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3-bromocinnoline, with the chemical formula C9H6BrN, is a brominated derivative of cinnoline characterized by a bromine atom attached to the third position of the cinnoline ring. This light yellow solid is insoluble in water but readily soluble in organic solvents, making it a versatile building block in organic synthesis and chemical reactions due to its unique structure and reactivity.

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  • 78593-33-6 Structure
  • Basic information

    1. Product Name: 3-bromocinnoline
    2. Synonyms: 3-bromocinnoline
    3. CAS NO:78593-33-6
    4. Molecular Formula: C8H5BrN2
    5. Molecular Weight: 209.04
    6. EINECS: N/A
    7. Product Categories: Cinnoline Derivertives;Thiophenes
    8. Mol File: 78593-33-6.mol
  • Chemical Properties

    1. Melting Point: 92-93 °C(Solv: ligroine (8032-32-4))
    2. Boiling Point: 324.952 °C at 760 mmHg
    3. Flash Point: 150.326 °C
    4. Appearance: /
    5. Density: 1.657 g/cm3
    6. Vapor Pressure: 0mmHg at 25°C
    7. Refractive Index: 1.685
    8. Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
    9. Solubility: N/A
    10. PKA: 0.86±0.10(Predicted)
    11. CAS DataBase Reference: 3-bromocinnoline(CAS DataBase Reference)
    12. NIST Chemistry Reference: 3-bromocinnoline(78593-33-6)
    13. EPA Substance Registry System: 3-bromocinnoline(78593-33-6)
  • 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: 78593-33-6(Hazardous Substances Data)

78593-33-6 Usage

Uses

Used in Organic Synthesis:
3-bromocinnoline is used as a building block in organic synthesis for its unique structure and reactivity, enabling the creation of various complex organic compounds.
Used in Pharmaceutical Industry:
3-bromocinnoline is used as a reagent in the synthesis of various drugs, contributing to the development of new pharmaceuticals.
Used in Research Laboratories:
3-bromocinnoline is utilized as a reagent in research settings to explore its properties and potential applications, furthering the understanding of organic chemistry and its practical uses.

Check Digit Verification of cas no

The CAS Registry Mumber 78593-33-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,8,5,9 and 3 respectively; the second part has 2 digits, 3 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 78593-33:
(7*7)+(6*8)+(5*5)+(4*9)+(3*3)+(2*3)+(1*3)=176
176 % 10 = 6
So 78593-33-6 is a valid CAS Registry Number.
InChI:InChI=1/C8H5BrN2/c9-8-5-6-3-1-2-4-7(6)10-11-8/h1-5H

78593-33-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-Bromocinnoline

1.2 Other means of identification

Product number -
Other names 3-bromocinnoline

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:78593-33-6 SDS

78593-33-6Relevant articles and documents

TMP-magnesium and TMP-Zinc bases for the regioselective metalation of the cinnoline scaffold

Klatt, Thomas,Roman, Daniela Sustac,Leon, Thierry,Knochel, Paul

supporting information, p. 1232 - 1235 (2014/03/21)

A regioselective functionalization of cinnolines in positions 3 and 8 using metalations has been developed. This involves either the use of a frustrated Lewis pair consisting of BF3·Et2O and TMP 2Mg·2LiCl or the in situ generated base TMP 2Zn·2MgCl2·2LiCl. Successive metalations allow the preparation of 3,8-disubstituted cinnolines. Various functionalizations by acylation, allylation, and cross-coupling reactions with aryl halides or alkenyl iodides were carried out successfully.

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