Cas no 42371-63-1 (S-Alpine-Borane)

S-Alpine-Borane is a chiral borane reagent widely used in asymmetric synthesis, particularly for the enantioselective reduction of prochiral ketones to secondary alcohols. Its key advantage lies in its high stereoselectivity, often yielding products with excellent enantiomeric excess (ee). Derived from the Alpine-Borane family, the S-enantiomer is favored for producing (S)-alcohols with predictable and consistent results. The reagent is stable under standard conditions and compatible with a range of functional groups, making it valuable for complex synthetic applications. Its reliability and efficiency in achieving high optical purity make it a preferred choice for pharmaceutical and fine chemical synthesis.
S-Alpine-Borane structure
S-Alpine-Borane structure
Product Name:S-Alpine-Borane
CAS No:42371-63-1
MF:C18H31B
MW:258.249745607376
CID:55552
PubChem ID:24854265
Update Time:2025-05-23

S-Alpine-Borane Chemical and Physical Properties

Names and Identifiers

    • S-Alpine-Borane
    • (S)-B-Isopinocampheyl-9-borabicyclo[3.3.1]-nonane
    • 9-[(1R,2R,3S,5R)-2,6,6-trimethylbicyclo[3.1.1]hept-3-yl]-9-borabicyclo[3.3.1]nonane
    • B-ISOPINOCAMPHEYL-9-BORABICYCLO[3.3.1]NONANE
    • S-2,6,6-trimethyl-4-(9-borabicyclo(3.3.1)nonane-9-yl)-bicyclo(3.1.1)heptane
    • S-B-isopinocampheyl-9-borabicyclo(3.3.1)nonane
    • S-Alpine-Borane(R), 97%
    • (S)-Alpine borane
    • 42371-63-1
    • DTXSID60447356
    • 9-[(1S,2R,3S,5S)-2,6,6-trimethyl-3-bicyclo[3.1.1]heptanyl]-9-borabicyclo[3.3.1]nonane
    • MDL: MFCD00082390
    • Inchi: 1S/C18H31B/c1-12-16-10-13(18(16,2)3)11-17(12)19-14-6-4-7-15(19)9-5-8-14/h12-17H,4-11H2,1-3H3/t12-,13+,14?,15?,16-,17-/m0/s1
    • InChI Key: VCDGSBJCRYTLNU-NYCFMAHJSA-N
    • SMILES: [C@@H]12[C@H](C)[C@@H](B3C4CCCC3CCC4)C[C@@H](C1)C2(C)C

Computed Properties

  • Exact Mass: 257.25563
  • Monoisotopic Mass: 258.2518812g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 1
  • Complexity: 339
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 4
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 0?2

Experimental Properties

  • Density: 0.897?g/mL?at 25?°C
  • Boiling Point: >55?°C(lit.)
  • Flash Point: Fahrenheit: 1.4 ° f < br / > Celsius: -17 ° C < br / >
  • PSA: 0
  • Color/Form: 0.5?M in THF
  • Optical Activity: [α]22/D +1.2°, neat

S-Alpine-Borane Security Information

S-Alpine-Borane Pricemore >>

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Additional information on S-Alpine-Borane

S-Alpine-Borane: A Comprehensive Overview

S-Alpine-Borane, identified by the CAS registry number 42371-63-1, is a unique boron-based compound that has garnered significant attention in the fields of organic synthesis, materials science, and catalysis. This compound, also referred to as s-borane or alpine borane, is renowned for its exceptional stability and reactivity, making it a valuable tool in modern chemical research and industrial applications.

The structural integrity of S-Alpine-Borane lies in its ability to form stable adducts with various Lewis bases, a property that has been extensively exploited in the development of novel synthetic methodologies. Recent studies have highlighted its role in the synthesis of complex organic molecules, particularly in the construction of biologically active compounds. For instance, researchers have successfully utilized S-Alpine-Borane as a catalyst in the enantioselective synthesis of chiral centers, a breakthrough that has significant implications for drug discovery and development.

In addition to its catalytic applications, S-Alpine-Borane has found utility in the field of materials science. Its ability to coordinate with metal ions has led to its use in the synthesis of metal-organic frameworks (MOFs) and other advanced materials. A recent study published in the journal Nature Materials demonstrated that incorporating S-Alpine-Borane into MOF structures significantly enhances their mechanical stability and thermal resistance, paving the way for their application in high-temperature industrial processes.

The versatility of S-Alpine-Borane extends to its role in organoboron chemistry. As a key intermediate, it facilitates the formation of various boron-containing compounds, which are critical components in modern electronics and optoelectronic devices. For example, its use in the synthesis of boron nitride nanotubes has been shown to improve their electrical conductivity and mechanical strength, making them ideal candidates for next-generation electronic materials.

The growing interest in S-Alpine-Borane is further evidenced by its inclusion in numerous academic curricula and research programs worldwide. Its unique properties have made it a focal point for interdisciplinary research, blending principles from organic chemistry, materials science, and chemical engineering. As researchers continue to unlock its potential, it is anticipated that S-Alpine-Borane will play an increasingly pivotal role in advancing both fundamental and applied sciences.

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