7689-63-6

Basic information

• Product Name: 4-CHLORO-1,5-NAPHTHYRIDINE
• Synonyms: 4-CHLORO-1,5-NAPHTHYRIDINE
• CAS NO: 7689-63-6
• Molecular Formula: C₈H₅ClN₂
• Molecular Weight: 164.59
• Mol File: 7689-63-6.mol
• Article Data: 19

Chemical Properties

• Melting Point: 102-103℃
• Boiling Point: 269.178 °C at 760 mmHg
• Flash Point: 142.546 °C
• Appearance: /
• Density: 1.349
• Vapor Pressure: 0.012mmHg at 25°C
• Refractive Index: 1.663
• Storage Temp.: 2-8°C
• PKA: 1.40±0.10(Predicted)
• CAS DataBase Reference: 4-CHLORO-1,5-NAPHTHYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLORO-1,5-NAPHTHYRIDINE(7689-63-6)
• EPA Substance Registry System: 4-CHLORO-1,5-NAPHTHYRIDINE(7689-63-6)

Safety Data

• Hazardous Substances Data: 7689-63-6(Hazardous Substances Data)

Usage

General Description

4-Chloro-1,5-naphthyridine is a chemical compound with the molecular formula C9H6ClN. It is a chlorinated derivative of 1,5-naphthyridine, which is commonly used as a building block in the synthesis of pharmaceuticals and agrochemicals. 4-Chloro-1,5-naphthyridine is a yellow to brown solid that is sparingly soluble in water, but soluble in organic solvents such as acetone and ethyl acetate. It is a versatile intermediate that can undergo various chemical reactions, including nucleophilic substitution and cross-coupling reactions, making it valuable in the production of a range of important compounds in the pharmaceutical and agrochemical industries. Its ability to act as a building block and participate in a variety of chemical reactions makes 4-chloro-1,5-naphthyridine a valuable and versatile compound in organic synthesis.

InChI:InChI=1/C8H5ClN2/c9-6-3-5-10-7-2-1-4-11-8(6)7/h1-5H

Upstream product

• 16795-72-5 4-oxo-1,4-dihydro-1,5-naphthyridine 
• 5423-54-1 4-hydroxy-1,5-naphthyridine 
• 27305-48-2 1,5-naphthyridine N-⁽¹⁾-oxide 
• 254-79-5 1,5-naphthyridine 
• 952059-56-2 2,2-dimethyl-5-[[(1-oxidopyridin-3-yl)amino]methylidene]-1,3-dioxane-4,6-dione 
• 1018812-89-9 1,5-naphthyridin-5-oxide 4-ol 
• 25063-68-7 2,2-dimethyl-5-[(pyridin-3-ylamino)methylidene]-1,3-dioxane-4,6-dione 
• 462-08-8 pyridin-3-ylamine 

Downstream Products

• 5423-93-8 N¹,N¹-diethyl-N⁴-1,5-naphthyridin-4-ylpentane-1,4-diamine 
• 27392-68-3 4-amino-1,5-naphthyridine 
• 79425-96-0 4-hydrazino-1,5-naphthyridine 
• 152563-03-6 4-iodo-1,5-naphthyridine 
• 952059-67-5 2-[2-methoxy-4-(1,5-naphthyridin-4-yloxy)phenyl]acetic acid 
• 79425-89-1 4-mercapto-1,5-naphthyridine 
• 79426-14-5 1,5-naphthyridine-4-carboxylic acid 
• 79425-93-7 4-Benzylsulfanyl-[1,5]naphthyridine 
• 79425-95-9 4-Phenylmethanesulfonyl-[1,5]naphthyridine 
• 79426-10-1 4-benzylthio-1,5-naphthyridine 1-oxide 
• 79426-11-2 4-benzylsulfonyl-1,5-naphthyridine 1-oxide 
• 79425-97-1 N-[1,5]Naphthyridin-4-yl-N'-[1-(4-nitro-phenyl)-meth-(Z)-ylidene]-hydrazine 
• 134531-74-1 4-(4-fluorophenoxy)-1,5-naphthyridine 
• 134531-77-4 N-[2-[4-(t-butyl)phenyl]ethyl]-1,5-naphthyridin-4-amine 

Relevant articles and documents

Synthesis and complexation behavior of indenyl and cyclopentadienyl ligands functionalized with a naphthyridine unit

Lithium indenide (Li-Ind) or cyclopentadienide (Li-Cp) derivatives react as nucleophiles with 8-(methylsulfinyl)- 1,5-naphthyridine (Naph), leading to donor-functionalized ligands IndNaph or CpNaph, respectively. The new ligands comprise two N-donor atoms, which, for geometric reasons, cannot bind to the same metal atom. In complexes, where the metal atom is bound by the Cp or Ind moiety, the N5-donor atom is located in a distal position. The coordination behavior to Rh or Zr metal centers has been investigated. The Cp-based ligands show the expected chelating coordination mode with ν5-Cp and N coordination, whereas the indenyl units act as dihapto, trihapto, or pentahapto ligands. The dinuclear Rh(I) complex 12 shows a rare coordination geometry with two ν3 ligands bridging a Rh 2(CO)3 fragment.

Selective Halogenation of Pyridines Using Designed Phosphine Reagents

Halopyridines are key building blocks for synthesizing pharmaceuticals, agrochemicals, and ligands for metal complexes, but strategies to selectively halogenate pyridine C-H precursors are lacking. We designed a set of heterocyclic phosphines that are installed at the 4-position of pyridines as phosphonium salts and then displaced with halide nucleophiles. A broad range of unactivated pyridines can be halogenated, and the method is viable for late-stage halogenation of complex pharmaceuticals. Computational studies indicate that C-halogen bond formation occurs via an SNAr pathway, and phosphine elimination is the rate-determining step. Steric interactions during C-P bond cleavage account for differences in reactivity between 2- and 3-substituted pyridines.

Fluorescent material as well as preparation method and application thereof

The invention discloses a fluorescent material as well as a preparation method and application thereof. The structural general formula of the fluorescent material is formula (shown in the description), wherein R1-R10 are respectively independently selecte