2,5-Dimethoxybenzaldehyde Chemical Properties

Melting point:

46-48 °C (lit.)

Boiling point:

146 °C/10 mmHg (lit.)

Density 

1.1708 (rough estimate)

refractive index 

1.5260 (estimate)

Flash point:

>230 °F

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

795mg/l

form 

Crystalline Powder, Crystals and/or Chunks

color 

Yellow to beige

Water Solubility 

Soluble in chloroform and methanol. Slightly soluble in water.

Sensitive 

Air Sensitive

BRN 

509301

InChIKey

AFUKNJHPZAVHGQ-UHFFFAOYSA-N

LogP

1.910

CAS DataBase Reference

93-02-7(CAS DataBase Reference)

NIST Chemistry Reference

Benzaldehyde, 2,5-dimethoxy-(93-02-7)

EPA Substance Registry System

Benzaldehyde, 2,5-dimethoxy- (93-02-7)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38-43

Safety Statements 

26-36/37/39-24/25-36

WGK Germany 

2

RTECS 

CU5740500

Hazard Note 

Irritant

TSCA 

Yes

HS Code 

29124900

MSDS

• Language:English Provider:2,5-Dimethoxybenzaldehyde
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

2,5-Dimethoxybenzaldehyde Usage And Synthesis

Chemical Properties

yellow crystalline solid

Uses

2,5-Dimethoxybenzaldehyde is used in the preparation of 2,5-dimethoxyphenethylamine, which is utilized to prepare psychoactive drugs such as 2,5-dimethoxy-4-bromophenethylamine, 2,5-dimethoxy-4-iodophenethylamine and 4-Chloro-2,5-dimethoxy-phenethylamine. It acts as an intermediate in organic synthesis.

Application

2,5-Dimethoxybenzaldehyde, also known as 2C-H, is an organic compound and a benzaldehyde derivative. It can be used to produce 2,5-dimethoxyphenethylamine. 2C-H is also used to produce many other substituted phenethylamines such as 2C-B, 2C-I and 2C-C.

Definition

ChEBI: 2,5-dimethoxy-Benzaldehyde is a dimethoxybenzene.

Preparation

2,5-Dimethoxybenzaldehyde synthesis: Anethole is oxidized to anisaldehyde , which after isolation is subjected to a BaeyerVilliger oxidation reaction with performic or peracetic acid. The O-formyl-4-methoxyphenol obtained this way is hydrolyzed . 4-Methoxyphenol is subsequently formylated using the Reimer-Tiemann method and the obtained 2-hydroxy-5-methoxybenzaldehyde is methylated with dimethylsulfate to 2,5-dimethoxybenzaldehyde.

Synthesis

The synthesis of 2,5-dimethoxybenzaldehyde (2,5-DMBA) is mainly achieved through several well-established chemical methods, typically using readily available precursors as starting materials. A common industrial method is the formylation of 1,4-dimethoxybenzene (hydroquinone dimethyl ether), usually using the Vilsmeier-Haack reaction with reagents including N,N-dimethylformamide and phosphorus oxychloride; or using a Friedel-Crafts-type reaction, starting with 1,1-dichlorodimethyl ether, directly introducing the aldehyde group onto the activated aromatic ring. In addition, 2,5-DMBA can also be prepared by oxidizing the methyl group of 2,5-dimethoxytoluene, or through a multi-step reaction, starting with p-methoxyphenol, first undergoing a Reimer-Tiemann reaction to generate 2-hydroxy-5-methoxybenzaldehyde, and finally methoxylating it with dimethyl sulfate. These methods offer flexibility in terms of scale and precursor availability, making 2,5-DMBA a versatile intermediate for the synthesis of a wide range of fine chemicals, particularly psychoactive compounds such as 2C-H.

2,5-Dimethoxybenzaldehyde(93-02-7)Related Product Information

• 1,1-Dimethoxyethane
• Benzaldehyde
• p-Anisaldehyde
• o-Anisaldehyde
• 3-(METHOXYMETHOXY)BENZALDEHYDE
• 4-Dimethylaminobenzaldehyde
• 3-Methoxybenzaldehyde
• Diphenyldimethoxysilane
• Dimethoxymethane
• 2,4-Dimethoxybenzaldehyde
• 2',5'-Dimethoxyacetophenone
• 2,5-DIMETHOXYBENZOYL CHLORIDE
• 2,4,5-Trimethoxybenzoic acid
• Veratraldehyde
• 2,3-DIMETHOXYBENZALDEHYDE
• 2,6-Dimethoxybenzaldehyde
• KHELLIN
• 3,5-Dimethoxybenzaldehyde ,98%