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CAS No.: | 4460-86-0 |
---|---|
Name: | 2,4,5-Trimethoxybenzaldehyde |
Article Data: | 58 |
Molecular Structure: | |
Formula: | C10H12O4 |
Molecular Weight: | 196.203 |
Synonyms: | 3,4,6-Trimethoxybenzaldehyde;Asaraldehyde;Asaronaldehyde;Asarylaldehyde;Gazarin;NSC 89299; |
EINECS: | 224-713-3 |
Density: | 1.133 g/cm3 |
Melting Point: | 112-114 °C(lit.) |
Boiling Point: | 334.7 °C at 760 mmHg |
Flash Point: | 149 °C |
Solubility: | <0.1 g/100 mL at 22 °C in water |
Appearance: | white to light beige fine crystalline powder |
Hazard Symbols: | C |
Risk Codes: | 36/37/38-34 |
Safety: | 22-24/25-45-36/37/39-27-26 |
PSA: | 44.76000 |
LogP: | 1.52490 |
Conditions | Yield |
---|---|
Stage #1: difluoromethyl phenyl sulfide; 1,2,4-trimethoxy-benzene With tin(IV) chloride In dichloromethane at 20℃; for 2h; Inert atmosphere; Stage #2: With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In dichloromethane; water; dimethyl sulfoxide at 20℃; for 2h; | 98% |
(2,4,5-trimethoxyphenyl)methanol
asaraldehyde
Conditions | Yield |
---|---|
With copper(l) iodide; TEMPOL; N,N'-dimethyl-N,N'-bis(2-pyridylmethyl)ethane-1,2-diamine In acetonitrile at 20℃; for 2h; Inert atmosphere; | 97% |
With tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide In dichloromethane at 0℃; for 1.5h; Molecular sieve; Inert atmosphere; | 96% |
With tert.-butylhydroperoxide; eosin y In decane; acetonitrile at 25℃; for 36h; Inert atmosphere; Irradiation; Molecular sieve; Green chemistry; chemoselective reaction; | 87% |
Conditions | Yield |
---|---|
With sodium periodate; osmium(VIII) oxide; N-benzyl-N,N,N-triethylammonium chloride In tetrahydrofuran; water microwave irradiation; | 84% |
With sodium periodate; osmium(VIII) oxide; N-benzyl-N,N,N-triethylammonium chloride In tetrahydrofuran; water Microwave irradiation; | 82% |
asaraldehyde
Conditions | Yield |
---|---|
With sodium periodate; osmium(VIII) oxide; N-benzyl-N,N,N-triethylammonium chloride In tetrahydrofuran; water at 100℃; Microwave irradiation; | 83% |
With chromium(VI) oxide | |
With potassium permanganate |
Conditions | Yield |
---|---|
With sodium periodate; osmium(VIII) oxide; N-benzyl-N,N,N-triethylammonium chloride In tetrahydrofuran; water at 100℃; Microwave irradiation; | 83% |
With sodium periodate; osmium(VIII) oxide; N-benzyl-N,N,N-triethylammonium chloride In tetrahydrofuran; water for 0.0138889h; microwave irradiation; | 82% |
With dipyridinium dichromate; acetic acid In 1,4-dioxane for 0.333333h; Heating; Microwave irradiation; | |
With potassium permanganate; sodium hydrogencarbonate at 20℃; |
Conditions | Yield |
---|---|
With trichlorophosphate at 20℃; for 1h; Vilsmeier reaction; | 81% |
With trichlorophosphate at 0 - 80℃; for 3h; Vilsmeier-Haack Formylation; Inert atmosphere; | 80% |
With trichlorophosphate |
asaraldehyde
Conditions | Yield |
---|---|
With ammonium acetate for 0.0125h; microwave irradiation; | 77% |
C16H18N2O3
A
asaraldehyde
B
4,5-bis(2,4,5-trimethoxyphenyl)-2-phenyl-2H-1,2,3-triazole
Conditions | Yield |
---|---|
With copper(II) acetate monohydrate In toluene at 60℃; for 7h; | A n/a B 66% |
N-(chloromethyl)diformamide
1,2,4-trimethoxy-benzene
A
asaraldehyde
B
tris(2,4,5-trimethoxyphenyl)methane
Conditions | Yield |
---|---|
With aluminum (III) chloride In chlorobenzene at 0 - 18℃; for 22h; | A 56% B 24% |
5-ethenyl-1,2,4-trimethoxybenzene
asaraldehyde
Conditions | Yield |
---|---|
With 1-hydroxy-pyrrolidine-2,5-dione; graphitic carbon nitride; oxygen In acetonitrile at 20℃; Inert atmosphere; Irradiation; | 52% |
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1. Introduction of 2,4,5-Trimethoxy Benzaldehyde
2,4,5-Trimethoxy Benzaldehyde is pharmaceutical intermediates used for the preparation of asarone.
2. Properties of 2,4,5-Trimethoxy Benzaldehyde
Melting point: 112-114 °C
Index of Refraction: 1.524
Molar Refractivity: 53.04 cm3
Molar Volume: 173.1 cm3
Surface Tension: 35.4 dyne/cm
Density: 1.133 g/cm3
Flash Point: 149 °C
Enthalpy of Vaporization: 57.77 kJ/mol
Boiling Point: 334.7 °C at 760 mmHg
Vapour Pressure: 0.000125 mmHg at 25°C
Classification Code: Mutation data
3. Toxicity of 2,4,5-Trimethoxy Benzaldehyde
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
bird - wild | LD50 | oral | 422mg/kg (422mg/kg) | Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983. |