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: 2024-11-05 11:59:05

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	n20/D 1.5547(lit.)
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.