2,3,4-Trimethoxybenzaldehyde
- CAS NO.:2103-57-3
- Empirical Formula: C10H12O4
- Molecular Weight: 196.2
- MDL number: MFCD00003310
- EINECS: 218-271-0
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-19 20:33:22
What is 2,3,4-Trimethoxybenzaldehyde?
Description
2,3,4-Trimethoxybenzaldehyde is a white crystalline powder, and the chemical formula is C 10H 12O 4; the molecular weight is 196.2; the fusing point is 38-40 degrees, and is a kind of important medicine intermediate; it is mainly used in new type drug Ca2+ Synthesizing of channel blocker. The alternative cerebral arteries that are used for this medicine reduce the headache incidence, mainly for the preparation of the intermediate of trimetazidine.
Synthesis
A coking gallic acid is utilized as a raw material, and dimethyl sulfate is utilized as an alkylate reagent; under the condition of the existence of sodium hydroxide, methylation is performed through an O-alkylation reaction to obtain an intermediate 1, 2, 3-trimethoxybenzene. After that, the 1,2, 3-trimethoxybenzene and a Vilsmeier-Haack reagent are subjected to a formylation reaction to get the 2,3,4-Trimethoxybenzaldehyde.
Chemical properties
white to light yellow crystals or cryst. powder
Description
2,3,4-Trimethoxybenzaldehyde is white crystalline powder, fusing point is the 38-40 degree, is a kind of important medicine intermediate, is mainly used in newtype drug Ca2+ Synthesizing of channel blocker.
The Uses of 2,3,4-Trimethoxybenzaldehyde
2,3,4-Trimethoxybenzaldehyde is a trimethoxylated aromatic aldehyde. 2,3,4-Trimethoxybenzaldehyde is an Impurity of the anti-anginal drug Trimetazidine (T795610).
The Uses of 2,3,4-Trimethoxybenzaldehyde
2,3,4-Trimethoxybenzaldehyde was used to study the effects of 2,3,4-trimethoxybenzaldehyde on tubulin-dependent GTP hydrolysis.
Preparation
The method includes that a coking gallic acid is utilized as a raw material, dimethyl sulfate is utilized as an alkylate reagent, under the condition of existence of sodium hydroxide, methylation is performed through an O-alkylation reaction to obtain an intermediate 1, 2, 3-trimethoxybenzene, and the 1 ,2, 3-trimethoxybenzene and a Vilsmeier-Haack reagent are subjected to a formylation reaction to obtain the 2, 3, 4-trimethoxybenzaldehyde.
Properties of 2,3,4-Trimethoxybenzaldehyde
Melting point: | 38-40 °C(lit.) |
Boiling point: | 168-170 °C12 mm Hg(lit.) |
Density | 1.2166 (rough estimate) |
refractive index | n |
Flash point: | >230 °F |
storage temp. | Inert atmosphere,2-8°C |
solubility | methanol: 0.1 g/mL, clear |
form | Crystals or Crystalline Powder |
color | White to light yellow |
Sensitive | Air Sensitive |
BRN | 981091 |
InChI | InChI=1S/C10H12O4/c1-12-8-5-4-7(6-11)9(13-2)10(8)14-3/h4-6H,1-3H3 |
CAS DataBase Reference | 2103-57-3(CAS DataBase Reference) |
NIST Chemistry Reference | Benzaldehyde, 2,3,4-trimethoxy-(2103-57-3) |
EPA Substance Registry System | Benzaldehyde, 2,3,4-trimethoxy- (2103-57-3) |
Safety information for 2,3,4-Trimethoxybenzaldehyde
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up. |
Computed Descriptors for 2,3,4-Trimethoxybenzaldehyde
InChIKey | UCTUXUGXIFRVGX-UHFFFAOYSA-N |
SMILES | C(=O)C1=CC=C(OC)C(OC)=C1OC |
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