2050-75-1

Basic information

• Product Name: 2,3-DICHLORONAPHTHALENE
• Synonyms: PCN-10;2,3-DICHLORONAPHTHALENE
• CAS NO: 2050-75-1
• Molecular Formula: C₁₀H₆Cl₂
• Molecular Weight: 197.06064
• EINECS: 218-102-0
• Mol File: 2050-75-1.mol
• Article Data: 7

Chemical Properties

• Melting Point: 119 °C
• Boiling Point: 298.2 °C at 760 mmHg
• Flash Point: 141.6 °C
• Appearance: /
• Density: 1.336 g/cm³
• Vapor Pressure: 0.00229mmHg at 25°C
• Refractive Index: 1.651
• CAS DataBase Reference: 2,3-DICHLORONAPHTHALENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-DICHLORONAPHTHALENE(2050-75-1)
• EPA Substance Registry System: 2,3-DICHLORONAPHTHALENE(2050-75-1)

Safety Data

• Hazardous Substances Data: 2050-75-1(Hazardous Substances Data)

Usage

Chemical Family

Naphthalenes

Chlorinated Derivative

Yes (two chlorine atoms attached to the naphthalene ring)

Common Uses

Intermediate in the synthesis of other compounds, pesticide, moth repellent

Known For

Strong, pungent odor

Industrial Applications

Production of dyes, pharmaceuticals, insecticide

Limitations

Limited use due to potential environmental and health impacts

InChI:InChI=1/C10H6Cl2/c11-9-5-7-3-1-2-4-8(7)6-10(9)12/h1-6H

Upstream product

• 50402-52-3 1,2,3-trichloro-naphthalene 
• 605-36-7 naphtalene α-tetrachloride 
• 605-36-7 (r-1,t-2,c-3,t-4)-1,2,3,4-tetrachlorotetralin 
• 67-56-1 methanol 
• 605-36-7 naphtalene δ-tetrachloride 
• 124-41-4 sodium methylate 
• 67-64-1 acetone 
• 71436-63-0 1-bromo-3,4-benzo-6,6-dichlorobicyclo<3.1.0>hexane 
• 865-47-4 potassium tert-butylate 
• 74925-45-4 1-chloro-3,4-benzo-6,6-dichlorobicyclo<3.1.0>hexane 
• 605-36-7 1,2,3,4-tetrahydro-1,2,3,4-tetrachloronaphthalene 
• 7647-01-0 hydrogenchloride 
• 81903-36-8 2,3-naphthalene bishydrazine 
• 10485-09-3 2-bromoindene 

Downstream Products

• 7029-89-2 2,3-diphenylbenzo[g]quinoxaline-5,10-dione 
• 771-97-1 2,3-Diaminonaphthalene 
• 36305-72-3 2,3-diphenylbenzoquinoxaline 

Relevant articles and documents

Single molecules of terrylene in di-substituted naphthalenes crystallizing in the herringbone pattern

2,3-Dichloronaphthalene (2,3-DCN) and 2,3-dibromonaphthalene (2,3-DBN) were synthesized, purified and used to grow single crystals in the form of thin plates. X-ray crystallographic studies, performed for the first time, showed that molecules in both isostructural crystals are arranged in the herringbone pattern. These crystals, lightly doped with terrylene (Tr), appeared to be very good systems for optical single-molecule studies. Fluorescence excitation spectra of single Tr molecules at 5 K in excess of the dominating purely electronic (0, 0) and intense vibronic line of ～250 cm-1 frequency had a new, “184 cm-1” line, absent in the spectrum of isolated (D2h) Tr. Quantum-chemistry calculations indicated that this new line was the fingerprint of the deformation of the Tr molecule in the crystal structure, which lowered its symmetry to C2h

Synthesis and in vitro antimycobacterial activity of 7-[3-(substituted) phenylprop-2-enoyl]-2,3-diphenyl- 5H,10H-benzo[g]quinoxaline-5,10-diones

Eleven new compounds diones namely, 7-[3-(substituted) phenylprop-2-enoyl]-2,3-diphenyl- 5H,10H-benzo[g]quinoxaline-5,10-dione (6a-k) were synthesized by multistep synthetic scheme. The newly synthesized compounds were submitted for their in vitro antimycobacterial activity against Mycobacterium tuberculosis H37Rv by L.J. Slope (Conventional) Method. Compound 6e having 4-OCH3 at phenyl ring attached to 3-position of prop-2-enoyl group has been observed as the most active antimycobacterial compound, while compound 6h having 4-CF3 group on the above-mentioned position has been observed as the least active antimycobacterial compound of the newly synthesized series.

The Bergman reaction as a synthetic tool: Advantages and restrictions

The Bergman cycloaromatization reaction efficiently converts easily prepared acyclic enediynes into aromatic rings. In order to prepare larger, functionalized fused aromatic systems using this reaction, a thorough understanding of how functionalization affects cycloaromatization is necessary. We present here our studies on the influence of substituents at three different functionalization sites on cycloaromatization, and how these functional groups can be tailored to prepare more complex systems.