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5-bromo-1-nitro-naphthalene is a chemical compound characterized by the molecular formula C10H6BrNO2. It is a yellowish crystalline solid known for its unique optical and electronic properties, as well as its potential as a reagent in organic synthesis reactions. The presence of bromine and nitro groups in its structure makes it a versatile building block for creating complex organic molecules, particularly in the synthesis of pharmaceuticals, dyes, and other organic compounds.

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  • 5328-76-7 Structure
  • Basic information

    1. Product Name: 5-bromo-1-nitro-naphthalene
    2. Synonyms: 5-bromo-1-nitro-naphthalene;1-Bromo-5-nitronaphthalene96%
    3. CAS NO:5328-76-7
    4. Molecular Formula: C10H6BrNO2
    5. Molecular Weight: 252.07
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 5328-76-7.mol
  • Chemical Properties

    1. Melting Point: 121 °C
    2. Boiling Point: 363.8 °C at 760 mmHg
    3. Flash Point: 173.8 °C
    4. Appearance: /
    5. Density: 1.662g/cm3
    6. Vapor Pressure: 3.68E-05mmHg at 25°C
    7. Refractive Index: 1.696
    8. Storage Temp.: Sealed in dry,Room Temperature
    9. Solubility: N/A
    10. CAS DataBase Reference: 5-bromo-1-nitro-naphthalene(CAS DataBase Reference)
    11. NIST Chemistry Reference: 5-bromo-1-nitro-naphthalene(5328-76-7)
    12. EPA Substance Registry System: 5-bromo-1-nitro-naphthalene(5328-76-7)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 5328-76-7(Hazardous Substances Data)

5328-76-7 Usage

Uses

Used in Pharmaceutical Industry:
5-bromo-1-nitro-naphthalene is used as an intermediate in the synthesis of various pharmaceuticals for its ability to facilitate the formation of carbon-carbon and carbon-heteroatom bonds, contributing to the development of new drugs and therapeutic agents.
Used in Dye Industry:
In the dye industry, 5-bromo-1-nitro-naphthalene is utilized as a key intermediate in the production of dyes, leveraging its chemical structure to create a range of colorants for various applications.
Used in Organic Synthesis:
5-bromo-1-nitro-naphthalene is used as a reagent in organic synthesis reactions, particularly for its role in forming complex organic molecules, which is essential in the creation of new chemical entities with potential applications across various industries.
Used in Organic Electronics and Optoelectronics:
Due to its unique optical and electronic properties, 5-bromo-1-nitro-naphthalene is studied for potential applications in the field of organic electronics and optoelectronic devices, where it may contribute to the development of advanced materials for electronic components and light-emitting technologies.
Safety Precautions:
It is important to handle 5-bromo-1-nitro-naphthalene with care, as it is considered toxic and harmful if swallowed or inhaled, and may cause skin and eye irritation. Proper safety measures should be taken to minimize exposure and ensure the well-being of individuals working with this compound.

Check Digit Verification of cas no

The CAS Registry Mumber 5328-76-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,3,2 and 8 respectively; the second part has 2 digits, 7 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 5328-76:
(6*5)+(5*3)+(4*2)+(3*8)+(2*7)+(1*6)=97
97 % 10 = 7
So 5328-76-7 is a valid CAS Registry Number.
InChI:InChI=1/C10H6BrNO2/c11-9-5-1-4-8-7(9)3-2-6-10(8)12(13)14/h1-6H

5328-76-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-Bromo-5-nitronaphthalene

1.2 Other means of identification

Product number -
Other names Naphthalene, 1-bromo-5-nitro-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:5328-76-7 SDS

5328-76-7Relevant articles and documents

Corey-Chaykovsky Cyclopropanation of Nitronaphthalenes: Access to Benzonorcaradienes and Related Systems

Antoniak, Damian,Barbasiewicz, Micha?

supporting information, p. 9320 - 9325 (2019/11/19)

Nitronaphthalene derivatives react as Michael acceptors in the Corey-Chaykovsky reaction with alkyl phenyl selenones and alkyl diphenyl sulfonium salts. Mechanistic studies reveal that sterically demanding substituents at the carbanionic center favor formation of cyclopropanes and suppress competitive β-elimination to the alkylated products. The transformation, demonstrated also on heterocyclic nitroquinoline and nitroindazolines, is an example of transition metal-free dearomatization method.

Synthesis of Positional Isomeric Phenylphenalenones

Ospina, Felipe,Ramirez, Adrian,Cano, Marisol,Hidalgo, William,Schneider, Bernd,Otálvaro, Felipe

, p. 3873 - 3879 (2017/04/11)

A series of isomeric phenylphenalenones in which the phenyl ring is located at all possible peripheral positions of the phenalenone nuclei was synthesized. The structural characteristics of the series, in which topological variation is permitted with minimal electronic disturbance, could, in principle, allow for easy pharmacophore recognition when the compounds are aligned in steroidomimetic conformations.

An electroluminescent compound and an electroluminescent device comprising the same

-

Paragraph 0390-0396, (2020/12/25)

The present invention relates to organic light emitting compounds represented by chemical formula 1-1 to chemical formula 1-2. An organic electroluminescent device using the same has excellent light emitting efficiency and can be driven at low voltage, thereby having improved power efficiency and long life characteristics.COPYRIGHT KIPO 2015

Direct cyanation of picolinamides using K4[Fe(CN)6] as the cyanide source

Guan, Dinghui,Han, Lu,Wang, Lulu,Song, He,Chu, Wenyi,Sun, Zhizhong

supporting information, p. 743 - 745 (2015/06/22)

The efficient, simple, and environment-friendly route of direct cyanation of picolinamides has been developed with nontoxic K4[Fe(CN)6] as the cyanide source through Pdcatalyzed C-H bond activation. A series of N-(naphthalene-1- yl)picolinamide derivatives were successfully transformed to the corresponding cyanation products. The cyanation mechanism has also been speculated.

Design and formation of a large tetrahedral cluster using 1,1′-binaphthyl ligands

Biros, Shannon M.,Yeh, Robert M.,Raymond, Kenneth N.

supporting information; experimental part, p. 6062 - 6064 (2009/03/11)

(Chemical Presented) Greater than 700 A3 is the calculated interior volume of a novel [Ga4L6] cluster constructed with a derivatized 1,1′-binaphthyl ligand. Due to the size of the cavity, a guest molecule of suitable size

Water Soluble Boronic Acid Fluorescent Reporter Compounds and Methods of Use Thereof

-

, (2008/06/13)

Described herein are boronic acid fluorescent compounds and methods of use thereof.

Naphthalene-based water-soluble fluorescent boronic acid isomers suitable for ratiometric and off-on sensing of saccharides at physiological pH

Gao, Xingming,Zhang, Yanling,Wang, Binghe

, p. 579 - 586 (2007/10/03)

Two water-soluble naphthalene-based fluorescent boronic acid isomers, 5-(dimethylamino)naphthalene-1-boronic acid (5-DMANBA, 1) and 4-(dimethylamino)naphthalene-1-boronic acid (4-DMANBA, 2). have been synthesized; their fluorescent properties upon binding with carbohydrates have been determined in aqueous phosphate buffer at pH 7.4. The difference in substitution pattern between 1 and 2 leads to significant differences in their fluorescence properties. For example, addition of fructose (50 mM) to a solution of 1 induced a 61% fluorescence intensity decrease at 513 nm and a 36-fold increase at 433 nm. This revealed that compound 1 is a potential sensor for ratiometric sensing of sugars. The pH titration curves of 1 in the absence and the presence of fructose (50 mM) showed a 93- and 200-fold fluorescence intensity increase at 433 nm, respectively, when pH was increased from 3 to 10. Compound 2, however, does not show ratiometric fluorescent intensity changes, but shows significant fluorescence intensity increase upon addition of a sugar (41-fold intensity increase with 50 mM fructose). The emission intensity of 2 increased by over 170-fold at 445 nm upon changing the pH from 2 to 11. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2005.

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