2,4,6-Trimethoxybenzaldehyde Chemical Properties

Melting point:

115-120 °C (lit.)

Boiling point:

293.08°C (rough estimate)

Density 

1.2166 (rough estimate)

refractive index 

1.5550 (estimate)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

Crystalline Powder

color 

Beige

Water Solubility 

Insoluble in water.

Sensitive 

Air Sensitive

BRN 

1956051

InChI

InChI=1S/C10H12O4/c1-12-7-4-9(13-2)8(6-11)10(5-7)14-3/h4-6H,1-3H3

InChIKey

CRBZVDLXAIFERF-UHFFFAOYSA-N

SMILES

C(=O)C1=C(OC)C=C(OC)C=C1OC

CAS DataBase Reference

830-79-5(CAS DataBase Reference)

NIST Chemistry Reference

2,4,6-Trimethoxybenzaldehyde(830-79-5)

Safety Information

Hazard Codes 

C

Risk Statements 

36/37/38-34

Safety Statements 

22-24/25-45-36/37/39-27-26

WGK Germany 

3

RTECS 

CU8460200

HS Code 

29124990

MSDS

• Language:English Provider:2,4,6-Trimethoxybenzaldehyde
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2,4,6-Trimethoxybenzaldehyde Usage And Synthesis

Chemical Properties

pink crystal power

Uses

2,4,6-Trimethoxybenzaldehyde was used in the preparation and characterization of three RNA-specific fluorescent probes and their use in live cell imaging. It was used as starting reagent for the regioselective synthesis of new (+/-)-8-alkyl-5,7-dihydroxy-4-(4-hydroxyphenyl)-3,4-dihydrocoumarins.

General Description

2,4,6-Trimethoxybenzaldehyde exhibits significant anti-candida activity.

Synthesis

The reaction system was cooled to -5 to 0 °C under nitrogen protection using 1,3,5-trimethoxybenzene (40 g, 0.22 mol) and N,N-dimethylformamide. Subsequently, phosphoryl chloride (48 g, 0.5 mol) was slowly added dropwise over 30 to 45 minutes. After the dropwise addition was completed, the reaction mixture was kept at 0 °C and stirring was continued for 1 hour. Upon completion of the reaction, the mixture was poured onto crushed ice and neutralized with saturated sodium carbonate solution. The precipitate precipitated was collected by filtration and washed with distilled water to give the final 2,4,6-trimethoxybenzaldehyde. Yield: 46 g (98% yield); 1H NMR (CDCl3): δ 10.35 (s, 1H), 6.67 (s, 2H), 3.88 (s, 6H), 3.87 (s, 3H); Mass Spectrum (MS): m/e 197 (M + 1).

References

[1] Journal of Chemical Research, Miniprint, 1991, # 9, p. 2401 - 2413
[2] Patent: WO2011/121505, 2011, A1. Location in patent: Page/Page column 42
[3] European Journal of Organic Chemistry, 2015, vol. 2015, # 28, p. 6359 - 6369
[4] Patent: US2017/182051, 2017, A1. Location in patent: Paragraph 0122
[5] Journal of Chemical Research, 2015, vol. 39, # 8, p. 458 - 461

2,4,6-Trimethoxybenzaldehyde(830-79-5)Related Product Information

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