Cas no 877064-95-4 ((3-Bromo-4-methyl-phenyl)methylcarbamic Acid tert-Butyl Ester)

(3-Bromo-4-methyl-phenyl)methylcarbamic Acid tert-Butyl Ester is a versatile intermediate in organic synthesis, particularly valuable in pharmaceutical and agrochemical research. Its bromomethyl and tert-butyl ester functionalities make it a useful building block for further functionalization, enabling the introduction of carbamate-protected amine groups into complex molecular frameworks. The compound's stability under standard conditions ensures reliable handling and storage, while its well-defined reactivity allows for controlled transformations in multi-step syntheses. Its structural features facilitate applications in cross-coupling reactions, nucleophilic substitutions, and other key synthetic methodologies. The presence of both aromatic bromine and a protected amine group offers strategic advantages in designing targeted molecular architectures.
(3-Bromo-4-methyl-phenyl)methylcarbamic Acid tert-Butyl Ester structure
877064-95-4 structure
Product Name:(3-Bromo-4-methyl-phenyl)methylcarbamic Acid tert-Butyl Ester
CAS No:877064-95-4
MF:C13H18BrNO2
MW:300.191523075104
MDL:MFCD12913705
CID:1028344
Update Time:2025-05-20

(3-Bromo-4-methyl-phenyl)methylcarbamic Acid tert-Butyl Ester Chemical and Physical Properties

Names and Identifiers

    • tert-Butyl (3-bromo-4-methylphenyl)(methyl)carbamate
    • (3-Bromo-4-methyl-phenyl)-methyl-carbamic acid tert-butyl ester
    • tert-butyl 3-bromo-4-methylbenzylcarbamate
    • tert-butyl N-(3-bromo-4-methylphenyl)-N-methylcarbamate
    • (3-Bromo-4-methyl-phenyl)methylcarbamic Acid tert-Butyl Ester
    • MDL: MFCD12913705
    • Inchi: 1S/C13H18BrNO2/c1-9-6-7-10(8-11(9)14)15(5)12(16)17-13(2,3)4/h6-8H,1-5H3
    • InChI Key: RQGCJQIAGDDTKJ-UHFFFAOYSA-N
    • SMILES: BrC1=C(C)C=CC(=C1)N(C)C(=O)OC(C)(C)C

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 4

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Additional information on (3-Bromo-4-methyl-phenyl)methylcarbamic Acid tert-Butyl Ester

(3-Bromo-4-methyl-phenyl)methylcarbamic Acid tert-Butyl Ester (CAS No. 877064-95-4)

The compound (3-Bromo-4-methyl-phenyl)methylcarbamic Acid tert-Butyl Ester, identified by the CAS registry number 877064-95-4, is a versatile organic compound with significant applications in various fields of chemistry. This compound belongs to the class of carbamates, which are widely used as intermediates in the synthesis of pharmaceuticals, agrochemicals, and specialty chemicals. The structure of this compound comprises a phenyl ring substituted with bromine and methyl groups, along with a carbamate functional group attached to a tert-butyl ester moiety. This unique combination of functional groups makes it highly reactive and suitable for a range of chemical transformations.

Recent advancements in synthetic chemistry have highlighted the importance of (3-Bromo-4-methyl-phenyl)methylcarbamic Acid tert-Butyl Ester as a key intermediate in the construction of bioactive molecules. For instance, researchers have employed this compound in the synthesis of novel kinase inhibitors, which hold promise in the treatment of various cancers. The bromine substituent on the phenyl ring plays a crucial role in modulating the electronic properties of the molecule, thereby enhancing its binding affinity to target proteins. Additionally, the tert-butyl ester group provides excellent leaving group properties, facilitating various substitution reactions during the synthesis process.

In terms of synthesis, this compound can be prepared via a multi-step process involving nucleophilic aromatic substitution and esterification reactions. The starting material is typically a bromo-substituted aniline derivative, which undergoes alkylation to introduce the methylcarbamate group. Subsequent esterification with tert-butanol yields the final product. The reaction conditions, such as temperature and solvent choice, are critical in ensuring high yields and purity of the product.

The application of (3-Bromo-4-methyl-phenyl)methylcarbamic Acid tert-Butyl Ester extends beyond pharmaceuticals. It has also been utilized in the development of advanced materials, such as high-performance polymers and coatings. The carbamate group imparts hydrophilic properties to the molecule, making it suitable for applications requiring water solubility or improved adhesion characteristics.

From an environmental perspective, recent studies have focused on the biodegradation pathways of this compound. Researchers have found that under aerobic conditions, the tert-butyl ester group undergoes hydrolysis to form carboxylic acids, which are further metabolized by microorganisms. This information is crucial for assessing the environmental impact and designing sustainable synthetic routes for this compound.

In conclusion, (3-Bromo-4-methyl-phenyl)methylcarbamic Acid tert-Butyl Ester (CAS No. 877064-95-4) is a valuable compound with diverse applications in chemistry and materials science. Its unique structure and reactivity make it an essential building block for synthesizing bioactive molecules and advanced materials. As research continues to uncover new applications and improve synthetic methodologies, this compound will undoubtedly remain a cornerstone in modern chemical synthesis.

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