50505-61-8

Basic information

• Product Name: 2,5-DIMETHOXY-4-ETHYLBENZALDEHYDE
• Synonyms: 2,5-DIMETHOXY-4-ETHYLBENZALDEHYDE
• CAS NO: 50505-61-8
• Molecular Formula: C₁₁H₁₄O₃
• Molecular Weight: 194.23
• Mol File: 50505-61-8.mol
• Article Data: 3

Chemical Properties

• Melting Point: 46-47℃
• Boiling Point: 319.7±37.0 °C(Predicted)
• Appearance: white powder
• Density: 1.067
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 2,5-DIMETHOXY-4-ETHYLBENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-DIMETHOXY-4-ETHYLBENZALDEHYDE(50505-61-8)
• EPA Substance Registry System: 2,5-DIMETHOXY-4-ETHYLBENZALDEHYDE(50505-61-8)

Safety Data

• Hazardous Substances Data: 50505-61-8(Hazardous Substances Data)

Usage

Uses

4-ethyl-2,5-dimethoxybenzaldehyde is a useful research chemical.

Synthetic route

ethylhydroquinone dimethyl ether (1199-08-2) + N-methyl-N-phenylformamide (93-61-8) → 2,5-dimethoxy-4-ethylbenzaldehyde (50505-61-8)

Conditions	Yield
With trichlorophosphate

Dichloromethyl methyl ether (4885-02-3) + ethylhydroquinone dimethyl ether (1199-08-2) → 2,5-dimethoxy-4-ethylbenzaldehyde (50505-61-8)

Conditions	Yield
With tin(IV) chloride In dichloromethane

2',5'-dimethoxyacetophenone (1201-38-3) → 2,5-dimethoxy-4-ethylbenzaldehyde (50505-61-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: Zn-Hg, aq. HCl / ethanol 2: POCl3 View Scheme

1,4-dimethoxybezene (150-78-7) → 2,5-dimethoxy-4-ethylbenzaldehyde (50505-61-8)

Conditions	Yield
Multi-step reaction with 3 steps 1: AlCl3 / CH2Cl2 2: Zn-Hg, aq. HCl / ethanol 3: POCl3 View Scheme

Nitroethane (79-24-3) + 2,5-dimethoxy-4-ethylbenzaldehyde (50505-61-8) → 4-Ethyl-2,5-dimethoxy-β-methyl-β-nitrostyrol (30431-62-0)

Conditions	Yield
With ammonium acetate In acetic acid
With ammonium acetate In acetic acid Heating;

2,5-dimethoxy-4-ethylbenzaldehyde (50505-61-8) → 2,5-dimethoxy-4-ethyl-phenylacetone (62097-81-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: NH4OAc / acetic acid 2: Fe, HCl View Scheme

2,5-dimethoxy-4-ethylbenzaldehyde (50505-61-8) → 2,5-dimethoxy-4-ethylamphetamine (22004-32-6)

Conditions	Yield
Multi-step reaction with 2 steps 1: NH4OAc / acetic acid 2: LiAlH4 View Scheme
Multi-step reaction with 2 steps 1: 4>OAc / acetic acid / Heating 2: LiAlH4 / diethyl ether / Heating View Scheme

2,5-dimethoxy-4-ethylbenzaldehyde (50505-61-8) → [(S)-2-(4-Ethyl-2,5-dimethoxy-phenyl)-1-methyl-ethyl]-((S)-1-phenyl-ethyl)-amine

Conditions	Yield
Multi-step reaction with 3 steps 1: NH4OAc / acetic acid 2: Fe, HCl 3: (i) benzene, (ii) H2, Raney-Ni, EtOH View Scheme

2,5-dimethoxy-4-ethylbenzaldehyde (50505-61-8) → [(R)-2-(4-Ethyl-2,5-dimethoxy-phenyl)-1-methyl-ethyl]-((R)-1-phenyl-ethyl)-amine

Conditions	Yield
Multi-step reaction with 3 steps 1: NH4OAc / acetic acid 2: Fe, HCl 3: (i) benzene, (ii) H2, Raney-Ni, EtOH View Scheme

Upstream product

• 150-78-7 1,4-dimethoxybezene 
• 1201-38-3 2',5'-dimethoxyacetophenone 
• 4885-02-3 Dichloromethyl methyl ether 
• 1199-08-2 ethylhydroquinone dimethyl ether 
• 93-61-8 N-methyl-N-phenylformamide 

Downstream Products

• 22004-32-6 2,5-dimethoxy-4-ethylamphetamine 

Relevant articles and documents

Asymmetric synthesis of phenylisopropylamines

The synthesis of enantiomers of a series of methoxy- and alkyl- substituted phenylisopropylamines is described. The synthesis comprises reducing the imines, formed by the reaction of appropriate phenylacetones with either (+)- or (-)-α-methylbenzylamine, by low-pressure reduction techniques, and subsequently subjecting the optically active N-(α-phenethyl)phenylisopropylamine derivative to hydrogenolysis. The hydrogenolysis products are characterized by enantiomeric purities in the range of 96 - 99%. Yields of products are approximately 60%.

Asymmetric synthesis of psychotomimetic phenylisopropylamines.

-