21752-34-1

Basic information

• Product Name: (S)-(-)-N-(1-PHENYLETHYL)SUCCINAMIC ACID
• Synonyms: (S)-(?-N-(1-Phenylethyl)succinamidic acid;(S)-(?-N-(alpha-Methylbenzyl)succinamidic acid;(S)-4-oxo-4-[(1-phenylethyl)amino]butyric acid;(S)-N-(1-Phenylethyl)succinic acid monoamide;Butanoic acid, 4-oxo-4-(1S)-1-phenylethylamino-;(s)-(-)-n-(α-methylbenzyl)succinamidic acid;(S)-(-)-N-(1-PHENYLETHYL)SUCCINAMIC ACID FOR RESOLUTION OF RACEMATES 98+%;(-)-N-[(S)-α-Methylbenzyl]succinamidic acid
• CAS NO: 21752-34-1
• Molecular Formula: C₁₂H₁₅NO₃
• Molecular Weight: 221.25
• EINECS: 244-569-5
• Mol File: 21752-34-1.mol
• Article Data: 4

Chemical Properties

• Melting Point: 99-102 °C
• Boiling Point: 470°C at 760 mmHg
• Flash Point: 238°C
• Appearance: /
• Density: 1.167g/cm³
• Vapor Pressure: 1.23E-09mmHg at 25°C
• Refractive Index: 1.54
• Storage Temp.: Store below +30°C.
• BRN: 3205511
• CAS DataBase Reference: (S)-(-)-N-(1-PHENYLETHYL)SUCCINAMIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(-)-N-(1-PHENYLETHYL)SUCCINAMIC ACID(21752-34-1)
• EPA Substance Registry System: (S)-(-)-N-(1-PHENYLETHYL)SUCCINAMIC ACID(21752-34-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 10
• Hazardous Substances Data: 21752-34-1(Hazardous Substances Data)

Usage

General Description

(S)-(-)-N-(1-phenylethyl)succinamic acid is a chemical compound with a molecular formula of C12H15NO3. It is a chiral compound, meaning it has a non-superposable mirror image, and is often used as a chiral resolving agent in enantiomeric separations. The compound has a wide range of applications in the pharmaceutical and chemical industries, including as an intermediate in the synthesis of various pharmaceuticals and in the production of chiral drugs. It is also used in the preparation of chiral ligands for asymmetric catalysis and as a resolving agent in the separation of racemic mixtures. Additionally, it has found use in the development of chiral stationary phases for high-performance liquid chromatography (HPLC) and in the production of optically pure compounds.

InChI:InChI=1/C12H15NO3/c1-9(10-5-3-2-4-6-10)13-11(14)7-8-12(15)16/h2-6,9H,7-8H2,1H3,(H,13,14)(H,15,16)/t9-/m0/s1

Upstream product

• 108-30-5 succinic acid anhydride 
• 2627-86-3 (S)-1-phenyl-ethylamine 
• 328-50-7 α-ketoglutaric acid 
• 78798-33-1 (S)-N-hydroxy-α-methyl-benzenemethanamine ethanedioate 

Downstream Products

• 62993-44-6 1-[(1S)-1-phenylethyl]pyrrolidine-2,5-dione 
• 98523-75-2 (1-S,1'S)-N,N'-bis-(α-phenylethyl)-1,4-succinyl-diamide 

Relevant articles and documents

A convenient one-pot synthesis of polysubstituted pyrroles from N-protected succinimides

The dienamine products formed by the reaction between polysubstituted succinimides and the Petasis reagent were subjected to isomerization under mild acidic conditions to give polysubstituted pyrroles in excellent yields (85-95%). The scope and limitations of this methodology are explored.

Amide formation by decarboxylative condensation of hydroxylamines and α-ketoacids: N-[(1.S)-1 phenylethyl]-benzeneacetamide

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