4-Acetamido-2-bromo-5-nitroanisole

Basic Information

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CAS Number

7357-66-6

Molecular Formula

C9H9BrN2O4

Molecular Weight

289.08 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Fine Chemicals Dyes and Pigments Organic Dyes

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Melting Point

171-173 ºC

Density

1.656

SMILES

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CC(=O)NC1=CC(=C(C=C1[N+](=O)[O-])OC)Br

InChI

InChI=1S/C9H9BrN2O4/c1-5(13)11-7-3-6(10)9(16-2)4-8(7)12(14)15/h3-4H,1-2H3,(H,11,13)

InChIKey

WFVRYIASUVEKMY-UHFFFAOYSA-N

LogP

2.92050

Complexity

281

Synonyms & References

English

SCHEMBL4346832
2-Bromo-4-acetamino-5-nitroanisole
N-(5-Bromo-4-methoxy-2-nitrophenyl)acetamide
NSC-37989
AKOS015837919
N-(5-Bromo-4-methoxy-2-nitrophenyl)acetamide #
7357-66-6
MFCD16618927
Benzenamine, N-acetyl-3-bromo-4-methoxy-6-nitro-
BS-25970
4-ACETAMIDO-2-BROMO-5-NITROANISOLE
A866066
NSC37989
DTXSID40284600
4-AcetaMido-2-broMo-5-nitroanisole

MDL Number

MFCD16618927

Customs Code

2924299090

FAQ

What are the physical and chemical properties of 4-Acetamido-2-bromo-5-nitroanisole (CAS: 7357-66-6)?

4-Acetamido-2-bromo-5-nitroanisole (CAS: 7357-66-6) is a crystalline compound with a molecular weight of 298.01 g/mol. It has a low solubility in water but is more soluble in organic solvents like ethanol and dichloromethane. This compound is known for its reactivity in nucleophilic aromatic substitution reactions due to the presence of a bromine atom and nitro group. It also exhibits good stability under neutral and slightly acidic conditions, but can be sensitive to strong bases and reducing agents.

How is 4-Acetamido-2-bromo-5-nitroanisole (CAS: 7357-66-6) typically synthesized?

4-Acetamido-2-bromo-5-nitroanisole (CAS: 7357-66-6) can be synthesized through a multi-step process that involves the bromination of anisole followed by nitration and acetylation. The bromination step typically uses N-bromosuccinimide (NBS) in the presence of a peroxide initiator. Nitration is performed using fuming nitric acid and sulfuric acid. The acetylation is achieved using acetic anhydride or acetyl chloride in the presence of a catalyst. These reactions require precise control of conditions to achieve high yield and selectivity.

What industries use 4-Acetamido-2-bromo-5-nitroanisole (CAS: 7357-66-6)?

4-Acetamido-2-bromo-5-nitroanisole (CAS: 7357-66-6) is primarily used in the pharmaceutical industry as an intermediate for the synthesis of various drug candidates. It also finds applications in the polymer industry for the development of novel materials with specific chemical functionalities. Additionally, this compound can be utilized in sensor technology for detecting certain chemical species and in semiconductor manufacturing as a dopant material.

What precautions should be taken when handling 4-Acetamido-2-bromo-5-nitroanisole (CAS: 7357-66-6)?

When handling 4-Acetamido-2-bromo-5-nitroanisole (CAS: 7357-66-6), it is essential to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. This compound should be used in a well-ventilated fume hood to prevent inhalation of fumes. In case of a spill, it should be cleaned up immediately with appropriate absorbent materials. Handling should be done with care to avoid skin contact and ingestion. Always refer to the Safety Data Sheet (SDS) for detailed information on safe handling and disposal procedures.