CAS 6627-53-8

4-Chloro-2-methoxy-1-nitrobenzene

Description:

4-Chloro-2-methoxy-1-nitrobenzene, with the CAS number 6627-53-8, is an organic compound that belongs to the class of nitro-substituted aromatic compounds. It features a benzene ring substituted with a chlorine atom at the para position, a methoxy group at the ortho position, and a nitro group at the meta position. This compound is typically characterized by its yellow crystalline solid form and exhibits moderate solubility in organic solvents such as ethanol and acetone, while being less soluble in water. The presence of the nitro group contributes to its electron-withdrawing properties, influencing its reactivity and making it a potential candidate for various chemical reactions, including nucleophilic substitutions. Additionally, the methoxy group can provide some degree of electron donation, affecting the overall electronic properties of the molecule. Due to its structural features, 4-Chloro-2-methoxy-1-nitrobenzene may be utilized in the synthesis of other chemical compounds and in research applications, particularly in the fields of pharmaceuticals and agrochemicals.

Formula: C₇H₆ClNO₃

InChI: InChI=1S/C7H6ClNO3/c1-12-7-4-5(8)2-3-6(7)9(10)11/h2-4H,1H3

InChI key: InChIKey=ABEUJUYEUCCZQF-UHFFFAOYSA-N

SMILES: O(C)C1=C(N(=O)=O)C=CC(Cl)=C1

Synonyms:

• 1-Chloro-3-methoxy-4-nitrobenzene
• 2-Methoxy-4-chloronitrobenzene
• 2-Nitro-5-chloroanisole
• 3-Methoxy-4-nitro-1-chlorobenzene
• 4-Chloro-2-(methyloxy)-1-nitrobenzene
• 4-Chloro-2-methoxy-1-nitrobenzene
• 4-Chloro-2-methoxynitrobenzene
• 5-Chloro-2-nitrophenyl methyl ether
• Anisole, 5-chloro-2-nitro-
• Benzene, 4-chloro-2-methoxy-1-nitro-
• NSC 60112

5-Chloro-2-nitroanisole

CAS: 6627-53-8

Formula: C₇H₆ClNO₃

Purity: 97%

Color and Shape: Solid

Molecular weight: 187.5804

Ref: IN-DA00FBJX

5-Chloro-2-nitroanisole

CAS: 6627-53-8

Ref: 7W-GK2326

5-Chloro-2-nitroanisole

CAS: 6627-53-8

5-Chloro-2-nitroanisole

Formula: C₇H₆ClNO₃

Purity: 98%

Color and Shape: Pale Yellow Powder

Molecular weight: 187.58g/mol

Ref: 54-OR11523

5-Chloro-2-nitroanisole

CAS: 6627-53-8

Formula: C₇H₆ClNO₃

Purity: 95%

Color and Shape: Solid

Molecular weight: 187.58

Ref: 10-F214700

5-Chloro-2-nitroanisole

Controlled Product

CAS: 6627-53-8

Applications 5-Chloro-2-nitroanisole is involved in the synthesis of orally bioavailable anaplastic lymphoma kinases (ALK) inhibitors as anticancer drugs (1). In addition, it is used in the synthesis of kinesin spindle protein (KSP) inhibitors which are responsible for the spindle pole separation which occurs during mitosis in cancer cells (2).
References (1) Mesaros, E. et al.: J. Med. Chem. (2012) 55, 115-25 (2) Parrish, C. A., et al.: J. Med. Chem. (2007) 50, 4939-50

Formula: C₇H₆ClNO₃

Color and Shape: Neat

Molecular weight: 187.58

Ref: TR-C377695