• TCI B4187 1187629-43-1 (R)-1,1'-Binaphthyl-2,2'-disulfonyl Dichloride
  • 1187629-43-1 (R)-1,1'-Binaphthyl-2,2'-disulfonyl Dichloride - AMI Scientific
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TCI

CAS 1187629-43-1

(R)-1,1'-Binaphthyl-2,2'-disulfonyl Dichloride TCI B4187

(R)-1,1'-Binaphthyl-2,2'-disulfonyl Dichloride TCI B4187

Chemical Identity

CAS No.
1187629-43-1
PubChem
CID 46928604·SID 253660125
Formula
C20H12Cl2O4S2
Molecular weight
451.3 g/mol
Purity
>98.0%(HPLC)
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
1-(2-chlorosulfonylnaphthalen-1-yl)naphthalene-2-sulfonyl chloride
SMILES
C1=CC=C2C(=C1)C=CC(=C2C3=C(C=CC4=CC=CC=C43)S(=O)(=O)Cl)S(=O)(=O)Cl
InChIKey
LPHLPJZENXUTJT-UHFFFAOYSA-N
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(R)-1,1'-Binaphthyl-2,2'-disulfonyl Dichloride is a chiral building block widely used in asymmetric synthesis to construct complex molecular structures with defined stereochemistry. This compound plays a crucial role in laboratories where precise control over the spatial arrangement of atoms is essential. It is particularly valuable in the development of chiral compounds, which are vital in pharmaceutical and materials science research. Its unique structure enables it to participate in selective and specific chemical reactions, making it an indispensable tool for chemists working on enantiomer synthesis.

The compound's properties, including its chiral nature and reactivity in asymmetric conditions, make it a preferred choice for researchers aiming to achieve high stereocontrol in synthetic processes. Its ability to act as a chiral auxiliary or reagent in various asymmetric reactions allows for the efficient production of enantiomerically pure compounds. These characteristics are essential for applications requiring high selectivity and yield, such as the synthesis of pharmaceutical intermediates or advanced materials.

In Indonesian laboratories, this compound is commonly used by chemists and pharmacologists in the development of new compounds with specific biological activities. It is also integrated into academic settings, where it serves as a teaching material for students studying asymmetric synthesis techniques. Its presence in both research and educational environments highlights its importance in advancing chemical knowledge and practical applications in Indonesia.

Advantages (TCI brochure)

  • Usable for the synthesis of tailor-made axially chiral sulfonamides
  • Chiral sulfonamides can be used as catalysts for asymmetric aldol reactions

TCI brochures (PDF)

Related TCI products

  • Asymmetric Synthesis: This compound is ideal for creating enantiomerically pure compounds, essential in pharmaceutical research where stereochemistry dictates biological activity.
  • Chiral Compound Development: Its chiral structure allows for the synthesis of complex molecules with precise stereochemical configurations, supporting drug discovery efforts.
  • Educational Research: Used in academic settings to teach and demonstrate the principles of asymmetric synthesis and chiral molecule construction.
  • Material Science Innovation: Enables the production of chiral materials with specific optical or chemical properties, useful in advanced material development.
  • Pharmaceutical Intermediates: Serves as a key reagent in the synthesis of pharmaceutical compounds requiring controlled stereochemistry for therapeutic efficacy.

From the TCI brochure

  • Synthesis of tailor-made axially chiral sulfonamides
  • Chiral sulfonamides as catalysts for asymmetric aldol reactions

Brand TCI
CAS number 1187629-43-1
Molecular formula —
Purity —
Category Chemistry > Asymmetric Synthesis > Chiral Building Blocks
Pack sizes Available in various quantities as per supplier specifications
Physical form Solid (exact form may vary based on supplier)
Storage Store in a cool, dry place away from light and moisture

This compound should be stored in a cool, dry environment, away from direct light and moisture to maintain its chemical integrity. It is recommended to use airtight containers made of materials such as glass or high-density polyethylene to prevent contamination and degradation. Due to its chiral nature and potential reactivity, it should be handled with care in a well-ventilated laboratory setting. Proper personal protective equipment, including gloves and safety goggles, should be worn during handling to ensure safety. Regular monitoring of storage conditions is advised to ensure optimal preservation of the compound's properties for laboratory use.

References cited in the TCI brochure

  1. Marcel Treskow. BINBAM – A New Motif for Strong and Chiral Brønsted Acids European Journal of Organic Chemistry, 2009. doi:10.1002/ejoc.200900548
  2. Pilar García‐García. A Powerful Chiral Counteranion Motif for Asymmetric Catalysis Angewandte Chemie International Edition, 2009. doi:10.1002/anie.200901768
  3. Shurong Ban. Synthesis of Binaphthyl Sulfonimides and Their Application in the Enantioselective Michael Addition of Ketones to Nitroalkenes European Journal of Organic Chemistry, 2010. doi:10.1002/ejoc.201000818

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