278173-23-2

Basic information

• Product Name: (5S)-2 2 3-TRIMETHYL-5-PHENYLMETHYL-4-I&
• Synonyms: (5S)-2 2 3-TRIMETHYL-5-PHENYLMETHYL-4-I&;(5S)-(-)-2,2,3-Trimethyl-5-benzyl-4-imidazolidinone monohydrochloride;(5S)-2,2,3-TriMethyl-5-benzyl-4-iMidazolidinone hydrochloride;(5S)-(-)-2,2,3-TriMethyl-5-benzyl-4-iMidazolidinone Monohydrochloride 97%;(S)-(-)-5-Benzyl-2,2,3-trimethyl-4-imidazolidinone Hydrochloride (This product is only available in Japan.);(5S)-2,2,3-Trimethyl-5-benzyl-4-imidazolidinone Hydrochloride,99%e.e.
• CAS NO: 278173-23-2
• Molecular Formula: C13H18N2O.ClH
• Molecular Weight: 254.759
• Mol File: 278173-23-2.mol
• Article Data: 2

Chemical Properties

• Melting Point: 157-161 °C(lit.)
• Boiling Point: 351 °C at 760 mmHg
• Flash Point: 166.1 °C
• Appearance: /
• Vapor Pressure: 4.24E-05mmHg at 25°C
• CAS DataBase Reference: (5S)-2 2 3-TRIMETHYL-5-PHENYLMETHYL-4-I&(CAS DataBase Reference)
• NIST Chemistry Reference: (5S)-2 2 3-TRIMETHYL-5-PHENYLMETHYL-4-I&(278173-23-2)
• EPA Substance Registry System: (5S)-2 2 3-TRIMETHYL-5-PHENYLMETHYL-4-I&(278173-23-2)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 278173-23-2(Hazardous Substances Data)

Usage

Uses

Metal-free OrganoCatalyst technology for asymmetric catalysis. Catalyzes asymmetric Diels-Alder reactions, 1,3-dipolar additions and pyrrole alkylations in high enantiomeric excess.

InChI:InChI=1/C13H18N2O.ClH/c1-13(2)14-11(12(16)15(13)3)9-10-7-5-4-6-8-10;/h4-8,11,14H,9H2,1-3H3;1H/t11-;/m0./s1

Upstream product

• 111321-55-2 (R)-1-(methylaminocarbonyl)-3-phenylpropanaminium chloride 
• 67-64-1 acetone 
• 17186-56-0 L-phenylalanine methylamide hydrochloride 

Relevant articles and documents

Structural diversity in imidazolidinone organocatalysts: A synchrotron and computational study

(5)-1-(Methylaminocarbonyl)-3-phenylpropanaminium chloride (52·HCl), C10H15N2O+·Cl-, crystallizes in the orthorhombic space group P21212 1 with a single formula unit per asymmetric unit. (5R/S)-5-Benzyl-2,2,3-trimethyl-4-oxoimidazolidin-1-ium chloride (R3 and S3), C13H19N2O+·Cl-, crystallize in the same space group as S2-HCl but contain three symmetry-independent formula units. (R/S)-5-Benzyl-2,2,3-trimethyl-4- oxoimidazolidin-1-ium chloride monohydrate (R4 and S4), C13H 19N2O+-Cl-·H2O, crystallize in the space group P21 with a single formula unit per asymmetric unit. Calculations at the B3LYP/6-31G(d,p) and B3LYP/6-311G(d,p) levels of the conformational energies of the cation in R3, S3, R4 and S4 indicate that the ideal gas-phase global energy minimum conformation is not observed in the solid state. Rather, the effects of hydrogen-bonding and van der Waals interactions in the crystal structure cause the molecules to adopt higher-energy conformations, which correspond to local minima in the molecular potential energy surface.