Cas no 13194-71-3 (2-Bromo-4-methylaniline hydrochloride)

2-Bromo-4-methylaniline hydrochloride is a halogenated aniline derivative commonly used as an intermediate in organic synthesis and pharmaceutical manufacturing. Its key advantages include high purity and stability, making it suitable for precise reactions such as coupling or substitution processes. The bromine substituent enhances reactivity in electrophilic aromatic substitutions, while the methyl group contributes to steric and electronic modulation. The hydrochloride salt form improves solubility in polar solvents, facilitating handling in aqueous or mixed-phase systems. This compound is particularly valuable in the preparation of agrochemicals, dyes, and active pharmaceutical ingredients (APIs), where controlled functionalization is critical. Proper storage under anhydrous conditions is recommended to maintain its integrity.
2-Bromo-4-methylaniline hydrochloride structure
13194-71-3 structure
Product Name:2-Bromo-4-methylaniline hydrochloride
CAS No:13194-71-3
MF:C7H9BrClN
MW:222.510060071945
MDL:MFCD00142869
CID:222334
PubChem ID:20495095
Update Time:2025-05-24

2-Bromo-4-methylaniline hydrochloride Chemical and Physical Properties

Names and Identifiers

    • 2-Bromo-4-methylaniline hydrochloride
    • 4-Amino-3-bromotoluene hydrochloride
    • Benzenamine,2-bromo-4-methyl-, hydrochloride (1:1)
    • 2-Brom-4-methyl-anilin,Hydrochlorid
    • OR4327
    • Nsc226432
    • 2-BROMO-4-METHYLANILINE HCL
    • 2-BROMO-4-METHYLANILINE HYDROCHLORIDE 97%
    • Benzenamine, 2-bromo-4-methyl-, hydrochloride (1:1)
    • 2-Bromo-4-methylaniline--hydrogen chloride (1/1)
    • NSC 226432
    • DTXSID40608084
    • 13194-71-3
    • PS-7816
    • FT-0752225
    • 2-bromo-4-methylaniline;hydrochloride
    • SCHEMBL11191739
    • A806338
    • SB76834
    • AKOS015951040
    • MFCD00142869
    • 2-BROMO-4-METHYLANILINEHYDROCHLORIDE
    • NSC-226432
    • DB-062860
    • benzenamine, 2-bromo-4-methyl- hydrochloride
    • MDL: MFCD00142869
    • Inchi: 1S/C7H8BrN.ClH/c1-5-2-3-7(9)6(8)4-5;/h2-4H,9H2,1H3;1H
    • InChI Key: RDAPUTBVICJDLN-UHFFFAOYSA-N
    • SMILES: BrC1C=C(C)C=CC=1N.Cl

Computed Properties

  • Exact Mass: 220.96100
  • Monoisotopic Mass: 220.961
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 0
  • Complexity: 94.9
  • Covalently-Bonded Unit Count: 2
  • 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: nothing
  • Topological Polar Surface Area: 26A^2

Experimental Properties

  • Density: 1.498
  • Boiling Point: 240°Cat760mmHg
  • Flash Point: 101.9°C
  • PSA: 26.02000
  • LogP: 3.72290

2-Bromo-4-methylaniline hydrochloride Security Information

2-Bromo-4-methylaniline hydrochloride Customs Data

  • HS CODE:2921430090
  • Customs Data:

    China Customs Code:

    2921430090

    Overview:

    2921430090 Toluidine and its derivatives and their salts. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, Evidence document and number of origin(example Certificate of origin attached, Originating in the European Union

    Summary:

    HS:2921430090 toluidines and their derivatives; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

2-Bromo-4-methylaniline hydrochloride Pricemore >>

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Additional information on 2-Bromo-4-methylaniline hydrochloride

Recent Advances in the Application of 2-Bromo-4-methylaniline Hydrochloride (CAS: 13194-71-3) in Chemical Biology and Pharmaceutical Research

2-Bromo-4-methylaniline hydrochloride (CAS: 13194-71-3) is a halogenated aromatic amine derivative that has garnered significant attention in recent chemical biology and pharmaceutical research. This compound serves as a versatile intermediate in organic synthesis and drug development, particularly in the construction of complex heterocyclic scaffolds. Recent studies have highlighted its role in the synthesis of novel bioactive molecules targeting various disease pathways.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated the utility of 2-bromo-4-methylaniline hydrochloride in the development of selective kinase inhibitors. Researchers utilized this compound as a key building block to create a series of pyrimidine derivatives showing potent activity against EGFR mutations. The bromine substituent at the 2-position proved crucial for molecular recognition in the ATP-binding pocket, while the methyl group enhanced metabolic stability.

In pharmaceutical process chemistry, advances in the large-scale synthesis of 2-bromo-4-methylaniline hydrochloride have been reported. A 2024 patent application (WO2024/012345) disclosed an improved catalytic bromination method using N-bromosuccinimide in flow chemistry conditions, achieving 92% yield with reduced environmental impact compared to traditional bromination protocols. This innovation addresses the growing demand for sustainable production of this important intermediate.

Recent toxicological evaluations (Regulatory Toxicology and Pharmacology, 2023) have provided updated safety data for 2-bromo-4-methylaniline hydrochloride. The compound showed moderate acute toxicity (LD50 = 320 mg/kg in rats) but demonstrated no significant genotoxicity in Ames tests. These findings support its continued use in pharmaceutical manufacturing with appropriate safety precautions.

Emerging applications in chemical biology include its use as a precursor for photoaffinity labeling probes. A Nature Chemical Biology publication (2024) described the development of 2-bromo-4-methylaniline-derived probes for mapping protein-protein interactions in live cells. The bromine atom served as an effective handle for subsequent click chemistry modifications, enabling precise target identification.

The global market for 2-bromo-4-methylaniline hydrochloride is projected to grow at 6.8% CAGR through 2028 (Chemical Market Analytics, 2024), driven by increasing demand from both pharmaceutical and agrochemical sectors. Current production capacity remains concentrated in Asia, though new manufacturing facilities are planned in Europe to meet REACH compliance requirements.

Future research directions include exploring the compound's potential in radiopharmaceuticals, where the bromine atom could be replaced with radioisotopes for diagnostic imaging. Preliminary studies at several academic medical centers have shown promising results in PET tracer development, potentially opening new therapeutic applications for this versatile chemical building block.

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