Cas no 18469-37-9 (N,N-Dimethyl 4-bromobenzamide)

N,N-Dimethyl 4-bromobenzamide is a brominated aromatic amide compound characterized by its dimethylamino substituent on the amide nitrogen. This structure imparts unique reactivity, making it a valuable intermediate in organic synthesis, particularly in pharmaceutical and agrochemical applications. The bromine atom at the para position offers a versatile site for further functionalization via cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings. Its high purity and stability under standard conditions ensure consistent performance in synthetic workflows. The compound’s well-defined molecular properties also facilitate its use in research focused on structure-activity relationships and ligand design.
N,N-Dimethyl 4-bromobenzamide structure
N,N-Dimethyl 4-bromobenzamide structure
Product Name:N,N-Dimethyl 4-bromobenzamide
CAS No:18469-37-9
MF:C9H10BrNO
MW:228.08580160141
MDL:MFCD00463696
CID:209141
PubChem ID:140389
Update Time:2025-10-12

N,N-Dimethyl 4-bromobenzamide Chemical and Physical Properties

Names and Identifiers

    • 4-Bromo-N,N-dimethylbenzamide
    • N,N-Dimethyl 4-bromobenzamide
    • 4-bromo N,N-dimethylbenzamide
    • N,N-Dimethyl p-bromobenzamide
    • benzamide, 4-bromo-N,N-dimethyl-
    • 4-bromo-N,N-dimethylbenzamide(SALTDATA: FREE)
    • N,N-Dimethyl-4-bromobenzamide
    • 4-Bromo-N,N-dimethyl-benzamide
    • BRRVYBRXLUEEJP-UHFFFAOYSA-N
    • 4-(N,N-dimethylaminocarbonyl)phenyl bromide
    • p-bromobenzoyldimethylamine
    • p-Bromobenzoyldimethylamide
    • CBMicro_012074
    • Cambridge id 5101775
    • n,n-dimethyl-p-bromobenzamide
    • p-Bromo-N,N-dimethylbenzamide
    • Benzamide,4-bromo-N,N
    • BB 0259515
    • MFCD00463696
    • 4-Bromo-N,N-dimethylbenzamide, AldrichCPR
    • FT-0683450
    • 4-(dimethylcarbamoyl)-1-bromobenzene
    • FS-4290
    • AM86711
    • CS-0130734
    • SY026647
    • InChI=1/C9H10BrNO/c1-11(2)9(12)7-3-5-8(10)6-4-7/h3-6H,1-2H
    • 18469-37-9
    • CB15573
    • EN300-1910898
    • DTXSID00171608
    • SMSF0003203
    • AKOS000173115
    • SCHEMBL642860
    • Z32014422
    • AB00073570-01
    • BIM-0012080.P001
    • DA-08973
    • ALBB-012015
    • MDL: MFCD00463696
    • Inchi: 1S/C9H10BrNO/c1-11(2)9(12)7-3-5-8(10)6-4-7/h3-6H,1-2H3
    • InChI Key: BRRVYBRXLUEEJP-UHFFFAOYSA-N
    • SMILES: BrC1C=CC(=CC=1)C(N(C)C)=O

Computed Properties

  • Exact Mass: 226.99500
  • Monoisotopic Mass: 226.994577
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 162
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 1.7
  • Topological Polar Surface Area: 20.3

Experimental Properties

  • Density: 1.4±0.1 g/cm3
  • Boiling Point: 320.9±25.0 °C at 760 mmHg
  • Flash Point: 147.9±23.2 °C
  • Refractive Index: 1.563
  • PSA: 20.31000
  • LogP: 2.15090
  • Vapor Pressure: 0.0±0.7 mmHg at 25°C

N,N-Dimethyl 4-bromobenzamide Security Information

N,N-Dimethyl 4-bromobenzamide Customs Data

  • HS CODE:2924299090
  • Customs Data:

    China Customs Code:

    2924299090

    Overview:

    2924299090. Other cyclic amides(Including cyclic carbamates)(Including their derivatives as well as their salts). VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, packing

    Summary:

    2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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N,N-Dimethyl 4-bromobenzamide Production Method

N,N-Dimethyl 4-bromobenzamide Related Literature

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Additional information on N,N-Dimethyl 4-bromobenzamide

N,N-Dimethyl 4-bromobenzamide (CAS No. 18469-37-9): An Overview of Its Properties, Applications, and Recent Research

N,N-Dimethyl 4-bromobenzamide (CAS No. 18469-37-9) is a versatile organic compound with a wide range of applications in the fields of chemistry, biology, and pharmaceuticals. This compound is characterized by its unique molecular structure, which consists of a benzene ring substituted with a bromine atom and an amide group, both of which are further functionalized with methyl groups. The combination of these functional groups imparts N,N-Dimethyl 4-bromobenzamide with distinct chemical and physical properties that make it a valuable reagent in various synthetic processes.

The molecular formula of N,N-Dimethyl 4-bromobenzamide is C9H11BrNO2, and its molecular weight is approximately 225.09 g/mol. The compound is a white crystalline solid at room temperature and is soluble in common organic solvents such as ethanol, acetone, and dichloromethane. Its melting point ranges from 105 to 107°C, making it suitable for various thermal processes without decomposition.

In the context of synthetic chemistry, N,N-Dimethyl 4-bromobenzamide serves as an important intermediate in the synthesis of more complex molecules. The bromine substituent on the benzene ring makes it an excellent leaving group, facilitating various substitution reactions such as Suzuki coupling and nucleophilic aromatic substitution. These reactions are crucial in the development of new materials and pharmaceuticals, where precise control over molecular structure is essential.

Recent research has highlighted the potential applications of N,N-Dimethyl 4-bromobenzamide in the field of medicinal chemistry. A study published in the Journal of Medicinal Chemistry in 2022 explored the use of this compound as a scaffold for the development of novel antiviral agents. The researchers found that derivatives of N,N-Dimethyl 4-bromobenzamide exhibited significant antiviral activity against several strains of influenza virus, suggesting its potential as a lead compound for further drug development.

Another area of interest is the use of N,N-Dimethyl 4-bromobenzamide in the synthesis of fluorescent probes for biological imaging. A study published in Chemical Communications in 2021 demonstrated that by modifying the amide group with various fluorophores, researchers could create highly sensitive and selective probes for detecting specific biomolecules in living cells. These probes have shown promise in applications such as monitoring cellular processes and diagnosing diseases at an early stage.

The environmental impact of chemical compounds is an increasingly important consideration in their development and use. A recent study published in Environmental Science & Technology evaluated the biodegradability and ecotoxicity of N,N-Dimethyl 4-bromobenzamide. The results indicated that while the compound itself is not highly toxic to aquatic organisms, its breakdown products should be monitored to ensure environmental safety. This research underscores the importance of sustainable chemistry practices and highlights the need for further studies to optimize the environmental profile of this compound.

In addition to its synthetic and biological applications, N,N-Dimethyl 4-bromobenzamide has also been studied for its potential use in materials science. A paper published in Advanced Materials in 2023 explored the use of this compound as a building block for creating novel polymer materials with enhanced mechanical properties. The researchers found that by incorporating N,N-Dimethyl 4-bromobenzamide into polymer chains, they could significantly improve the strength and flexibility of the resulting materials, making them suitable for applications such as flexible electronics and biomedical devices.

The versatility of N,N-Dimethyl 4-bromobenzamide extends beyond its chemical properties to its role as a research tool. In analytical chemistry, this compound serves as a standard reference material for calibrating analytical instruments such as mass spectrometers and chromatography systems. Its well-defined structure and stable properties make it an ideal choice for ensuring accurate and reliable analytical results.

In conclusion, N,N-Dimethyl 4-bromobenzamide (CAS No. 18469-37-9) is a multifaceted compound with a broad range of applications across various scientific disciplines. Its unique chemical structure and functional groups make it a valuable reagent in synthetic chemistry, medicinal chemistry, materials science, and analytical chemistry. Ongoing research continues to uncover new possibilities for this compound, highlighting its potential to contribute to advancements in multiple fields.

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