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Basic Information
| CAS No.: | 86-81-7 |
|---|---|
| Name: | 3,4,5-Trimethoxybenzaldehyde |
| Molecular Structure: | |
|
|
|
| Formula: | C10H12O4 |
| Molecular Weight: | 196.203 |
| Synonyms: | NSC 16692; |
| EINECS: | 201-701-6 |
| Density: | 1.133 g/cm3 |
| Melting Point: | 72-74 °C(lit.) |
| Boiling Point: | 311.4 °C at 760 mmHg |
| Flash Point: | 136.8 °C |
| Solubility: | slightly soluble in water; soluble in methanol: 0.1 g/mL, clear |
| Appearance: | white to creamy powder or flakes |
| Hazard Symbols: |
 Xi, 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
- 227624-45-5
acetoxy(benzo[1,3]dioxol-5-yl)(dimethylphenylsilyloxy)methane
- 86-81-7
3,4,5-trimethoxy-benzaldehyde
Conditions
| Conditions | Yield |
|---|---|
| With silica gel Hydrolysis; | 100% |
Conditions
| Conditions | Yield |
|---|---|
| With tert.-butylhydroperoxide; V/SiO2 In decane; tert-butyl alcohol at 25℃; for 5h; | 99.6% |
| With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen In aq. phosphate buffer; acetonitrile at 20℃; for 24h; pH=6; Enzymatic reaction; | 99% |
| With Iron(III) nitrate nonahydrate; oxygen; 2,3-dicyano-5,6-dichloro-p-benzoquinone In 1,2-dichloro-ethane at 60℃; for 3h; Schlenk technique; Green chemistry; | 99% |
- 86-81-7
3,4,5-trimethoxy-benzaldehyde
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: 2,6-dibromo-3,4,5-trimethoxybenzyl alcohol With potassium pyrosulfate In hexane at 36℃; for 120h; Stage #2: With sodium nitrate; hydrogen hexachloroiridate In hexane at 45℃; for 3h; Temperature; | 99.1% |
- 227624-38-6
(dimethylphenylsilyl)(3,4,5-trimethoxyphenyl)methanol
- 86-81-7
3,4,5-trimethoxy-benzaldehyde
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: (dimethylphenylsilyl)(3,4,5-trimethoxyphenyl)methanol With tert.-butylnitrite In benzene Nitrosation; Stage #2: In benzene at 0℃; Elimination; Photolysis; Further stages.; | 98% |
Conditions
| Conditions | Yield |
|---|---|
| With 1-dodecyl-3-methylimidazolium iron chloride; periodic acid at 30℃; for 1.5h; | 98% |
| Multi-step reaction with 2 steps 1: 90 °C 2: acetic acid; water / 80 °C View Scheme |
Conditions
| Conditions | Yield |
|---|---|
| With sodium hydroxide; adogen 464 In dichloromethane; water for 16h; Ambient temperature; | 96% |
| With potassium hydroxide; sodium carbonate In water; acetone for 18h; Heating; | 91.5% |
| With potassium carbonate In acetone for 2h; Heating; | 9 g |
| With potassium carbonate In acetone Williamson Ether Synthesis; |
- 57009-70-8
2-(3,4,5-trimethoxyphenyl)-1,3-dithiane
- 86-81-7
3,4,5-trimethoxy-benzaldehyde
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: 2-(3,4,5-trimethoxyphenyl)-1,3-dithiane With acetyl chloride; sodium nitrite In dichloromethane at 0 - 5℃; for 0.25h; Stage #2: With water In dichloromethane at 0 - 20℃; for 1.25h; | 96% |
| With tetra-N-butylammonium tribromide In dichloromethane at 0 - 5℃; for 0.5h; | 86% |
| With tert.-butylhydroperoxide In methanol; water Heating; | 76% |
- 86-81-7
3,4,5-trimethoxy-benzaldehyde
Conditions
| Conditions | Yield |
|---|---|
| With tetra-N-butylammonium tribromide In dichloromethane at 0 - 5℃; for 0.0833333h; | 96% |
| Stage #1: 5-(bis-ethylsulfanyl-methyl)-1,2,3-trimethoxy-benzene With acetyl chloride; sodium nitrite In dichloromethane at 0 - 5℃; for 0.25h; Stage #2: With water In dichloromethane at 0 - 20℃; for 0.5h; | 96% |
| With dihydrogen peroxide; vanadia; ammonium bromide In dichloromethane; water at 0 - 5℃; for 1.5h; | 94% |
| With ammonium heptamolybdate; dihydrogen peroxide; ammonium bromide; perchloric acid In dichloromethane; water at 0 - 5℃; for 0.5h; | 80% |
Conditions
| Conditions | Yield |
|---|---|
| With caesium carbonate In 1,2-dimethoxyethane at 145℃; for 0.416667h; Microwave irradiation; Inert atmosphere; Sealed vessel; | 96% |
- 81340-18-3
1,2-dihydro-1-(3,4,5-trimethoxybenzoyl)-2-quinolinecarbonitrile
A
- 93-10-7
quinoline-2-carboxylic acid
B
- 86-81-7
3,4,5-trimethoxy-benzaldehyde
Conditions
| Conditions | Yield |
|---|---|
| With sulfuric acid at 107℃; for 1h; | A n/a B 95% |
Raw Materials
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3,4,5-Trimethoxybenzaldehyde
Chemistry
MF: C10H12O4
MW: 196.2
EINECS: 201-701-6
mp 72-74 °C(lit.)
bp 163-165 °C10 mm Hg(lit.)
Fp 163-165°C/10mm
solubility methanol: 0.1 g/mL, clear
WATER Solubility slightly soluble
Sensitive Air Sensitive
Appearance White to light yellow needle crystal.
MW: 196.2
EINECS: 201-701-6
mp 72-74 °C(lit.)
bp 163-165 °C10 mm Hg(lit.)
Fp 163-165°C/10mm
solubility methanol: 0.1 g/mL, clear
WATER Solubility slightly soluble
Sensitive Air Sensitive
Appearance White to light yellow needle crystal.
Uses
3,4,5-Trimethoxybenzaldehyde is an important starting material used in the synthesis of certain pharmaceuticals, such as the antibacterial Trimethoprim.
Production
3,4,5-Trimethoxybenzaldehyde is obtained by methylation with dimethylsulfate.
Toxicity Data With Reference
RTECS CU8462000
Safety Profile
Hazard Codes Xi,C
Risk Statements 36/37/38-34
Safety Statements 22-24/25-45-36/37/39-27-26
WGK Germany 3
Hazard Note Irritant
Risk Statements 36/37/38-34
Safety Statements 22-24/25-45-36/37/39-27-26
WGK Germany 3
Hazard Note Irritant
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