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Substance
ID:306549
Structure
Similarity
Functional Group
Text
ID:135809
(R)-BINAPHANE
Sigma Aldrich
ID: 650854
Names and Identifiers
IUPAC name
13-(2-{13-phosphapentacyclo[13.8.0.0
2
,
1
1
.0
3
,
8
.0
1
8
,
2
3
]tricosa-1(23),2,4,6,8,10,15,17,19,21-decaen-13-yl}phenyl)-13-phosphapentacyclo[13.8.0.0
2
,
1
1
.0
3
,
8
.0
1
8
,
2
3
]tricosa-1(15),2,4,6,8,10,16,18,20,22-decaene
Synonyms
(R,R)-1,2-Bis[(R)-4,5-dihydro-3H-binaphtho(1,2-c:2′,1′-e)phosphepino]benzene
(R)-BINAPHANE
(R,R)-1,2-二[(R)-4,5-二氢-3H-联萘并(1,2-c:2′,1′-e)磷杂庚英并]苯
(R)-联萘
IUPAC Traditional name
13-(2-{13-phosphapentacyclo[13.8.0.0
2
,
1
1
.0
3
,
8
.0
1
8
,
2
3
]tricosa-1(23),2,4,6,8,10,15,17,19,21-decaen-13-yl}phenyl)-13-phosphapentacyclo[13.8.0.0
2
,
1
1
.0
3
,
8
.0
1
8
,
2
3
]tricosa-1(15),2,4,6,8,10,16,18,20,22-decaene
Registration numbers
PubChem SID
24883783
MDL Number
MFCD06658114
CAS Number
253311-88-5
Properties
Safety Information
MSDS Link
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German water hazard class
3
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Physical Property
Melting Point
>200 °C (dec.)
Product Information
Empirical Formula (Hill Notation)
C50H36P2
Molecule Details
Application
(R)-Binaphane shows excellent enantioselectivity (up to >99% ee) for hydrogenation of E/Z-isomeric mixtures of β-substituted arylenamides.6
Chiral Quest Phosphine Ligands for Asymmetric HydrogenationCatalyst involved in:
• Enantioselective anilinosulfonamide allyl alcohol cyclization1
• Synthesis of β-trifluoromethyl α-amino acids2
• Phosphine-catalyzed cycloadditions of aldehydes and ketoketenes3
• Dimerization of ketoketenes4
• Enantioselective carbonyl-ene reactions via palladium and platinum derivatives5
Molecular Spectra
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References
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Molecular Spectra
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