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(-)-1-Phenylethanesulfonic acid, a chiral organic compound with the molecular formula C8H10O3S, is a white solid that exhibits solubility in water. It is widely recognized for its role as a chiral resolving agent in chiral chromatography, capitalizing on its ability to form diastereomeric salts with chiral compounds, thereby facilitating their separation based on solubility differences.

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  • 86963-38-4 Structure
  • Basic information

    1. Product Name: (-)-1-Phenylethanesulfonic acid
    2. Synonyms: (-)-1-Phenylethanesulfonic acid;(S)-alpha-Methylbenzenemethanesulfonic acid
    3. CAS NO:86963-38-4
    4. Molecular Formula: C8H10O3S
    5. Molecular Weight: 186.2282
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 86963-38-4.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: (-)-1-Phenylethanesulfonic acid(CAS DataBase Reference)
    10. NIST Chemistry Reference: (-)-1-Phenylethanesulfonic acid(86963-38-4)
    11. EPA Substance Registry System: (-)-1-Phenylethanesulfonic acid(86963-38-4)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 86963-38-4(Hazardous Substances Data)

86963-38-4 Usage

Uses

Used in Pharmaceutical Industry:
(-)-1-Phenylethanesulfonic acid is utilized as a chiral resolving agent for the separation of enantiomers in the pharmaceutical industry. This is crucial for the development of single-enantiomer drugs, as the different enantiomers of a chiral drug can have distinct pharmacological effects and safety profiles.
Used in Chemical Synthesis:
In the realm of chemical synthesis, (-)-1-Phenylethanesulfonic acid serves as a resolving agent for amines and alcohols. Its ability to form diastereomeric salts with these chiral compounds allows for their separation, which is essential in the production of enantiomerically pure substances.
Used in Analytical Chemistry:
(-)-1-Phenylethanesulfonic acid is employed in analytical chemistry as a chiral selector in chromatographic techniques. It aids in the resolution of enantiomeric mixtures, providing a means to analyze and quantify the individual enantiomers present in a sample.
Used in Research Laboratories:
In research settings, (-)-1-Phenylethanesulfonic acid is a valuable tool for studying the properties and behavior of chiral compounds. Its chiral nature enables researchers to explore the stereochemistry of reactions and the interactions between enantiomers and their environment.
Overall, the applications of (-)-1-Phenylethanesulfonic acid span across various industries, highlighting its significance in the study and production of chiral compounds, which are integral to the development of pharmaceuticals, the advancement of chemical synthesis techniques, and the enhancement of analytical methods.

Check Digit Verification of cas no

The CAS Registry Mumber 86963-38-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,6,9,6 and 3 respectively; the second part has 2 digits, 3 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 86963-38:
(7*8)+(6*6)+(5*9)+(4*6)+(3*3)+(2*3)+(1*8)=184
184 % 10 = 4
So 86963-38-4 is a valid CAS Registry Number.

86963-38-4Relevant articles and documents

Rh/Wudaphos-Catalyzed Asymmetric Hydrogenation of Sodium α-Arylethenylsulfonates: A Method to Access Chiral α-Arylethylsulfonic Acids

Yin, Xuguang,Chen, Caiyou,Dong, Xiu-Qin,Zhang, Xumu

, p. 2678 - 2681 (2017/05/24)

A highly enantioselective hydrogenation of various sodium α-arylethenylsulfonates catalyzed by Rh/chiral ferrocenyl bisphosphorus ligand (Wudaphos) was successfully developed to construct a series of chiral α-arylethylsulfonic acids in the presence of CF3SO3H with full conversion and good to excellent enantioselectivity (>99% conversion, up to 96% ee) under mild reaction conditions for the first time. Moreover, the control experiment results showed that the non-covalent ion pair interaction between the α-arylethenylsulfonic acid and the Wudaphos ligand plays an important role in this asymmetric hydrogenation system.

Dutch Resolution: Separation of enantiomers with families of resolving agents. A status report

Kellogg, Richard M.,Nieuwenhuijzen, Jose W.,Pouwer,Vries, Ton R.,Broxterman, Quirinus B.,Grimbergen, Reinier F.P.,Kaptein, Bernard,La Crois, Rene M.,De Wever, Ellen,Zwaagstra, Karen,Van Der Laan, Alexander C.

, p. 1626 - 1638 (2007/10/03)

Dutch Resolution is the term given to the use of mixtures (families) of resolving agents in classical resolutions. In this status report an overview is given of the latest results and new (possible) families of resolving agents are introduced. The concept of families is discussed as well as the factors that come into play on use of families. Practical aspects of Dutch Resolution in particular and resolutions in general are discussed.

ENANTIOSELECTIVE ROUTES TO CHIRAL BENZYLIC THIOLS, SULFINIC ESTERS AND SULFONIC ACIDS ILLUSTRATED BY THE 1-PHENYLETHYL SERIES

Corey, E. J.,Cimprich, Karlene A.

, p. 4099 - 4102 (2007/10/02)

Chiral benzylic thiols, sulfinic esters and sulfonic acids can be produced readily and in excellent enantiomeric purity from the corresponding achiral ketones.

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