2,5-Dimethoxybenzaldehyde
- CAS No.
- 93-02-7
- Chemical Name:
- 2,5-Dimethoxybenzaldehyde
- Synonyms
- Benzaldehyde, 2,5-dimethoxy-;34007;93-02--7;Benzaldehyde CRS;2,5-DiMethoxybenzaldehyde, 97% 25GR;NSC 6315;AKOS BBS-00003162;2,5-DimethoxybenzaL;2,5-Dimethoxybenzald;5-DiMethoxy benzaldehyde
- CBNumber:
- CB6348890
- Molecular Formula:
- C9H10O3
- Molecular Weight:
- 166.17
- MOL File:
- 93-02-7.mol
- Modify Date:
- 2024/7/4 21:45:01
| 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
Risk and Safety Statements
| Symbol(GHS) |   GHS07,GHS08 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H315-H319-H334-H335 | |||||||||
| Precautionary statements | P261-P264-P271-P302+P352-P304+P340+P312-P305+P351+P338 | |||||||||
| 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 | |||||||||
| NFPA 704 |
|
2,5-Dimethoxybenzaldehyde price More Price(8)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | D130605 | 2,5-Dimethoxybenzaldehyde 99% | 93-02-7 | 25G | ₹3485.65 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | D130605 | 2,5-Dimethoxybenzaldehyde 99% | 93-02-7 | 100G | ₹8638.35 | 2022-06-14 | Buy |
| TCI Chemicals (India) | D1111 | 2,5-Dimethoxybenzaldehyde min. 97.0 % | 93-02-7 | 25G | ₹2800 | 2022-05-26 | Buy |
| TCI Chemicals (India) | D1111 | 2,5-Dimethoxybenzaldehyde min. 97.0 % | 93-02-7 | 250G | ₹22800 | 2022-05-26 | Buy |
| ottokemi | D 1911 | 2,5-Dimethoxybenzaldehyde 99% | 93-02-7 | 25gm | ₹3006 | 2022-05-26 | Buy |
2,5-Dimethoxybenzaldehyde Chemical Properties,Uses,Production
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.
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.
Reaction
A : Anisaldehyde from anethole via oxidative cleavage: 20 g anise oil was suspended in a mixture of 150 mL water and 30 mL conc. sulfuric acid; addition of 55 g sodium bichromate at such a rate that the temperature did not exceed 40°C. The reaction mixture was extracted with 4 x 125 mL toluene and the solvent evaporated. The residual oil was vacuum distilled to yield 9.1 g anisaldehyde.
B : O-formyl-4-methoxyphenol: 6 mL anisaldehyde was dissolved in 75 mL dichloromethane (DCM). A mixture of 12 g hydrogen peroxide and 10 mL conc. formic acid was added over 30 min. The reaction mixture was gently refluxed for 21 h.
C: B 4-methoxyphenol: Evaporating the solvent from reaction mixture and taking up the residue in 100 mL aqueous NaOH (20%) (25 mL MeOH as co-solvent) yielded 4.1 g 4-methoxyphenol as a white crystalline product after the usual work-up and purification steps.
D : Reimer-Tiemann formylation of 4-methoxyphenol: 124.1 g 4-methoxyphenol was dissolved in NaOH solution (320 g NaOH in 400 mL water). In total, 161 mL chloroform was added. The usual work-up and steam distillation yielded 109.8 g of a clear yellow oil that did not solidify upon standing at room temperature (GC/MS: 94% 2-hydroxy-5-methoxybenzaldehyde).
E: D Methylation of 2-hydroxy-5-methoxybenzaldehyde: The yellow oil from was used without further purification. A 250 mL RB flask was charged with 100 mL acetone, 14 g anhydrous potassium carbonate and 10 g 2-hydroxy-5-methoxybenzaldehyde; the mixture was brought at reflux temperature and 11 g dimethyl sulfate was added. The reaction was continued for 4 hours. The solvent is evaporated and the crude end product crystallized in cold water. Recrystallization from EtOH/water yielded 8.3 g 2,5-dimethoxybenzaldehyde (GC/MS: 98%+ 2,5-dimethoxybenzaldehyde)
2,5-Dimethoxybenzaldehyde Preparation Products And Raw materials
Raw materials
Preparation Products
1of3
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| Supplier | Advantage |
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| GLR Innovations | 58 |
| OCIMUM LIFESCIENCES PVT LTD | 58 |
| Vihita Chem Private Limited | 58 |
| SVH BIOSCIENCES | 58 |
| ORGANO FINE CHEMICALS | 58 |
| JSK Chemicals | 58 |
| CHEMAZON LABORATORIES | 58 |
| Otto Chemie Pvt Ltd | 58 |
| Neugen Labs | 58 |
| Spectrochem Private Limited | 58 |