16452-11-2

Basic information

• Product Name: 2-AMINO-1-CHLORONAPHTHALENE
• Synonyms: 2-AMINO-1-CHLORONAPHTHALENE
• CAS NO: 16452-11-2
• Molecular Formula: C₁₀H₈ClN
• Molecular Weight: 177.63
• Mol File: 16452-11-2.mol
• Article Data: 13

Chemical Properties

• Melting Point: 59 °C(Solv: ethanol (64-17-5))
• Boiling Point: 322.7°C at 760 mmHg
• Flash Point: 149°C
• Appearance: /
• Density: 1.289g/cm³
• Vapor Pressure: 0.000275mmHg at 25°C
• Refractive Index: 1.699
• PKA: 1.51±0.10(Predicted)
• CAS DataBase Reference: 2-AMINO-1-CHLORONAPHTHALENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-1-CHLORONAPHTHALENE(16452-11-2)
• EPA Substance Registry System: 2-AMINO-1-CHLORONAPHTHALENE(16452-11-2)

Safety Data

• Hazardous Substances Data: 16452-11-2(Hazardous Substances Data)

Usage

General Description

2-Amino-1-chloronaphthalene is a chemical compound with the molecular formula C10H8ClN. It is a chlorinated derivative of naphthalene and is commonly used in the production of dyes, pigments and fluorescent brighteners. The compound is a white to off-white crystalline solid with a melting point of 125-127°C. It is considered to be a toxic substance and should be handled with care. It is commonly used as a precursor in the synthesis of pharmaceuticals and agrochemicals, as well as in the manufacture of fluorescent dyes and optical brighteners.

InChI:InChI=1/C10H8ClN/c11-10-8-4-2-1-3-7(8)5-6-9(10)12/h1-6H,12H2

Upstream product

• 6921-17-1 1-chloro-5,5-dimethylhydantoin 
• 91-59-8 naphthalen-2-ylamine 
• 118-52-5 1,3-dichloro-5,5-dimethylhydantoin 
• 56-23-5 tetrachloromethane 
• 7782-50-5 chlorine 
• 891-32-7 benzylidene(2-naphthyl)amine 
• 105789-95-5 1-chloro-2-acetylaminonaphthalene 
• 607-22-7 1-chloro-2-nitronaphthalene 
• 581-97-5 2-acetylaminonaphthalene 
• 7647-01-0 hydrogenchloride 

Downstream Products

• 88-99-3 benzene-1,2-dicarboxylic acid 
• 93776-83-1 9-chloro-1H-benzo[f]indole-2,3-dione 
• 1357261-35-8 5H-benzo[b]naphtho[4,3-f]azepin 
• 701277-07-8 1-chloro-2-iodo-naphthalene 
• 855284-58-1 10-chloro-2-phenyl-benzo[g]quinoline 
• 110571-73-8 2-phenylbenzo[g]quinoline 
• 855239-57-5 3-nitro-benzenesulfonic acid-(1-chloro-[2]naphthylamide) 
• 3645-26-9 10-chlorobenzo[g]quinoline 
• 52449-78-2 1-Chlor-[2]naphthonitril 
• 2050-69-3 1,2-dichloronaphthalene 
• 666856-00-4 4-chloro-2-(1-chloro-[2]naphthylamino)-benzoic acid 

Relevant articles and documents

Synthesis of a thiophene-fused isoindigo derivative: A potential building block for organic semiconductors

Thiophene-fused isoindigo (TII) was synthesized from thieno[2,3-f]indol- 6(7H)-one in a one-pot reaction, in which the alkylation, oxidation and condensation were finished in one step. It exhibits better intramolecular charge transfer properties and higher reductive potential compared with isoindigo(II), as evidenced by its optical and electrochemical properties, which shows that it might be used as a building block for n-type or ambipolar OFET materials.

Strained heterocyclic systems. 19. 1-azatriptycene and derivatives

The preparations of 1-azatripycene (1) and its 9-chloro, 9-deutero, and 1-oxide derivatives are reported. The basicity of 1 is compared to model compounds.

Improving the stability and catalyst lifetime of the halogenase RebH by directed evolution

We previously reported that the halogenase RebH catalyzes selective halogenation of several heterocycles and carbocycles, but product yields were limited by enzyme instability. Here, we use directed evolution to engineer an RebH variant, 3-LR, with a Topt over 5-°C higher than that of wild-type, and 3-LSR, with a Tm 18-°C higher than that of wild-type. These enzymes provided significantly improved conversion (up to fourfold) for halogenation of tryptophan and several non-natural substrates. This initial evolution of RebH not only provides improved enzymes for immediate synthetic applications, but also establishes a robust protocol for further halogenase evolution. Evolving halos: We have used directed evolution to engineer an RebH halogenase variant with a Topt more than 5-°C higher than that of wild-type RebH, and a second variant with a Tm 18-°C higher. These enzymes provided significantly improved conversion for halogenation of tryptophan and several non-natural substrates.

Regioselective arene halogenation using the FAD-dependent halogenase RebH

Together we're strong: Co-expression of the halogenase RebH with GroEL/ES and fusion of the flavin reductase RebF to MBP enabled production of both enzymes on scales sufficient for preparative regioselective oxidative halogenation of arenes. The activity and selectivity of RebH contrasts with those reported for the structurally homologous halogenase PrnA, which only enabled halogenation of nonnatural substrates at their most electronically activated positions. Copyright