(2'-Methoxy-1,1'-binaphthalen-2-yl)(diphenyl)phosphine
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Basic information
- CAS
145964-33-6- Standard SMILES
COc1ccc2ccccc2c1-c1c(P(c2ccccc2)c2ccccc2)ccc2ccccc12- InChIKey
KRWTWSSMURUMDE-UHFFFAOYSA-N- Molecular formula
- C33H25OP
- Average molar mass
- 468.5 g/mol
- Monoisotopic mass
- 468.16430241
Names & identifiers
- Preferred name
- (2'-Methoxy-1,1'-binaphthalen-2-yl)(diphenyl)phosphine
- IUPAC
- [1-(2-methoxynaphthalen-1-yl)naphthalen-2-yl]-diphenylphosphane
- English name
- (R)-MOP
- Molecular formula
- C33H25OP
- Molecular weight
- 468.52
Names & synonyms
145964-33-6RefChem:394283(2'-Methoxy-1,1'-binaphthalen-2-yl)(diphenyl)phosphine813-339-1134484-36-9(S)-(2'-Methoxy-[1,1'-binaphthalen]-2-yl)diphenylphosphine(R)-MOP(R)-(2'-Methoxy-[1,1'-binaphthalen]-2-yl)diphenylphosphine(r)-(+)-2-(diphenylphosphino)-2'-methoxy-1,1'-binaphthylMFCD00269686(S)-MOP[1-(2-methoxynaphthalen-1-yl)naphthalen-2-yl]-diphenylphosphane
Show more names
R-MOP >=94%(R)-(+)-MOP98% (R)-MOP99% (R)-MOPR-MOP(R)-(+)-2-(DiphenyLphosphino)-2'-methoxy-1,1'-binaphthyL(S)-2-(DIPHENYLPHOSPHINO)-2'-METHOXY-1,1'-BINAPHTHYL(S)-(-)-(DIPHENYLPHOSPHINO)-2'-METHOXY-1,1'-BINAPHTHYL
(2'-methoxy-[1,1'-binaphthalen]-2-yl)diphenylphosphane(R)-(+)-2-Diphenylphosphino-2'-methoxy-1,1'-binaphthyl(S)-(-)-2-Diphenylphosphino-2'-methoxy-1,1'-binaphthyl(S)-(-)-2-(DIPHENYLPHOSPHINO)-2'-METHOXY-1,1'-BINAPHTHYL161053-46-9(R)-2-(diphenylphosphino)-2'-methoxy-1,1'-binaphthyl (R)-MOPAKOS015895300AKOS016005658
Database identifiers
- CAS
145964-33-6- PubChem CID
- 4190002
- DTXSID
DTXSID101380393- EC Number
- 813-339-1
- Nikkaji
- J1.572.176F、J1.599.104F、J529.567J
Properties
Computed structural propertiesFilling in
- XLogP
- 8.7
- Topological polar surface area
- 9.2 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 5
- Heavy atoms
- 35
- Formal charge
- 0
- Complexity
- 633
Physicochemical properties
- Melting point
- 177 · 177-179°C
- Boiling point
- 584.1 · 584.1±38.0 °C(Predicted)
- alpha
- 67 ° · +67° ±2° (c 1, toluene)
- storage temp.
- 2 · under inert gas (nitrogen or Argon) at 2-8°C
- solubility
- almost transparency in Toluene
- form
- Powder
- color
- white
- optical activity
- 20 · [α]20/D +94°, c = 0.5 in chloroform
- Sensitive
- air sensitive
- InChI
- 1S/C33H25OP/c1-34-30-22-20-24-12-8-10-18-28(24)32(30)33-29-19-11-9-13-25(29)21-23-31(33)35(26-14-4-2-5-15-26)27-16-6-3-7-17-27/h2-23H,1H3
- InChIKey
- KRWTWSSMURUMDE-UHFFFAOYSA-N
- SMILES
- COc1ccc2ccccc2c1-c3c(ccc4ccccc34)P(c5ccccc5)c6ccccc6
- CAS DataBase Reference
- 145964 · 145964-33-6(CAS DataBase Reference)
- UNSPSC Code
- 12352005 · 12352005
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- hs_code
- 2931.90.6000
- risk_code
- 36/37/38
- Signal word
- Danger
- Symbol(GHS)
- GHS05,GHS07
- safety_code
- 26-36/37/39
- Storage Class
- 13 - Non Combustible Solids
- Hazard statements
- H302-H315-H318-H335
- Precautionary statements
- P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P310-P330-P332+P313-P362-P403+P233-P405-P501
Chemistry & industry
Applications
Uses(R)-MOP is used as a catalyst in the preparation of chiral tetrahydrobenzofuranone alkylideneboronates and oxindoles. Also used as a catalyst in the total synthesis of Oseltamivir Phosphate (O701000); an orally active inhibitor of influenza virus neuraminidase and an antiviral drug.
UsesTakasago Ligands and Complexes for Asymmetric ReactionsLigand used in palladium-catalyzed asymmetric hydrosilylation of olefins, palladium-catalyzed reduction of allylic esters, rhodium-catalyzed asymmetric addition reactions, and asymmetric amination reactions catalyzed by copper(I) complexes.
General DescriptionR-MOP is a phosphine ligand with a bis-naphthalene backbone.
Related reactions
3 records
Compound notes
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