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(R)-PROPHOS

(R)-(+)-1,2-Bis(diphenylphosphino)propane

CAS: 67884-32-6

Molecular Formula: C27H26P2

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(R)-PROPHOS - Names and Identifiers

Name (R)-(+)-1,2-Bis(diphenylphosphino)propane
Synonyms (R)-PROPHOS
(R)-(+)-PROPHOS
R-(+)-1,2-BIS(DIPHENYLPHOSPHINO)PROPANE
(R)-(+)-1,2-Bis(diphenylphosphino)propane
(R)-(+)-BIS-(1,2-DIPHENYLPHOSPHINO)PROPANE
(R)-(+)-PROPYLENEBIS(1,2-DIPHENYLPHOSPHINE)
(2R)-propane-1,2-diylbis(diphenylphosphane)
(2R)-Propane-1,2-diylbis(diphenylphosphine)
(R)-(+)-1,2-Bis(diphenylphosphino)propane (R)-PROPHOS
phosphine, 1,1'-[(1R)-1-methyl-1,2-ethanediyl]bis[1,1-diphenyl-
CAS 67884-32-6
InChI InChI=1/C27H26P2/c1-23(29(26-18-10-4-11-19-26)27-20-12-5-13-21-27)22-28(24-14-6-2-7-15-24)25-16-8-3-9-17-25/h2-21,23H,22H2,1H3/t23-/m1/s1

(R)-PROPHOS - Physico-chemical Properties

Molecular FormulaC27H26P2
Molar Mass412.44
Melting Point68-73 °C
Boling Point521.9±33.0 °C(Predicted)
Specific Rotation(α)+186° (c 1.0, acetone)
Flash Point286.4°C
Vapor Presure1.8E-10mmHg at 25°C
AppearanceGranular Powder
ColorWhite
Storage ConditionInert atmosphere,Room Temperature
Sensitiveair sensitive

(R)-PROPHOS - Risk and Safety

Hazard SymbolsXi - Irritant
Irritant
Risk Codes36/37/38 - Irritating to eyes, respiratory system and skin.
Safety DescriptionS37/39 - Wear suitable gloves and eye/face protection
S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany3
HS Code29310099

(R)-PROPHOS - Introduction

(R)-( )-1,2-Bis(diphenylphosphino)propane is a chiral organic compound with the chemical formula C27H24P2. Its nature is as follows:

1. Appearance: colorless crystal or colorless gel-like solid.
2. Solubility: Soluble in some organic solvents, such as benzene, toluene, dichloromethane, etc.
3. Melting point: about 75-76°C.

(R)-( )-1,2-Bis(diphenylphosphino)propane are often used as chiral ligands in organic synthesis and are widely used in catalytic reactions. Its main uses include:

1. transmetallation: as a chiral ligand supported on transition metal, it can promote asymmetric catalytic reactions, including asymmetric hydrogenation, asymmetric nucleophilic substitution, reduction, oxidation and other reactions.
2. Hydrogenation reaction: As a chiral ligand in the hydrogenation process, it can improve the enantioselectivity of the reaction and is used for the synthesis of chiral compounds.
3. oxidation reaction: in some organic synthesis, as an oxidant, nucleophiles can be oxidized to a high valence state to promote specific reactions.

(R)-( )-1,2-Bis(diphenylphosphino)propane are generally prepared by chiral synthesis methods, and common preparation routes include:

1. The reaction is carried out according to an available chiral substrate, for example, by chiral selective reduction of a symmetric phosphine compound.
2. Intramolecular chiral catalytic reaction: chiral compounds are synthesized by using the chiral center in the chiral substrate.

In the process of operation and storage, should pay attention to the following safety matters:

1. Use should wear appropriate personal protective equipment, such as protective glasses and gloves.
2. Avoid prolonged inhalation or skin contact to avoid allergic reactions or irritation.
3. in storage should be away from the fire and oxidant, and keep the container sealed, stored in a dry, cool place.
4. in the use of the process should follow the laboratory safety procedures, and follow the relevant regulations and guidelines.
Last Update:2024-04-10 22:29:15
(R)-PROPHOS
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