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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
MDL Number:
MFCD00003314
MOL File:
93-02-7.mol
Last updated:2024-03-18 17:23:41

2,5-Dimethoxybenzaldehyde 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)
EWG's Food Scores 1
FDA UNII W49S1PPL78
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)  GHS hazard pictogramsGHS hazard pictograms
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
1
2 0

2,5-Dimethoxybenzaldehyde price More Price(30)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich D130605 2,5-Dimethoxybenzaldehyde 99% 93-02-7 25g $52.4 2024-03-01 Buy
Sigma-Aldrich D130605 2,5-Dimethoxybenzaldehyde 99% 93-02-7 100g $118 2024-03-01 Buy
TCI Chemical D1111 2,5-Dimethoxybenzaldehyde >97.0%(GC) 93-02-7 25g $63 2024-03-01 Buy
TCI Chemical D1111 2,5-Dimethoxybenzaldehyde >97.0%(GC) 93-02-7 250g $389 2021-12-16 Buy
Alfa Aesar A19928 2,5-Dimethoxybenzaldehyde, 98+% 93-02-7 25g $28 2024-03-01 Buy
Product number Packaging Price Buy
D130605 25g $52.4 Buy
D130605 100g $118 Buy
D1111 25g $63 Buy
D1111 250g $389 Buy
A19928 25g $28 Buy

2,5-Dimethoxybenzaldehyde Chemical Properties,Uses,Production

Chemical Properties

yellow crystalline solid
2,5-Dimethoxybenzaldehyde

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)

Definition

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

4885-02-3
150-78-7
93-02-7
Synthesis of 2,5-Dimethoxybenzaldehyde from 1,1-Dichlorodimethyl ether and 1,4-Dimethoxybenzene
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View Lastest Price from 2,5-Dimethoxybenzaldehyde manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2,5-Dimethoxybenzaldehyde pictures 2024-03-19 2,5-Dimethoxybenzaldehyde
93-02-7
US $5.00-1.00 / kg 1kg 99.5 10 ton per month Nanjing Deda New Material Technology Co., Ltd
2,5-Dimethoxybenzaldehyde pictures 2024-03-19 2,5-Dimethoxybenzaldehyde
93-02-7
US $10.00-5.00 / kg 1kg 99.5 10 ton per month Nanjing Deda New Material Technology Co., Ltd
2,5-Dimethoxybenzaldehyde pictures 2024-03-19 2,5-Dimethoxybenzaldehyde
93-02-7
US $0.00 / Kg/Drum 1KG 99% 200mt Jinan Finer Chemical Co., Ltd
2,5-Dimethoxybenzaldehyde,97% 2,5-Dimethoxybenzald 5-DiMethoxy benzaldehyde NSC 6315 2,5-Dimethoxybenzaldehyde Vetec(TM) reagent grade, 98% 2,5-DIMETHOXYBENZALDEHYDE AKOS BBS-00003162 2,5-Dimethoxybenzaldehyde, 98+% 2,5-dimethoxy-benzaldehyd 2,5 -Dimethoxybenzaldehyde 2 gentisic aldehyde dimethyl ether CAS 93-02-7 2, 5-Dimethoxybenzaldehyde 2, 5- (MeO) 2phcho 2,5-Dimethoxybenzaldehyde (2,5-DMB) pure, 98% 2,5-Dimethoxybenzaldehyde > 2,5-DimethoxybenzaL Methoxamine Impurity 2 (2,5-Dimethoxybenzaldehyde) Supply 2,5-Dimethoxybenzaldehyde 2,5-DiMethoxybenzaldehyde, 97% 25GR 93-02--7 Benzaldehyde, 2,5-dimethoxy- 34007 Benzaldehyde CRS 93-02-7 1993-02-7 1993-2-7 1993-02-07 92-02-7 ALDEHYDE Organic Building Blocks Aldehydes C9 Carbonyl Compounds Building Blocks C9 Carbonyl Compounds Carbonyl Compounds Chemical Synthesis Organic Building Blocks Aromatics FINE Chemical & INTERMEDIATES BUILDING BLOCKS Benzaldehyde Adehydes, Acetals & Ketones Anisoles, Alkyloxy Compounds & Phenylacetates Aldehydes 93-02-7