Cas no 15164-29-1 ((S)-1-Bromo-2,3-dimethylbutane)

(S)-1-Bromo-2,3-dimethylbutane is a chiral alkyl bromide with the molecular formula C6H13Br, featuring a stereocenter at the C1 position. This compound is commonly employed as an intermediate in organic synthesis, particularly in asymmetric reactions and the preparation of branched-chain derivatives. Its well-defined stereochemistry makes it valuable for constructing enantiomerically pure compounds in pharmaceuticals and agrochemicals. The bromine substituent enhances reactivity in nucleophilic substitution and coupling reactions, while the branched alkyl structure influences steric and electronic properties. The product is typically supplied with high chemical and optical purity, ensuring reproducibility in synthetic applications. Proper handling under inert conditions is recommended due to its sensitivity to light and moisture.
(S)-1-Bromo-2,3-dimethylbutane structure
15164-29-1 structure
Product Name:(S)-1-Bromo-2,3-dimethylbutane
CAS No:15164-29-1
MF:C6H13Br
MW:165.071421384811
CID:1064538
PubChem ID:101658533
Update Time:2025-05-19

(S)-1-Bromo-2,3-dimethylbutane Chemical and Physical Properties

Names and Identifiers

    • (S)-1-Bromo-2,3-dimethylbutane
    • [S,(+)]-1-Bromo-2,3-dimethylbutane
    • DB-310363
    • (2S)-1-Bromo-2,3-dimethylbutane
    • 15164-29-1
    • starbld0004834
    • Inchi: 1S/C6H13Br/c1-5(2)6(3)4-7/h5-6H,4H2,1-3H3/t6-/m1/s1
    • InChI Key: CNNUHHAUPSXEKI-ZCFIWIBFSA-N
    • SMILES: BrC[C@@H](C)C(C)C

Computed Properties

  • Exact Mass: 164.02006g/mol
  • Monoisotopic Mass: 164.02006g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 7
  • Rotatable Bond Count: 2
  • Complexity: 41.4
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 3.1
  • Topological Polar Surface Area: 0?2

(S)-1-Bromo-2,3-dimethylbutane Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
B684960-10mg
(S)-1-Bromo-2,3-dimethylbutane
15164-29-1
10mg
$ 173.00 2023-04-18
TRC
B684960-100mg
(S)-1-Bromo-2,3-dimethylbutane
15164-29-1
100mg
$ 1326.00 2023-04-18

Additional information on (S)-1-Bromo-2,3-dimethylbutane

Comprehensive Guide to (S)-1-Bromo-2,3-dimethylbutane (CAS No. 15164-29-1): Properties, Applications, and Market Insights

(S)-1-Bromo-2,3-dimethylbutane (CAS No. 15164-29-1) is a chiral organic compound widely used in pharmaceutical synthesis, agrochemical production, and advanced material research. This optically active brominated alkane has gained significant attention due to its unique stereochemistry and versatile reactivity. With the molecular formula C6H13Br, this compound serves as a valuable building block in asymmetric synthesis, particularly in the preparation of biologically active molecules.

The growing demand for enantiomerically pure compounds in drug development has positioned (S)-1-Bromo-2,3-dimethylbutane as a crucial intermediate. Recent trends in green chemistry and sustainable synthesis methods have further enhanced its importance, as researchers seek efficient routes to chiral compounds with minimal environmental impact. The compound's stereospecific reactivity makes it particularly valuable for constructing complex molecular architectures found in modern pharmaceuticals.

From a chemical perspective, (S)-1-Bromo-2,3-dimethylbutane exhibits several notable characteristics. The bromine atom at the primary position provides excellent leaving group properties, while the adjacent chiral center influences the compound's reactivity in nucleophilic substitution reactions. This combination makes it particularly useful for stereocontrolled synthesis applications. The compound typically appears as a colorless to pale yellow liquid at room temperature, with moderate solubility in common organic solvents.

In pharmaceutical applications, (S)-1-Bromo-2,3-dimethylbutane CAS 15164-29-1 serves as a key intermediate for the synthesis of various active pharmaceutical ingredients (APIs). Its use in constructing chiral side chains for cardiovascular drugs and central nervous system agents has been particularly noteworthy. The compound's ability to introduce branched alkyl groups with defined stereochemistry makes it invaluable for medicinal chemistry programs targeting selective receptor interactions.

The agrochemical industry also benefits from (S)-1-Bromo-2,3-dimethylbutane, where it contributes to the synthesis of chiral pesticides and herbicides. The trend toward more selective and environmentally friendly crop protection agents has increased demand for such stereochemically defined intermediates. Researchers are particularly interested in how the compound's structural features can influence the biological activity and environmental persistence of resulting agrochemicals.

Material science applications of 15164-29-1 include its use as a precursor for specialized polymers and liquid crystals. The compound's ability to introduce chiral centers into polymer backbones enables the creation of materials with unique optical and mechanical properties. This has relevance for developing advanced display technologies and specialty coatings where molecular asymmetry translates to macroscopic functionality.

From a synthetic chemistry standpoint, (S)-1-Bromo-2,3-dimethylbutane participates in various important reactions. It readily undergoes Suzuki-Miyaura cross-coupling, Negishi coupling, and other transition metal-catalyzed transformations. These reactions are fundamental to modern organic synthesis, particularly in constructing complex natural products and pharmaceutical compounds. The compound's stability and well-defined stereochemistry make it particularly valuable for these applications.

The global market for chiral building blocks like (S)-1-Bromo-2,3-dimethylbutane has shown consistent growth, driven by expanding pharmaceutical R&D and increasing demand for enantiomerically pure compounds. Market analysts note particular interest in Asia-Pacific regions, where pharmaceutical manufacturing capabilities continue to expand. Quality control remains paramount, with manufacturers implementing rigorous chiral purity standards to meet industry requirements.

Storage and handling of CAS 15164-29-1 require standard organic chemical precautions. While not classified as hazardous under most regulatory frameworks, proper ventilation and personal protective equipment are recommended when working with this compound. The brominated nature of the molecule suggests consideration of appropriate waste disposal methods to ensure environmental protection.

Recent research trends involving (S)-1-Bromo-2,3-dimethylbutane focus on developing more sustainable synthetic routes and exploring novel applications in asymmetric catalysis. The compound's role in flow chemistry systems and continuous manufacturing processes represents an active area of investigation, aligning with industry's move toward more efficient production methods. These developments reflect broader movements toward greener and more cost-effective chemical synthesis.

For researchers considering (S)-1-Bromo-2,3-dimethylbutane 15164-29-1 for their projects, several commercial sources offer the compound in various quantities and purity grades. Analytical methods for quality assessment typically include chiral HPLC or GC analysis to verify enantiomeric purity, along with standard spectroscopic characterization techniques. The compound's well-defined physical and chemical properties facilitate its incorporation into diverse synthetic schemes.

The future outlook for (S)-1-Bromo-2,3-dimethylbutane appears positive, with anticipated growth in demand from both pharmaceutical and specialty chemical sectors. As asymmetric synthesis techniques continue to advance and regulatory requirements for chiral purity become more stringent, the importance of reliable, high-quality chiral building blocks like this compound will only increase. Ongoing research into its applications and derivatives promises to uncover new opportunities across multiple scientific disciplines.

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