Chemical Name | 2,2-Bis(diphenylphosphino)-1,1-binaphthalene |
CAS Number | 98327-87-8 |
Alfabeta Name | BISDIPHENYLPHOSPHINOBINAPHTHYL 2211()---,,'' |
MDL Number | MFCD00010805 |
Synonym |
(Rac)-BINAP
{LY} (Rac)-BINAP
{} {LY} (Rac)-BINAP
{} {} {LY} (Rac)-BINAP
{} {} {} {LY} (Rac)-BINAP
{} {} {} {} {LY} (Rac)-BINAP
{} {} {} {} {} {LY} (Rac)-BINAP
{} {} {} {} {} {} {LY} (Rac)-BINAP
{} {} {} {} {} {} {} {LY} (Rac)-BINAP
{} {} {} {} {} {} {} {} {LY} (Rac)-BINAP
{} {} {} {} {} {} {} {} {} {LY} (Rac)-BINAP
{} {} {} {} {} {} {} {} {} {} {
{} {} {} {} {} {} {} {} {} {} {LY} (Rac)-BINAP
{} {} {} {} {} {} {} {} {} {} {} {LY} (Rac)-BINAP
{} {} {} {} {} {} {} {} {} {} {} {}
{} {} {} {} {} {} {} {} {} {} {} {} {LY} (Rac)-BINAP
{} {} {} {} {} {} {} {} {} {} {} {} {} {LY} (Rac)-BINAP
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{} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} (Rac)-BINAP
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{} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { |
Beilstein Registry Number | 5321443 |
PubChem Substance ID | 24871738 |
Reaxys-RN | 5321443 |
Merck Number | 1223 |
EC Number | None |
Chemical Name Translation | 2,2-双(二苯基膦)-1,1’-联萘 |
InChIKey | MUALRAIOVNYAIW-UHFFFAOYSA-N |
LabNetwork Molecule ID | LN00154548 |
Canonical SMILES | C1(C=CC=C2)=C2C(C3=C(C=CC=C4)C4=CC=C3P(C5=CC=CC=C5)C6=CC=CC=C6)=C(P(C7=CC=CC=C7)C8=CC=CC=C8)C=C1 |
Warnings |
IRRITANT |
WGK Germany | 3 |
Personal Protective Equipment |
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter |
Safety Statements | |
- S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触;
- S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
- S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护;
- S37 Wear suitable gloves 戴适当手套;
- S22 Do not breathe dust 不要吸入粉尘;
- S37/39 Wear suitable gloves and eye/face protection 穿戴适当的手套和眼睛/面保护;
- S60 This material and its container must be disposed of as hazardous waste 该物质及其容器必须作为危险废物处置;
|
Risk Statements | |
- R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
|
Storage condition |
2-8°C, protect from light, stored under nitrogen
{LY} 2-8°C, protect from light, stored under nitrogen
Air Sensitive
{} {LY} 2-8°C, protect from light, stored under nitrogen
{} {} {LY} 2-8°C, protect from light, stored under nitrogen
{} {} {} {LY} 2-8°C, protect from light, stored under nitrogen
{} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen
{} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen
{} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen
{} {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen
{} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen
{} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen
{} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen
{} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen
{} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from lig |
Signal word |
Warning |
GHS Symbol
Precautionary statements | |
- P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
- P305+P351+P338
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Hazard Codes |
Xi |
用作非对称反应催化的过渡金属配体。
{ALF} The combination with Tris(dibenzyl­ideneacetone)­dipalladium(0)­, 12760, catalyzes the asymmetric arylation of ketone enolates with aryl bromides: J. Am. Chem. Soc., 120, 1918 (1998).
{ALF} For use in the Ru-catalyzed homogeneous enantioselective reduction of ketones to secondary alcohols, see: J. Am. Chem. Soc., 117, 2675, 10417 (1995); Org. Synth., 77, 1 (1999).
{TRC} Lam, K., et al.: Eur. J. Med. Chem., 45, 5527 (2010),
{
{ALF} Reviews: BINAP catalysis: Acc. Chem. Res., 23, 345 (1990); binaphthylic derivatives as chiral auxiliaries: Synthesis, 503 (1992); advances in biaryl-type biphosphne ligands: Tetrahedron, 61, 5405 (2005).
{ALFA} Chiral chelating ligand which is the basis of a number of homogeneous catalysts which promote hydrogenation reactions with very high enantiomeric excesses. Rh complexes catalyze the asymmetric hydrogenation of ɑ-acylaminoacrylic acids: J. Am. Chem. Soc., 102, 7932 (1980), and the isomerization of allylamines to chiral
{TRC} Ito, H., et al.: Nat. Chem., 2, 972 (2010),
{ALF} See also previous entry.
{ALF} Chiral chelating ligand which is the basis of a number of homogeneous catalysts which promote hydrogenation reactions with very high enantiomeric excesses. Rh complexes catalyze the asymmetric hydrogenation of ɑ-acylaminoacrylic acids: J. Am. Chem. Soc., 102, 7932 (1980), and the isomerization of allylamines to chiral enamines: J. Chem. Soc., Chem. Commun., 600 (1982); Synthesis, 665 (1991). Asymmetric hydrogenation of ß-keto esters is achieved with a Ru based catalyst: J. Org. Chem., 57, 6691 (1992). For preparation of a cycloocta-1,5-diene Rh complex and use in enantioselective hydrogenation reaction, see: Org. Synth. Coll., 8, 183 (1993). For a review of the use of Ru BINAP complexes in asymmetric hydrogenation, see: Acta Chem. Scand., 50, 380 (1996).
{ALD} Merck: 14,1223
{SNA}