(2R,3R)-(-)-2,3-Bis(diphenylphosphino)bicyclo[2.2.1]hept-5-ene - Names and Identifiers
Name | (2R,3R)-(-)-2,3-Bis(diphenylphosphino)bicyclo[2.2.1]hept-5-ene
|
Synonyms | (S,S)-NORPHOS (R,R)-NORPHOS (1S,4R)-5α,6β-Bis(diphenylphosphino)bicyclo[2.2.1]hepta-2-ene (2S,3S)-(+)-2,3-Bis(diphenylphosphino)-bicylo[2.2.1]hept-5-ene (2R,3R)-(-)-2,3-Bis(diphenylphosphino)bicyclo[2.2.1]hept-5-ene (2S,3S)-(+)-2,3-BIS(DIPHENYLPHOSPHINO)-BICYCLO[2.2.1]HEPT-5-ENE [[1R,4S,(+)]-Bicyclo[2.2.1]hept-5-ene-2α,3β-diyl]bis(diphenylphosphine) [[1R,4S,(+)]-Bicyclo[2.2.1]hepta-5-ene-2α,3β-diyl]bis(diphenylphosphine) (2S,3S)-(+)-2,3-BIS(DIPHENYLPHOSPHINO)-BICYCLO[2.2.1]HEPT-5-ENE (S,S)-NORPHOS, (C 1,CHCL3)
|
CAS | 71042-54-1
|
InChI | InChI=1/C31H28P2/c1-5-13-26(14-6-1)32(27-15-7-2-8-16-27)30-24-21-22-25(23-24)31(30)33(28-17-9-3-10-18-28)29-19-11-4-12-20-29/h1-22,24-25,30-31H,23H2/t24?,25?,30-,31-/m0/s1 |
(2R,3R)-(-)-2,3-Bis(diphenylphosphino)bicyclo[2.2.1]hept-5-ene - Physico-chemical Properties
Molecular Formula | C31H28P2
|
Molar Mass | 462.5 |
Melting Point | 120 °C |
Boling Point | 577.0±50.0 °C(Predicted) |
Specific Rotation(α) | +47° (c 1, CHCl3) |
Appearance | crystal |
Color | white |
Sensitive | air sensitive |
(2R,3R)-(-)-2,3-Bis(diphenylphosphino)bicyclo[2.2.1]hept-5-ene - Risk and Safety
Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin.
|
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection.
|
TSCA | No |
HS Code | 29310099 |
(2R,3R)-(-)-2,3-Bis(diphenylphosphino)bicyclo[2.2.1]hept-5-ene - Introduction
(2R,3R)-(-)-2,3-Bis(diphenylphosphino)bicyclo[2.2.1]hept-5-ene is a chiral organic compound, also known as a diphosphine heterocycle. The following is a description of the properties, uses, preparation and safety information of the compound:
Nature:
-Appearance: Colorless solid
-Melting point: 140-142°C
-Optical rotation:[α]D 153 ° (c = 1, CHCl3)
Use:
-Chiral catalyst: It can be used as a ligand in chiral catalytic reactions and plays an important role in asymmetric synthesis.
-has chelating properties: can form a stable complex with transition metals, which helps catalyze metal-catalyzed reactions.
-Catalytic selective hydrogenation: It can be used to catalyze the asymmetric hydrogenation of α,β-unsaturated carbonyl compounds.
Preparation Method:
(2R,3R)-(-)-2,3-Bis(diphenylphosphino)bicyclo[2.2.1] The preparation method of hept-5-ene is relatively complicated and is usually synthesized in several steps:
1. Reaction of diphenylphosphino chloride with 3-conjugated diene to obtain diphenylphosphino conjugated diene.
2. The conjugated diene is hydrogenated with pyridine hydrochloride and hydrogen to obtain diphenylphosphino heterocyclic heptane.
3. Finally, through structural optimization and disassembly, the (2R,3R)-(-)-2,3-Bis(diphenylphosphino)bicyclo[2.2.1]hept-5-ene is obtained.
Safety Information:
-No specific deleterious effects have been reported for this compound.
-Because it is an organic compound, avoid inhalation, seal and keep away from open flames.
-Good laboratory practices and safe operating procedures should be followed when using or handling.
Please note that the use of chemicals should be carried out under suitable laboratory conditions and follow relevant safety procedures.
Last Update:2024-04-09 21:04:16