Cas no 40434-87-5 ((R)-(-)-1-Phenyl-1,2-ethanediol2-tosylate)

(R)-(-)-1-Phenyl-1,2-ethanediol 2-tosylate is a chiral synthetic intermediate widely used in asymmetric synthesis and pharmaceutical applications. Its key advantages include high enantiomeric purity, making it valuable for the preparation of optically active compounds. The tosylate group enhances reactivity, facilitating nucleophilic substitution reactions under mild conditions. This compound is particularly useful in the synthesis of chiral ligands, catalysts, and biologically active molecules. Its well-defined stereochemistry ensures consistent performance in stereoselective transformations. The stability and ease of handling further contribute to its utility in laboratory and industrial settings. Proper storage under inert conditions is recommended to maintain its integrity.
(R)-(-)-1-Phenyl-1,2-ethanediol2-tosylate structure
40434-87-5 structure
Product Name:(R)-(-)-1-Phenyl-1,2-ethanediol2-tosylate
CAS No:40434-87-5
MF:C15H16O4S
MW:292.350143432617
MDL:MFCD00236055
CID:55223
PubChem ID:1726483
Update Time:2025-05-23

(R)-(-)-1-Phenyl-1,2-ethanediol2-tosylate Chemical and Physical Properties

Names and Identifiers

    • (R)-2-Hydroxy-2-phenylethyl 4-methylbenzenesulfonate
    • (R)-(-)-2-Hydroxy-2-phenylethyl p-toluenesulfonate
    • (R)-(-)-1-Phenyl-1,2-ethanediol 2-tosylate
    • [(2R)-2-hydroxy-2-phenylethyl] 4-methylbenzenesulfonate
    • (R)-(-)-2-Hydroxy-2-phenylethyl 4-methylbenzenesulfonate
    • PubChem13840
    • 2-hydroxy-2-phenylethyl 4-methylbenzenesulfonate
    • KSC921I1J
    • 5444AB
    • FCH3612920
    • AX8015988
    • ST50826121
    • 434P875
    • (2R)-2-hydroxy-2-phenylethyl 4-methylbenzen
    • CS-W012178
    • AS-68992
    • 40434-87-5
    • (R)-2-Hydroxy-2-phenylethyl4-methylbenzenesulfonate
    • C15H16O4S
    • AKOS015842555
    • AK-823/41252423
    • SCHEMBL2545829
    • MFCD00236055
    • (1R)-2-[(4-methylbenzenesulfonyl)oxy]-1-phenylethan-1-ol
    • AB9449
    • IOTJIFRGXYQHAQ-HNNXBMFYSA-N
    • (1R)-2-[(4-METHYLBENZENESULFONYL)OXY]-1-PHENYLETHANOL
    • (R)-(-)-1-Phenyl-1,2-ethanediol2-tosylate
    • MDL: MFCD00236055
    • Inchi: 1S/C15H16O4S/c1-12-7-9-14(10-8-12)20(17,18)19-11-15(16)13-5-3-2-4-6-13/h2-10,15-16H,11H2,1H3/t15-/m0/s1
    • InChI Key: IOTJIFRGXYQHAQ-HNNXBMFYSA-N
    • SMILES: S(C1C=CC(C)=CC=1)(=O)(=O)OC[C@@H](C1C=CC=CC=1)O
    • BRN: 5755931

Computed Properties

  • Exact Mass: 292.07700
  • Monoisotopic Mass: 292.077
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 5
  • Complexity: 373
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 2
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • XLogP3: Not determined
  • Topological Polar Surface Area: 72

Experimental Properties

  • Color/Form: solid
  • Density: 1.274
  • Melting Point: 74-76 oC
  • Boiling Point: 480.6±40.0 °C at 760 mmHg
  • Flash Point: 244.5±27.3 °C
  • Refractive Index: 1.59
  • PSA: 71.98000
  • LogP: 3.51470
  • Specific Rotation: -34 o (c=2 in EtOH)
  • Solubility: Insoluble

(R)-(-)-1-Phenyl-1,2-ethanediol2-tosylate Customs Data

  • HS CODE:2906299090
  • Customs Data:

    China Customs Code:

    2906299090

    Overview:

    2906299090 Other aromatic alcohols. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:5.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2906299090 other aromatic alcohols.Supervision conditions:None.VAT:17.0%.Tax rebate rate:9.0%.MFN tariff:5.5%.General tariff:30.0%

(R)-(-)-1-Phenyl-1,2-ethanediol2-tosylate Pricemore >>

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abcr
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€90.80 2023-07-20

(R)-(-)-1-Phenyl-1,2-ethanediol2-tosylate Production Method

(R)-(-)-1-Phenyl-1,2-ethanediol2-tosylate Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:40434-87-5)(R)-(-)-1-Phenyl-1,2-ethanediol2-tosylate
Order Number:A825103
Stock Status:in Stock
Quantity:25g
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 16:10
Price ($):310.0

Additional information on (R)-(-)-1-Phenyl-1,2-ethanediol2-tosylate

Compound CAS No. 40434-87-5: (R)-(-)-1-Phenyl-1,2-Ethanediol 2-Tosylate

The compound with CAS No. 40434-87-5, commonly referred to as (R)-(-)-1-phenyl-1,2-ethanediol 2-tosylate, is a significant molecule in the field of organic chemistry and pharmaceutical research. This compound is characterized by its unique stereochemistry and functional groups, making it a valuable intermediate in various synthetic processes. The (R)-configuration and the presence of a tosylate group are key features that contribute to its reactivity and versatility in chemical reactions.

Recent studies have highlighted the importance of this compound in the synthesis of bioactive molecules. For instance, researchers have utilized its tosylate group as a leaving group in nucleophilic substitution reactions, enabling the construction of complex molecular architectures. The phenyl group attached to the ethanediol backbone also plays a crucial role in modulating the physical and chemical properties of the molecule, making it suitable for applications in drug design and materials science.

One of the most notable advancements involving (R)-(-)-1-phenyl-1,2-ethanediol 2-tosylate is its use in asymmetric synthesis. The R configuration of this compound has been leveraged to produce enantiomerically enriched products, which are highly desirable in the pharmaceutical industry due to their potential therapeutic benefits. Additionally, the tosylate group has been employed as a protecting group in multi-step synthesis protocols, ensuring high yields and selectivity in subsequent reactions.

From an analytical perspective, modern techniques such as NMR spectroscopy and mass spectrometry have been instrumental in characterizing this compound. These methods have provided insights into its molecular structure and stereochemistry, confirming its identity and purity. Furthermore, computational chemistry tools have been used to predict the reactivity and stability of (R)-(-)-1-phenyl-1,2-ethanediol 2-tosylate under various reaction conditions, aiding in the optimization of synthetic routes.

In terms of applications, this compound has found utility in the synthesis of glycosides and other sugar derivatives. Its ability to act as a glycosylation agent has been explored in both academic and industrial settings, with promising results in creating bioactive compounds with potential medicinal value. The tosylate group has also been utilized in click chemistry reactions, further expanding its applicability in modern organic synthesis.

Looking ahead, ongoing research continues to uncover new avenues for the use of (R)-(-)-1-phenyl-1,2-ethanediol 2-tosylate. Its role as a chiral building block is expected to grow, particularly in the development of novel therapeutics targeting complex diseases such as cancer and neurodegenerative disorders. Moreover, advancements in green chemistry are likely to influence how this compound is synthesized and utilized, promoting more sustainable practices within the chemical industry.

In conclusion, CAS No. 40434-87-5 represents a versatile and valuable molecule with significant implications across multiple disciplines. Its unique properties and functional groups make it an indispensable tool for researchers working at the forefront of organic chemistry and drug discovery. As scientific understanding evolves, so too will the potential applications of this intriguing compound.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:40434-87-5)(R)-(-)-1-Phenyl-1,2-ethanediol2-tosylate
A825103
Purity:99%
Quantity:25g
Price ($):310.0
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