Cas no 15185-02-1 (Benzyl-α,α-d2-amine)

Benzyl-α,α-d2-amine is a deuterated analog of benzylamine, where the two α-hydrogen atoms are replaced with deuterium (D). This isotopic labeling enhances the compound's utility in mechanistic studies, kinetic isotope effect (KIE) investigations, and NMR spectroscopy, as deuterium incorporation reduces signal interference and improves spectral resolution. The compound is particularly valuable in pharmaceutical and biochemical research for tracing reaction pathways or metabolic processes. Its high isotopic purity and stability make it a reliable tool for isotope dilution mass spectrometry (IDMS) and other analytical applications. The deuterated structure also minimizes unwanted side reactions in synthetic chemistry, offering precise control in deuterium-labeled synthesis.
Benzyl-α,α-d2-amine structure
Benzyl-α,α-d2-amine structure
Product Name:Benzyl-α,α-d2-amine
CAS No:15185-02-1
MF:C7H9N
MW:109.165385007858
MDL:MFCD06658748
CID:120854
PubChem ID:11029781
Update Time:2025-10-21

Benzyl-α,α-d2-amine Chemical and Physical Properties

Names and Identifiers

    • Benzenemethan-d2-amine(9CI)
    • Benzyl-α-α-D2-amine
    • BENZYL-ALPHA,ALPHA-D2-AMINE
    • Benzyl-a,a-d2-aMine
    • D99382
    • SCHEMBL8789223
    • Dideuterio(phenyl)methanamine
    • 15185-02-1
    • alpha,alpha-dideutero-benzylamine
    • Benzyl-α,α-d2-amine
    • MDL: MFCD06658748
    • Inchi: 1S/C7H9N/c8-6-7-4-2-1-3-5-7/h1-5H,6,8H2/i6D2
    • InChI Key: WGQKYBSKWIADBV-NCYHJHSESA-N
    • SMILES: NC([2H])([2H])C1C=CC=CC=1

Computed Properties

  • Exact Mass: 111.09865
  • Monoisotopic Mass: 109.086
  • Isotope Atom Count: 2
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 1
  • Complexity: 55.4
  • 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: 1.1
  • Topological Polar Surface Area: 26A^2

Experimental Properties

  • PSA: 26.02

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Additional information on Benzyl-α,α-d2-amine

Benzyl-α,α-d2-amine (CAS No. 15185-02-1): A Comprehensive Overview

Benzyl-α,α-d2-amine (CAS No. 15185-02-1) is a deuterated derivative of benzylamine, a compound that has gained significant attention in the fields of organic synthesis, medicinal chemistry, and materials science. This compound is characterized by the substitution of two hydrogen atoms on the α-carbon with deuterium atoms, which imparts unique properties and applications compared to its non-deuterated counterpart.

The chemical structure of Benzyl-α,α-d2-amine consists of a benzene ring attached to an amino group via a methyl group, with the two deuterium atoms located on the α-carbon. This structural modification can have profound effects on the physical and chemical properties of the molecule, including its reactivity, stability, and biological activity.

In recent years, deuterated compounds have become increasingly important in various scientific and industrial applications. The substitution of hydrogen with deuterium can lead to significant changes in the kinetic isotope effect (KIE), which can be exploited to enhance the stability and performance of molecules in different contexts. For instance, in medicinal chemistry, deuterated analogs of drugs are often developed to improve their metabolic stability and pharmacokinetic properties.

Benzyl-α,α-d2-amine has been studied for its potential use in the synthesis of complex organic molecules and as a building block for various chemical reactions. Its unique properties make it a valuable reagent in synthetic organic chemistry, particularly in reactions where the presence of deuterium can influence reaction pathways or product selectivity.

One notable application of Benzyl-α,α-d2-amine is in the field of nuclear magnetic resonance (NMR) spectroscopy. Deuterated compounds are often used as internal standards or reference materials in NMR studies due to their distinct chemical shifts and enhanced signal-to-noise ratio. This makes Benzyl-α,α-d2-amine a useful tool for researchers working on complex molecular systems where precise NMR data is crucial.

In addition to its use in NMR spectroscopy, Benzyl-α,α-d2-amine has also been explored for its potential applications in materials science. Deuterated compounds can exhibit altered physical properties such as melting points, boiling points, and solubility compared to their non-deuterated counterparts. These differences can be leveraged to design materials with specific properties for various applications, including polymers, coatings, and electronic materials.

The synthesis of Benzyl-α,α-d2-amine typically involves the deuteration of benzylamine using deuterium gas or deuterated solvents under controlled conditions. Various methods have been reported in the literature for achieving high levels of deuteration efficiency while maintaining the integrity of the molecule. These synthetic routes often involve catalytic hydrogenation or exchange reactions with deuterium sources.

The safety and handling of Benzyl-α,α-d2-amine should be conducted with standard laboratory precautions due to its amine functionality. Amines can be corrosive to certain materials and may pose inhalation risks if not properly managed. It is important to store this compound in a well-ventilated area and use appropriate personal protective equipment (PPE) when handling it.

In conclusion, Benzyl-α,α-d2-amine (CAS No. 15185-02-1) is a versatile compound with a wide range of applications in organic synthesis, medicinal chemistry, NMR spectroscopy, and materials science. Its unique properties arising from the presence of deuterium atoms make it an important reagent for researchers and scientists working in these fields. As research continues to advance our understanding of deuterated compounds, it is likely that new applications and uses for Benzyl-α,α-d2-amine will be discovered.

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