(2S,3S)-(+)-2,3-Bis(diphenylphosphino)bicyclo(2.2.1)hept-5-ene
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Basic information
- CAS
71042-54-1- Standard SMILES
C1=C[C@H]2C[C@@H]1[C@H](P(c1ccccc1)c1ccccc1)[C@H]2P(c1ccccc1)c1ccccc1- InChIKey
CDJHPMXMJUCLPA-QHNMYUOLSA-N- Molecular formula
- C31H28P2
- Average molar mass
- 462.5 g/mol
- Monoisotopic mass
- 462.16662489
Names & identifiers
- Preferred name
- (2S,3S)-(+)-2,3-Bis(diphenylphosphino)bicyclo(2.2.1)hept-5-ene
- IUPAC
- [(1R,2S,3S,4S)-3-diphenylphosphanyl-2-bicyclo[2.2.1]hept-5-enyl]-diphenylphosphane
- English name
- (2S,3S)-(+)-2,3-BIS(DIPHENYLPHOSPHINO)-BICYCLO[2.2.1]HEPT-5-ENE
- Molecular formula
- C31H28P2
- Molecular weight
- 462.5
Names & synonyms
71042-54-1(2S,3S)-(+)-2,3-Bis(diphenylphosphino)bicyclo[2.2.1]hept-5-eneRefChem:398806(2S,3S)-(+)-2,3-Bis(diphenylphosphino)bicyclo(2.2.1)hept-5-ene633-226-9(S,S)-Norphos(1R,4S,5S,6S)-5,6-Bis(diphenylphosphaneyl)bicyclo[2.2.1]hept-2-ene(2S,3S)-(+)-2,3-BIS(DIPHENYLPHOSPHINO)-BICYCLO[2.2.1]HEPT-5-ENEMFCD00085364CS-W013853BP-12263[(1R,2S,3S,4S)-3-diphenylphosphanyl-2-bicyclo[2.2.1]hept-5-enyl]-diphenylphosphane
Show more names
(2S,3S)-(+)-2,3-Bis(diphenylphosphino)bicycle(2.2.1)hept-5-ene(2S,3S)-(+)-Norphos(1R,4S,5S,6S)-5,6-Dibenzhydrylbicyclo[2.2.1]hept-2-ene(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(1R,4S,5S,6S)-5,6-Dibenzhydrylbicyclo[2.2.1]hept-2-ene - [D88565](2R,3R)-(-)-2,3-Bis(diphenylphosphino)bicyclo[2.2.1]hept-5-ene,95%(2S,3S)-(+)-2,3-Bis(diphenylphosphino)bicyclo[2.2.1]hept-5-ene >
NorphosC31H28P2SCHEMBL12446363CDJHPMXMJUCLPA-QHNMYUOLSA-NSY067530[(1R,2S,3S,4S)-3F869636(1R,4S,5S,6S)-5,6-bis(diphenylphosphino)bicyclo[2.2.1]hept-2-ene
Properties
Computed structural propertiesFilling in
- XLogP
- 6.9
- Topological polar surface area
- 0 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 0
- Rotatable bonds
- 6
- Heavy atoms
- 33
- Formal charge
- 0
- Complexity
- 543
Physicochemical properties
- Melting point
- 120 °C · 120 °C
- alpha
- 47 ° · +47° (c 1, CHCl3)
- Boiling point
- 577 · 577.0±50.0 °C(Predicted)
- storage temp.
- 2 · 2-8°C, protect from light, stored under nitrogen
- form
- crystal
- color
- white
- Sensitive
- air sensitive
- CAS DataBase Reference
- 71042 · 71042-54-1
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319
- Precautionary statements
- 264 · P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 26 · 26-36/37/39
- TSCA
- No
- HS Code
- 29310099 · 29310099
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)
Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- tsca
- No
- hs_code
- 29310099
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 26-36/37/39
- Hazard statements
- H315-H319
- Precautionary statements
- P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
Chemistry & industry
Applications
Uses(2S,3S)-(+)-2,3-BIS(DIPHENYLPHOSPHINO)-BICYCLO[2.2.1]HEPT-5-ENE is a ligand for transition metal-catalyzed asymmetric hydrogenation of olefins, α-ketoesters, imines, and β-ketoesters; homotypic Diels-Alder reactions; and hydroarylations.
Preparation methods
PreparationTrans-(2S,3S)-bis(diphenylphosphino)bicyclo[2.2.1]hept-5-ene (R,R-NORPHOS) has been prepared by reduction (Trichlorosilane) of the phosphine oxide, which was resolved with (-)- dibenzoyltartaric acid
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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