Description

8-Chloro-5-nitroquinoline (CAS No. 22539-55-5) is a high-purity nitro-substituted quinoline derivative with the molecular formula C₉H₅ClN₂O₂. This heterocyclic aromatic compound is characterized by its chloro and nitro functional groups at the 8- and 5-positions, respectively, making it a versatile intermediate for synthetic organic chemistry and pharmaceutical research. Suitable for use in coupling reactions, metal-catalyzed transformations, and as a scaffold for bioactive molecule development. Provided as a crystalline solid with ≥95% purity (HPLC), rigorously tested for consistency via GC-MS, NMR, and elemental analysis. Store in a cool, dry place under inert conditions to ensure stability.

Properties

• CAS Number: 22539-55-5
• Complexity: 231
• IUPAC Name: 8-chloro-5-nitro-quinoline
• InChI: InChI=1S/C9H5ClN2O2/c10-7-3-4-8(12(13)14)6-2-1-5-11-9(6)7/h1-5H
• InChI Key: XSJNIKQCTPVESL-UHFFFAOYSA-N
• Exact Mass: 208.0039551
• Molecular Formula: C9H5ClN2O2
• Molecular Weight: 208.60
• SMILES: C1=CC2=C(C=CC(=C2N=C1)Cl)[N+](=O)[O-]
• Topological: 58.7
• Monoisotopic Mass: 208.0039551
• Synonyms: 8-Chloro-5-nitroquinoline, DTXSID70291241, DTXCID00242387, 835-196-4, 22539-55-5, Quinoline, 8-chloro-5-nitro-, MFCD00466079, NIOSH/VB3347000, 8-chloro-5-nitro-quinoline, VB33470000, NSC74384, CBMicro_006691, 5-nitro-8-chloroquinoline, Oprea1_262058, Oprea1_308627, SCHEMBL6609076, XSJNIKQCTPVESL-UHFFFAOYSA-N, SMSSF-0081200, ALBB-024936, SMSF0004793, NSC-74384, SBB072384, AKOS000117966, CB08990, SB71761, AMS_CNC_ID-1743848918, NCGC00322172-01, LS-08275, SY168342, BIM-0006422.P001, EU-0068402, ST45028069, EN300-27726, D97518, AB01317911-02, F2179-0004, Z235362951

Application

8-Chloro-5-nitroquinoline serves as a key precursor in the synthesis of antimicrobial and antimalarial agents due to its quinoline core. It is utilized in cross-coupling reactions to create complex heterocycles for drug discovery programs. Researchers also employ it as a fluorescent probe substrate for studying enzyme kinetics in nitroreductase assays.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (100%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)
• Acute Tox. 4 (100%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2A (100%)
• STOT SE 3 (100%)

If you are interested or have any questions, please contact us at support@atomfair.com

Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.