Cas no 13474-70-9 (1-bromobicyclo2.2.1heptane)

1-Bromobicyclo[2.2.1]heptane is a bicyclic organic compound featuring a bromine substituent on a norbornane framework. Its rigid bicyclic structure and reactive bromine moiety make it a valuable intermediate in organic synthesis, particularly for ring-opening reactions, cross-coupling processes, and the preparation of functionalized norbornane derivatives. The compound's sterically constrained geometry can influence stereoselectivity in synthetic pathways, offering advantages in the design of complex molecular architectures. It is commonly utilized in pharmaceutical research, materials science, and agrochemical development due to its ability to introduce the norbornyl group into target molecules. The bromine atom provides a versatile handle for further functionalization via nucleophilic substitution or metal-catalyzed transformations.
1-bromobicyclo2.2.1heptane structure
1-bromobicyclo2.2.1heptane structure
Product Name:1-bromobicyclo2.2.1heptane
CAS No:13474-70-9
MF:C7H11Br
MW:175.066241502762
CID:222269
PubChem ID:139472
Update Time:2025-11-01

1-bromobicyclo2.2.1heptane Chemical and Physical Properties

Names and Identifiers

    • Bicyclo[2.2.1]heptane,1-bromo-
    • 1-bromo-Bicyclo(2.2.1)heptane
    • Bicyclo[2.2.1]heptane, 1-bromo- (9CI)
    • 1-bromobicyclo[2.2.1]heptane
    • Bicyclo(2.2.1)heptane, 1-bromo-
    • 1-bromobicyclo2.2.1heptane
    • DTXSID00158919
    • SCHEMBL2398417
    • 13474-70-9
    • 1-Bromobicyclo(2.2.1)heptane
    • EN300-119056
    • InChI=1/C7H11Br/c8-7-3-1-6(5-7)2-4-7/h6H,1-5H
    • norbornyl bromide
    • Inchi: 1S/C7H11Br/c8-7-3-1-6(5-7)2-4-7/h6H,1-5H2
    • InChI Key: IBGQMFDJANKDLZ-UHFFFAOYSA-N
    • SMILES: BrC12CCC(CC1)C2

Computed Properties

  • Exact Mass: 174.00443
  • Monoisotopic Mass: 174.00441g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 0
  • Complexity: 101
  • 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
  • XLogP3: 2.5
  • Topological Polar Surface Area: 0?2

Experimental Properties

  • PSA: 0

1-bromobicyclo2.2.1heptane Pricemore >>

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Additional information on 1-bromobicyclo2.2.1heptane

Comprehensive Guide to 1-Bromobicyclo[2.2.1]heptane (CAS No. 13474-70-9): Properties, Applications, and Industry Insights

1-Bromobicyclo[2.2.1]heptane (CAS No. 13474-70-9) is a specialized organic compound belonging to the class of bicyclic hydrocarbons with a bromine substituent. Its unique bridged ring structure and reactive bromine functional group make it a valuable intermediate in synthetic chemistry, particularly in the development of pharmaceuticals, agrochemicals, and advanced materials. This article explores its molecular characteristics, industrial relevance, and answers trending questions from researchers and chemists.

The compound’s systematic name, 1-bromobicyclo[2.2.1]heptane, reflects its norbornane skeleton (a bicyclic framework with two fused cyclohexane rings) and a bromine atom at the 1-position. Its CAS registry number, 13474-70-9, is critical for precise identification in chemical databases. Users often search for synonyms like "bromonorbornane" or "norbornyl bromide," highlighting its role in stereoselective synthesis and cross-coupling reactions.

Recent interest in sustainable chemistry has spurred discussions about 1-bromobicyclo[2.2.1]heptane as a precursor for green solvents and bio-based polymers. Researchers are investigating its potential in catalysis and carbon-carbon bond formation, aligning with the demand for eco-friendly synthetic routes. Questions like "How is 1-bromobicyclo[2.2.1]heptane used in asymmetric synthesis?" or "What are alternatives to halogenated intermediates?" dominate forums, reflecting industry shifts toward safer reagents.

From a technical perspective, 1-bromobicyclo[2.2.1]heptane exhibits notable steric hindrance due to its rigid structure, influencing its reactivity in nucleophilic substitution and radical reactions. Its boiling point, solubility, and stability under various conditions are frequently queried, underscoring the need for accurate physicochemical data in process design. Analytical techniques like NMR spectroscopy and GC-MS are essential for characterizing its purity, a topic often searched alongside "CAS 13474-70-9 analysis."

In the pharmaceutical industry, this compound serves as a building block for chiral auxiliaries and active pharmaceutical ingredients (APIs). Its application in peptide modification and ligand design is gaining traction, particularly in drug discovery programs targeting neurological disorders. Searches for "1-bromobicyclo[2.2.1]heptane in medicinal chemistry" reveal growing academic and commercial interest.

To optimize SEO visibility, this content integrates high-traffic keywords such as "brominated norbornane derivatives," "CAS 13474-70-9 suppliers," and "applications of bicyclic bromides." By addressing user intent—whether technical data, sourcing, or innovative uses—this guide enhances accessibility for chemists, procurement specialists, and R&D teams navigating the evolving landscape of fine chemicals.

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