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Merck
CN

676403

(R,R)-(–)-2,3-双(叔丁基甲基膦基)喹喔啉

≥95%

别名:

(R) QuinoxP®

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关于此项目

经验公式(希尔记法):
C18H28N2P2
化学文摘社编号:
分子量:
334.38
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
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Quality Level

assay

≥95%

form

solid

mp

100-104 °C

functional group

phosphine

SMILES string

CP(c1nc2ccccc2nc1P(C)C(C)(C)C)C(C)(C)C

InChI

1S/C18H28N2P2/c1-17(2,3)21(7)15-16(22(8)18(4,5)6)20-14-12-10-9-11-13(14)19-15/h9-12H,1-8H3/t21-,22-/m0/s1

InChI key

DRZBLHZZDMCPGX-VXKWHMMOSA-N

General description

(R,R)-(-)-2,3-Bis(tert-butylmethylphosphino)quinoxaline is an air-stable C2-symmetric P-stereogenic phosphine ligand.

Application

在合成转化反应中显示高水平手性控制的高效配体,转化反应范围从金属催化芳基硼酸 1,4-加成到烷基化的开环到不对称氢化。

Features and Benefits

Advantages of the QuinoxP* Ligands:
  • It is not oxidized nor epimerized at ambient conditions in air
  • Enantioselectivities are outstanding for various reaction paradigms
  • Hydrogenations proceed under mild reaction conditions
  • Low catalyst loadings yield high TONs

Legal Information

QuinoxP is a registered trademark of Nippon Chemical Industry Co., Ltd.


wgk

WGK 3

pictograms

Skull and crossbones

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 4 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

存储类别

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves



历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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商品

QuinoxP*: Air-Stable and Highly Efficient and Productive Chiral Ligands


Asymmetric Copper-Catalyzed Propargylic Substitution Reaction of Propargylic Acetates with Enamines.
Fang P and Hou XL.
Organic Letters, 11.20, 4612-4615 (2009)
Highly enantioselective hydrosilylation of simple ketones catalyzed by rhodium complexes of P-chiral diphosphine ligands bearing tert-butylmethylphosphino groups.
Imamoto T, et al.
Tetrahedron Asymmetry, 17(4), 560-565 (2006)
Optimization of the Preparation of (R)-3, 5-Bis (trifluoromethyl)-?-methyl-N-methylbenzylamine l-(?)-Malic Acid Salt through Classical Resolution.
Brandel CM, et al.
Organic Process Research & Development, 19(12), 1954-1965 (2015)



全球贸易项目编号

货号GTIN
676403-100MG04061833549674
676403-500MG04061833549681