58935-22-1

Basic information

• Product Name: 2,9-Bis(3-methoxypropyl)anthra(2,1,9-def:6,5,10-def)diisoquinoline-1,3,8,10(2H,9H)-tetrone
• CAS NO: 58935-22-1
• Molecular Formula: C₃₂H₂₆N₂O₆
• Molecular Weight: 534.568
• Mol File: 58935-22-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 756.9°Cat760mmHg
• Flash Point: 411.5°C
• Density: 1.42g/cm³
• CAS DataBase Reference: 2,9-Bis(3-methoxypropyl)anthra(2,1,9-def:6,5,10-def)diisoquinoline-1,3,8,10(2H,9H)-tetrone(CAS DataBase Reference)
• NIST Chemistry Reference: 2,9-Bis(3-methoxypropyl)anthra(2,1,9-def:6,5,10-def)diisoquinoline-1,3,8,10(2H,9H)-tetrone(58935-22-1)
• EPA Substance Registry System: 2,9-Bis(3-methoxypropyl)anthra(2,1,9-def:6,5,10-def)diisoquinoline-1,3,8,10(2H,9H)-tetrone(58935-22-1)

Safety Data

• Hazardous Substances Data: 58935-22-1(Hazardous Substances Data)

Usage

Molecular structure

A complex organic compound with a tetrone derivative containing two 3-methoxypropyl substituents on the anthraquinone backbone.

Fused ring structure

Characterized by its unique arrangement of four fused rings (two isoquinoline and two anthraquinone rings).

Usage

Commonly used as a building block in organic synthesis and medicinal chemistry.

Value in research

Its chemical properties and structure make it a valuable tool for researchers and scientists in a variety of fields.

Upstream product

• 128-69-8 perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride 
• 5332-73-0 3-methoxypropylamine 
• 60100-03-0 N-(3-methoxypropyl)-1,8-naphthalimide 

Relevant articles and documents

Greener Dye Synthesis: Continuous, Solvent-Free Synthesis of Commodity Perylene Diimides by Twin-Screw Extrusion

A continuous, scalable, and solvent-free method for the synthesis of various naphthalic imides and perylene diimides (PDIs) using twin-screw extrusion (TSE) is reported. Using TSE, naphthalic imides were obtained quantitatively without the need for excess amine reactant or product purification. With good functional-group tolerance, alkyl and benzyl amine derived PDIs (incl. commercial dyes) were obtained in 50–99 % yield. Use of K2CO3, enabled synthesis of more difficult aniline-derived PDIs. Furthermore, an automated continuous TSE process for Pigments Black 31 and 32 is demonstrated, with a throughput rate of about 1500 g day?1, corresponding to a space time yield of about 30×103 kg m?3 day?1, which is 1–2 orders of magnitude greater than for solvent-based batch methods. These methods provide substantial waste reductions and improved efficiency compared to conventional solvent-based methods.

A "green" route to perylene dyes: Direct coupling reactions of 1,8-naphthalimide and related compounds under mild conditions using a "new" base complex reagent, t-BuOK/DBN

The direct coupling reactions of 1,8-naphthalimide compounds efficiently occurred at 130 or 170 °C without the intervention of the leuco form dyes in the presence of base complex reagent, t-BuOK/1,5-diazabicyclo[4.3.0]non-5-ene (DBN), to give the corresponding perylene dyes in good yields with >95% purities. A possible mechanistic speculation for these oxidative coupling reactions is briefly discussed.