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Basic Information
| 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 |
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Synthetic route
Conditions
| 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% |
- 30038-31-4
(2,4,5-trimethoxyphenyl)methanol
- 4460-86-0
asaraldehyde
Conditions
| 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
| 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% |
- 4460-86-0
asaraldehyde
Conditions
| 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
| 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
| 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 |
- 4460-86-0
asaraldehyde
Conditions
| Conditions | Yield |
|---|---|
| With ammonium acetate for 0.0125h; microwave irradiation; | 77% |
- 324067-40-5
C16H18N2O3
A
- 4460-86-0
asaraldehyde
B
- 1376268-31-3
4,5-bis(2,4,5-trimethoxyphenyl)-2-phenyl-2H-1,2,3-triazole
Conditions
| Conditions | Yield |
|---|---|
| With copper(II) acetate monohydrate In toluene at 60℃; for 7h; | A n/a B 66% |
- 877680-53-0
N-(chloromethyl)diformamide
- 135-77-3
1,2,4-trimethoxy-benzene
A
- 4460-86-0
asaraldehyde
B
- 14470-07-6
tris(2,4,5-trimethoxyphenyl)methane
Conditions
| Conditions | Yield |
|---|---|
| With aluminum (III) chloride In chlorobenzene at 0 - 18℃; for 22h; | A 56% B 24% |
...Expand
- 17598-03-7
5-ethenyl-1,2,4-trimethoxybenzene
- 4460-86-0
asaraldehyde
Conditions
| 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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2,4,5-Trimethoxybenzaldehyde
Specification
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. |
5. Safety Information of 2,4,5-Trimethoxy Benzaldehyde
Hazard Codes:C
Risk Statements:36/37/38-34
36/37/38:Irritating to eyes, respiratory system and skin
34:Causes burns
Safety Statements:22-24/25-45-36/37/39-27-26
22:Do not breathe dust
24/25:Avoid contact with skin and eyes
45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
36/37/39:Wear suitable protective clothing, gloves and eye/face protection
27:Take off immediately all contaminated clothing
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
WGK Germany:3
RTECS:CU8460000
Hazardous Substances Data:4460-86-0(Hazardous Substances Data)
6. Use of 2,4,5-Trimethoxy Benzaldehyde
2,4,5-Trimethoxy Benzaldehyd is used as a pharmaceutical intermediate mainly for the preparation of Asarone.