19640-36-9

Basic information

• Product Name: (1R,2R)-1,2-diphenyl-2-(piperidin-1-yl)ethanol
• CAS NO: 19640-36-9
• Molecular Formula: C₁₉H₂₃NO
• Molecular Weight: 281.392
• Mol File: 19640-36-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 399.4°C at 760 mmHg
• Flash Point: 181.9°C
• Density: 1.116g/cm³
• Vapor Pressure: 4.27E-07mmHg at 25°C
• Refractive Index: 1.601
• CAS DataBase Reference: (1R,2R)-1,2-diphenyl-2-(piperidin-1-yl)ethanol(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2R)-1,2-diphenyl-2-(piperidin-1-yl)ethanol(19640-36-9)
• EPA Substance Registry System: (1R,2R)-1,2-diphenyl-2-(piperidin-1-yl)ethanol(19640-36-9)

Safety Data

• Hazardous Substances Data: 19640-36-9(Hazardous Substances Data)

Usage

General Description

(1R,2R)-1,2-diphenyl-2-(piperidin-1-yl)ethanol, also known as D2PE, is a chemical compound with a molecular formula C21H23NO. It is a chiral molecule, meaning it has non-superimposable mirror images, and is used as a precursor in the synthesis of various pharmaceuticals and other organic compounds. D2PE is commonly used as a ligand in asymmetric synthesis and catalysis, and its unique structure makes it an effective tool for controlling the stereochemistry of chemical reactions. The piperidine group in its molecular structure adds steric hindrance, which has been shown to influence the outcome of certain reactions. Overall, D2PE is an important chemical in organic synthesis and can be utilized in a variety of applications in the pharmaceutical and chemical industries.

Upstream product

• 794-05-8 1,2-diphenyl-2-(1-piperidinyl)ethanone 
• 6281-83-0 α-piperidino-deoxybenzoin; hydrochloride 
• 1484-50-0 desyl bromide 
• 447-31-4 Desyl chloride 
• 110-89-4 piperidine 
• 1689-71-0 cis-1,2-diphenyloxirane 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 1439-07-2 trans-Stilbene oxide 

Downstream Products

• 17243-73-1 ((RS,SR)-α'-hydroxy-bibenzyl-α-yl)-1-methyl-piperidinium; iodide 
• 110-89-4 piperidine 
• 119-53-9 2-hydroxy-2-phenylacetophenone 

Relevant articles and documents

Hydrogen Bonding Phase-Transfer Catalysis with Potassium Fluoride: Enantioselective Synthesis of β-Fluoroamines

Potassium fluoride (KF) is an ideal reagent for fluorination because it is safe, easy to handle and low-cost. However, poor solubility in organic solvents coupled with limited strategies to control its reactivity has discouraged its use for asymmetric C-F

Photochemistry of Intramolecular Charge Transfer Excited States in Donor-Acceptor-Substituted Diamines

The photochemistry and photophysics of 1,2-diamines C5H10NCHPhCHPhNHC6H4R (1, R=CN, and 2, R=4-pyridyl) have been examined.These compounds display a strong absorption band in the near-UV which is due to intramolecular charge transfer from the secondary amine group to the 4-cyanophenyl or (4-pyridyl)phenyl acceptor unit.Photoexcitation into this absorption band leads to moderately intense fluorescence from the 1LE state of the charge transfer chromophore and to homolytic bond fragmentation across the 1,2 C-C bond with moderate quantum efficiency.Detailed photochemical and photophysical studies reveal that the bond fragmentation reaction ensues from a second intramolecular charge transfer excited state (denoted 1CT) which is based on electron transfer from the tertiary piperidine nitrogen to the 4-cyanophenyl or (4-pyridyl)phenyl unit.Photochemical product analysis reveals that erythro -> threo (or threo -> erythro) isomerization occurs under both argon-degassed and air-saturated conditions.This observation indicates that recombination of the radicals formed by bond fragmentation occurs, both within the geminate pair and between free radicals that have escaped the solvent cage.Analysis of fluorescence, transient absorption, and steady-state photochemical kinetics data indicates that (1) internal conversion from the 1LE state to the 1CT state by intramolecular electron transfer occurs with k>/=109 s-1 in all of the diamines; (2) bond fragmentation within the 1CT state occurs with k>/=108 s-1 in each of the diamines; (3) bond fragmentation may be faster in erythro-1 than in threo-1.