96406-93-8

Basic information

• Product Name: 3,5-DIMETHOXY-PHENYL-HYDRAZINE
• Synonyms: 3,5-DIMETHOXY-PHENYL-HYDRAZINE
• CAS NO: 96406-93-8
• Molecular Formula: C₈H₁₂N₂O₂
• Molecular Weight: 168.19
• Mol File: 96406-93-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 311℃
• Flash Point: 142℃
• Appearance: /
• Density: 1.167
• Vapor Pressure: 0.000578mmHg at 25°C
• Refractive Index: 1.582
• Storage Temp.: 2-8°C
• PKA: 5.65±0.10(Predicted)
• CAS DataBase Reference: 3,5-DIMETHOXY-PHENYL-HYDRAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-DIMETHOXY-PHENYL-HYDRAZINE(96406-93-8)
• EPA Substance Registry System: 3,5-DIMETHOXY-PHENYL-HYDRAZINE(96406-93-8)

Safety Data

• Hazardous Substances Data: 96406-93-8(Hazardous Substances Data)

Usage

General Description

3,5-DIMETHOXY-PHENYL-HYDRAZINE is a chemical compound with the molecular formula C8H12N2O2. It is a hydrazine derivative with two methoxy groups attached to the phenyl ring. 3,5-DIMETHOXY-PHENYL-HYDRAZINE is used in organic synthesis and pharmaceutical research as a reagent to form hydrazones. It has also been studied for its potential anti-cancer properties and its ability to inhibit the growth of certain types of tumor cells. Additionally, 3,5-DIMETHOXY-PHENYL-HYDRAZINE has been investigated for its potential use in the treatment of certain neurodegenerative diseases due to its ability to protect neurons from oxidative stress.

InChI:InChI=1/C8H12N2O2/c1-11-7-3-6(10-9)4-8(5-7)12-2/h3-5,10H,9H2,1-2H3

Upstream product

• 20469-65-2 1-bromo-3,5-dimethoxybenzene 
• 7051-16-3 1-chloro-3,5-dimethoxybenzene 
• 86988-56-9 3,5-Dimethoxy-benzenediazonium; chloride 
• 10272-07-8 3.5-dimethoxyaniline 

Downstream Products

• 58697-34-0 2-(3,5-dimethoxyphenyl)-1H-indole 

Relevant articles and documents

Cross-Coupling between Hydrazine and Aryl Halides with Hydroxide Base at Low Loadings of Palladium by Rate-Determining Deprotonation of Bound Hydrazine

Reported here is the Pd-catalyzed C–N coupling of hydrazine with (hetero)aryl chlorides and bromides to form aryl hydrazines with catalyst loadings as low as 100 ppm of Pd and KOH as base. Mechanistic studies revealed two catalyst resting states: an arylpalladium(II) hydroxide and arylpalladium(II) chloride. These compounds are present in two interconnected catalytic cycles and react with hydrazine and base or hydrazine alone to give the product. The selectivity of the hydroxide complex with hydrazine to form aryl over diaryl hydrazine was lower than that of the chloride complex, as well as the catalytic reaction. In contrast, the selectivity of the chloride complex closely matched that of the catalytic reaction, indicating that the aryl hydrazine is derived from this complex. Kinetic studies showed that the coupling process occurs by rate-limiting deprotonation of a hydrazine-bound arylpalladium(II) chloride complex to give an arylpalladium(II) hydrazido complex.

One-Pot Synthesis of Indoles and Pyrazoles via Pd-Catalyzed Couplings/Cyclizations Enabled by Aqueous Micellar Catalysis

An effective one-pot synthesis of either indoles or pyrazoles can be achieved via Pd-catalyzed aminations followed by subsequent cyclizations facilitated by aqueous micellar catalysis. This new technology includes efficient couplings with low loadings of palladium, a more stable source of the required hydrazine moiety, greater atom economy for the initial coupling, and reduced reaction temperatures, all leading to environmentally responsible processes.

The Synthesis of 7,9-Dimethoxy-5,11-Dimethyl-6H-pyrido-Carbazole (7,9-Dimethoxyellipticine) via a Regioselective Bromination, and some Bromination and Ipso Substitution Reactions of the 2,4-Dimethoxycarbazole System

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