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Basic information

  • Name:
  • L-(+)-Prolinol

  • CAS No.:
  • 23356-96-9

  • Molecular Structure:
  • Formula:
  • C5H11NO
  • Molecular Weight:
  • 101.15
  • Synonyms:
  • (2S)-2-Pyrrolidinylmethanol;(2S)-Pyrrolidin-2-ylmethanol;2-pyrrolidinemethanol, (2S)-;(S)-(+)-2-(Hydroxymethyl)pyrrolidine 99%;(S)-(+)-2-Pyrrolidinemethanol;
  • EINECS:
  • 245-605-2
  • Density:
  • 0.978 g/cm3
  • Boiling Point:
  • 211 °C at 760 mmHg
  • Flash Point:
  • 86.1 °C
  • Appearance:
  • Colorless to light yellow liquid
  • Hazard Symbols:
  • IrritantXi
  • Risk Codes:
  • 36/37/38
  • Safety Description:
  • 26-36-37/39 Details

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Chemistry

Molecular Structure of L-(+)-Prolinol (CAS NO.23356-96-9):

IUPAC Name: [(2S)-pyrrolidin-2-yl]methanol
Molecular Formula: C5H11NO
Molecular Weight: 101.15
H bond acceptors: 2
H bond donors: 2
Freely Rotating Bonds: 2
Polar Surface Area: 12.47 Å2
Index of Refraction: 1.454
Molar Refractivity: 28.02 cm3
Molar Volume: 103.3 cm3
Surface Tension: 36.5 dyne/cm
Density: 0.978 g/cm3
Flash Point: 86.1 °C
Enthalpy of Vaporization: 52.03 kJ/mol
Boiling Point: 211 °C at 760 mmHg
Vapour Pressure: 0.0423 mmHg at 25°C
Storage temp: 2-8°C
Sensitive: Air Sensitive
BRN: 79843
EINECS: 245-605-2
InChI
InChI=1/C5H11NO/c7-4-5-2-1-3-6-5/h5-7H,1-4H2
Smiles
N1[C@@H](CO)CCC1
Product Categories: Pharmaceutical Intermediates; Amines; blocks; Amino Alcohols; chiral;APIs; Proline [Pro, P]; Chemical Amines; Chiral Building Blocks; Glycidyl Compounds, etc. (Chiral); Synthetic Organic Chemistry; Amino alcohols; Amino Acids & Derivatives

Production

 L-(+)-Prolinol (CAS NO.23356-96-9) is obtained by reduction of the amino acid proline using lithium aluminium hydride.Because proline is cheaply available in high optical purity, enantiomerically pure. L-Prolinol is also widely available.

Safety Profile

Hazard Symbols: IrritantXi
Risk Codes: R36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Description: S26;S37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 3
F: 3-10-23
Hazard Note: Irritant/Air Sensitive

Specification

  L-(+)-Prolinol , with CAS number of 23356-96-9, can be called (S)-(+)-2-Pyrrolidinemethanol ; (S)-(+)-2-(Hydroxymethyl)pyrrolidine 99% ; 2-pyrrolidinemethanol, (2S)- ; (2S)-Pyrrolidin-2-ylmethanol ; (2S)-2-Pyrrolidinylmethanol . It is a colorless to light yellow liquid.  L-(+)-Prolinol (CAS NO.23356-96-9) is used in broad variety of chemical reactions as chiral ligand, chiral catalyst or chiral auxiliary reagent in the Hajos-Parrish-Eder-Sauer-Wiechert reaction, the Baylis-Hillman reaction, Noyori type reaction and the Michael reaction.

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