17654-68-1

Basic information

• Product Name: 4-chloro-1,2-dicyanobenzene
• Synonyms: 4-chloro-1,2-dicyanobenzene;Einecs 241-635-5
• CAS NO: 17654-68-1
• Molecular Formula: C₈H₃ClN₂
• Molecular Weight: 162.57582
• EINECS: 241-635-5
• Mol File: 17654-68-1.mol
• Article Data: 6

Chemical Properties

• Melting Point: 130-132 °C
• Boiling Point: 306.4 °C at 760 mmHg
• Flash Point: 144 °C
• Appearance: /
• Density: 1.34 g/cm³
• Vapor Pressure: 0.000775mmHg at 25°C
• Refractive Index: 1.586
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 4-chloro-1,2-dicyanobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 4-chloro-1,2-dicyanobenzene(17654-68-1)
• EPA Substance Registry System: 4-chloro-1,2-dicyanobenzene(17654-68-1)

Safety Data

• Hazardous Substances Data: 17654-68-1(Hazardous Substances Data)

Usage

General Description

4-chloro-1,2-dicyanobenzene, also known as 2,5-dicyano-4-chlorophenyl chloride, is a chemical compound with the molecular formula C8H3ClN2. It is a white to light yellow solid that is commonly used in the synthesis of pharmaceuticals and agrochemicals. This chemical is a chlorinated derivative of 1,2-dicyanobenzene, and it is often used as an intermediate in the production of various organic compounds. Due to its toxic and flammable nature, 4-chloro-1,2-dicyanobenzene should be handled with care and proper safety precautions should be taken when working with it.

InChI:InChI=1/C8H3ClN2/c9-8-2-1-6(4-10)7(3-8)5-11/h1-3H

Upstream product

• 89-40-7 4-nitrophthalimide 
• 136918-14-4 phthalimide 
• 56765-79-8 3,4-dicyanoaniline 
• 31643-49-9 4-Nitrophthalonitrile 
• 124556-78-1 1,6-dichlorophthalazine 
• 96385-49-8 4-chlorophthalamide 

Downstream Products

• 1380349-06-3 4-[4'-(4-methylphenylazo)phenoxy]phthalonitrile 
• 1380349-07-4 4-[4'-(2',4-dimethylphenylazo)phenoxy]phthalonitrile 
• 1380349-08-5 4-[4'-(4-acetamidophenylazo)phenoxy]phthalonitrile 
• 1425508-21-9 C₃₇H₄₁N₅O₁₈ 
• 1190088-71-1 4-(prop-2-yn-1-yloxy)phthalonitrile 
• 1393921-59-9 4-((1-(1,2,3-trihydroxy-4-(hydroxymethyl)-tetrahydro-2H-pyran-2-yl)-1H-1,2,3-triazol-4-yl)methoxy)phthalonitrile 
• 1354966-36-1 4-[4'-(5-sulfonaphthylazo)phenyloxy]phthalonitrile potassium salt 

Relevant articles and documents

Four Dibutylamino Substituents Are Better Than Eight in Modulating the Electronic Structure and Third-Order Nonlinear-Optical Properties of Phthalocyanines

2(3),9(10),16(17),23(24)-Tetrakis(dibutylamino)phthalocyanine compounds M{Pc[N(C4H9)2]4} (1-5; M = 2H, Mg, Ni, Cu, Zn) were prepared and characterized by a range of spectroscopic methods in addition to elemental analysis. Electrochemical and electronic absorption spectroscopic studies revealed the more effective conjugation of the nitrogen lone pair of electrons in the dibutylamino side chains with the central phthalocyanine π system in M{Pc[N(C4H9)2]4} than in M{Pc[N(C4H9)2]8}, which, in turn, results in superior third-order nonlinear-optical (NLO) properties of H2{Pc[N(C4H9)2]4} (1) over H2{Pc[N(C4H9)2]8}, as revealed by the obviously larger effective imaginary third-order molecular hyperpolarizability (Im{χ(3)}) of 6.5 × 10-11 esu for the former species than for the latter one with a value of 3.4 × 10-11 esu. This is well rationalized on the basis of both structural and theoretical calculation results. The present result seems to represent the first effort toward directly connecting the peripheral functional substituents, electronic structures, and NLO functionality together for phthalocyanine molecular materials, which will be helpful for the development of functional phthalocyanine materials via molecular design and synthesis even through only tuning of the peripheral functional groups.

Soluble copper phthalocyanine, and preparation method and application thereof

The invention discloses a soluble copper phthalocyanine. The soluble copper phthalocyanine is prepared by modifying a phthalocyanine core with an oxybutyl group as a modifying group. 4-tert-butylpyridine (tBP) is added to a solution of the soluble copper phthalocyanine, and the tBP is removed during annealing film formation to prepare an HTM film. A solar cell produced by using the HTM film has ahigh thermal stability and a high energy conversion efficiency.

Regioselective Functionalization of Chlorophthalazine Derivatives

Chlorophthalazines were efficiently metalated using tmpZnClLiCl under microwave irradiation. This provided novel substituted phthalazine derivatives after subsequent trapping of the resulting organometallic reagents with various electrophiles. Moreover, Negishi cross-coupling reactions have been performed affording new polyfunctionalized phthalazine scaffolds in very good yields.