogen In methanol at 20℃; for 5h; chemoselective reaction;98%
With palladium on activated charcoal; hydrogen In 1,4-dioxane at 20℃; for 24h; chemoselective reaction;98%
120-11-6

2-methoxy-1-(phenylmethoxy)-4-(1-propenyl)-benzene

2785-87-7

2-methoxy-4-n-propylphenol

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen at 20℃; for 24h; Neat (no solvent);100%
With hydrogen In methanol at 20℃; under 760.051 Torr; for 3.5h; Reagent/catalyst; chemoselective reaction;100%
With hydrogen In methanol at 20℃; for 18h; chemoselective reaction;99%
120-11-6

2-methoxy-1-(phenylmethoxy)-4-(1-propenyl)-benzene

506-96-7

Acetyl bromide

2-methoxy-4-(prop-1-enyl)phenyl acetate

Conditions
ConditionsYield
With lithium bromide In dichloromethane at 30 - 35℃; for 12h; Inert atmosphere; regioselective reaction;75%
120-11-6

2-methoxy-1-(phenylmethoxy)-4-(1-propenyl)-benzene

523-64-8

flindersine

(1RS,2RS,2aRS,10aSR)-1,10,10-trimethyl-2-(3-methoxy-4-benzyloxyphenyl)-1,2,2a,4,10,10a-hexahydro-3H-cyclobuta[4,5]pyrano[3,2-c]quinolin-3-one

Conditions
ConditionsYield
In neat (no solvent) for 16h; Microwave irradiation;3%

1-Benzyloxy-2-methoxy-4-propenylbenzene Chemical Properties

IUPAC Name: 2-Methoxy-1-phenylmethoxy-4-[(E)-prop-1-enyl]benzene
Synonyms: 1-(Benzyloxy)-2-methoxy-4-[(1E)-1-propenyl]benzene ; 1-(Benzyloxy)-2-methoxy-4-propenyl-benzen ; 1-Alpha.-Phenyl-4-propenylveratrole ; 2-Methoxy-1-(phenylmethoxy)-4-(1-propenyl)-benzen ; 2-Methoxy-1-(phenylmethoxy)-4-(1-propenyl)-Benzene ; Benzene, 1-(benzyloxy)-2-methoxy-4-propenyl- ; Benzene, 2-methoxy-1-(phenylmethoxy)-4-(1-propenyl)- ; Benzyl alcohol, ether with isoeugenol
Molecular Structure of Benzyl isoeugenol ethe (CAS NO.120-11-6) :
Molecular Formula of Benzyl isoeugenol ethe (CAS NO.120-11-6) : C17H18O2
Molecular Weight of Benzyl isoeugenol ethe (CAS NO.120-11-6) : 254.33
CAS NO: 120-11-6
EINECS: 204-370-6
FEMA : 3698
Index of Refraction: 1.583
Surface Tension: 38.5 dyne/cm
Density: 1.063 g/cm3
Flash Point: 152.1 °C
Enthalpy of Vaporization: 61.29 kJ/mol
Boiling Point: 388.6 °C at 760 mmHg
Vapour Pressure: 6.76E-06 mmHg at 25°C
Melting point 56-60 ºC
Appearance: white to ivory yellow crystalline powder
Solubility: soluble in ethanol, ethyl ether and non-volatile oil, a few do not dissolve in propylene glycol, glycerin and water.

1-Benzyloxy-2-methoxy-4-propenylbenzene Uses

GB 2760 - 1996 provides that Benzyl isoeugenol ethe (CAS NO.120-11-6) is used for the use of edible spices. According to CE regulations, the maximum dosage is 10mg/kg. It is mainly used in spicy type and banana flavor.

1-Benzyloxy-2-methoxy-4-propenylbenzene Production

 Benzyl isoeugenol ethe (CAS NO.120-11-6) is derived by refluxing and heating of Isoeugenol with Benzyl chloride.

1-Benzyloxy-2-methoxy-4-propenylbenzene Toxicity Data With Reference

1.    

skn-rbt 500 mg/24H MLD

     FCTXAV    Food and Cosmetics Toxicology. 11 (1973),1025.
2.    

orl-rat LD50:4900 mg/kg

     FCTXAV    Food and Cosmetics Toxicology. 11 (1973),1025.

1-Benzyloxy-2-methoxy-4-propenylbenzene Consensus Reports

Reported in EPA TSCA Inventory.

1-Benzyloxy-2-methoxy-4-propenylbenzene Safety Profile

Mildly toxic by ingestion. A skin irritant. See also ETHERS. When heated to decomposition it emits acrid smoke and irritating fumes.
WGK Germany 3
RTECS CY8225000

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