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CAS No.: | 97-54-1 |
---|---|
Name: | ISOEUGENOL |
Article Data: | 66 |
Molecular Structure: | |
Formula: | C10H12O2 |
Molecular Weight: | 164.204 |
Synonyms: | Phenol,2-methoxy-4-(1-propenyl)- (9CI);Phenol, 2-methoxy-4-propenyl- (8CI);1-(3-Methoxy-4-hydroxyphenyl)-1-propene;2-Methoxy-4-(1-propenyl)phenol;2-Methoxy-4-propenylphenol;3-Methoxy-4-hydroxy-1-propenylbenzene;4-Hydroxy-3-methoxy-1-propenylbenzene;4-Hydroxy-3-methoxy-b-methylstyrene;4-Propenylguaiacol;NSC 6769;iso-Eugenol; |
EINECS: | 202-590-7 |
Density: | 1.074 g/cm3 |
Melting Point: | -10 °C |
Boiling Point: | 266.64 °C at 760 mmHg |
Flash Point: | 122.907 °C |
Appearance: | light yellow-green viscous liquid |
Hazard Symbols: | Xn |
Risk Codes: | 22-36/37/38-43 |
Safety: | 26-36-36/37 |
PSA: | 29.46000 |
LogP: | 2.43390 |
Conditions | Yield |
---|---|
With rhodium(III) chloride; ethanol at 140 - 145℃; | 99% |
With tris(triphenylphosphine)ruthenium(II) chloride at 50 - 60℃; for 4h; Temperature; | 99% |
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; polydimethylsiloxane In methanol; water at 100℃; for 20h; | 82% |
2-methoxy-4-propenylphenol
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 80℃; for 2h; | 94% |
2-methoxy-4-(1-propenyl)phenyl tetrahydro-2H-pyran-2-yl ether
2-methoxy-4-propenylphenol
Conditions | Yield |
---|---|
With iron(III) p-toluenesulfonate hexahydrate In methanol at 20℃; for 2h; | 76% |
Conditions | Yield |
---|---|
With trimethylaluminum; cesium fluoride; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; cobalt acetylacetonate In N,N-dimethyl acetamide; toluene at 60℃; under 760.051 Torr; for 12h; Inert atmosphere; Sealed tube; regioselective reaction; | A 25 %Spectr. B 72% |
Conditions | Yield |
---|---|
With potassium carbonate In water for 1.5h; | 68% |
With potassium carbonate In water at 25℃; for 1.5h; Product distribution; var. temp. and solvents; |
4-allylguaiacol
carbon monoxide
A
2-methoxy-4-propenylphenol
B
5,6-Dihydro-3-methoxy-naphth-2-ol
C
3-(4-hydroxy-3-methoxyphenyl)-2-methylpropanal
Conditions | Yield |
---|---|
With acetylacetonatodicarbonylrhodium(l); phosphoric acid; hydrogen; methoxybenzene; triphenylphosphine In dichloromethane at 110℃; under 15514.9 Torr; for 2h; Autoclave; | A 21 %Chromat. B 60% C n/a |
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 80℃; for 31h; | A 25.2% B 41.3% |
A
2-methoxy-4-propenylphenol
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 80℃; for 12h; | A 36% B 9% |
3-Hydroxy-1-methoxy-2-(2-methoxy-phenoxy)-1-(4-hydroxy-3-methoxy-phenyl)-propan
A
2-methoxy-4-n-propylphenol
B
2-methoxy-4-propenylphenol
C
2-methoxy-phenol
Conditions | Yield |
---|---|
With 10% nickel/activated carbon; hydrogen In 1,4-dioxane at 150℃; under 15001.5 Torr; for 2h; Autoclave; | A 5.5% B 14.2% C 19.3% |
3-Hydroxy-1-methoxy-2-(2-methoxy-phenoxy)-1-(4-hydroxy-3-methoxy-phenyl)-propan
A
2-methoxy-4-propenylphenol
B
2-methoxy-phenol
Conditions | Yield |
---|---|
With 10% nickel/activated carbon; hydrogen In tetrahydrofuran at 150℃; under 15001.5 Torr; for 1h; Autoclave; | A 9.4% B 12.2% |
1. | skn-man 16 mg/48H MOD | CTOIDG Cosmetics and Toiletries. 94 (8)(1979),41. | ||
2. | skn-rbt 100 mg/24H SEV | CTOIDG Cosmetics and Toiletries. 94 (8)(1979),41. | ||
3. | skn-gpg 100 mg/24H SEV | CTOIDG Cosmetics and Toiletries. 94 (8)(1979),41. | ||
4. | sce-hmn:lym 250 µmol/L | MUREAV Mutation Research. 169 (1986),129. | ||
5. | orl-rat LD50:1560 mg/kg | TXAPA9 Toxicology and Applied Pharmacology. 6 (1964),378. | ||
6. | orl-gpg LD50:1410 mg/kg | FCTXAV Food and Cosmetics Toxicology. 2 (1964),327. |
Moderately toxic by ingestion. A moderate human skin irritant. Human mutation data reported. Combustible liquid. When heated to decomposition it emits acrid smoke and fumes. See also EUGENOL.
ISOEUGENOL's Hazard Codes:Xn
ISOEUGENOL's Risk Statements:
22:Harmful if swallowed
36/37/38:Irritating to eyes, respiratory system and skin
43:May cause sensitization by skin contact
ISOEUGENOL's Safety Statements:
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
WGK Germany:2