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Merck
CN

697761

(R,R)-DIPAMP

95%

别名:

(R,R)-1,2-乙烷二基双[(2-甲氧基苯基)苯基膦], (R,R)-1,2-双[(2-甲氧基苯基)(苯基膦基)]乙烷, (R,R)-乙烯二[(2-甲氧基苯基)苯基膦], [(1R,2R)-(-)-双[(2-甲氧基苯基)苯基膦]乙烷]

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关于此项目

线性分子式:
[CH3OC6H4P(C6H5)CH2-]2
化学文摘社编号:
分子量:
458.47
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352112
MDL number:
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产品名称

(R,R)-DIPAMP, 95%

InChI

1S/C28H28O2P2/c1-29-25-17-9-11-19-27(25)31(23-13-5-3-6-14-23)21-22-32(24-15-7-4-8-16-24)28-20-12-10-18-26(28)30-2/h3-20H,21-22H2,1-2H3/t31-,32-/m1/s1

SMILES string

COc1ccccc1P(CCP(c2ccccc2)c3ccccc3OC)c4ccccc4

InChI key

QKZWXPLBVCKXNQ-ROJLCIKYSA-N

assay

95%

form

solid

optical activity

[α]22/D −81°, c = 1 in chloroform

mp

102-106 °C (lit.)

functional group

phosphine

Quality Level

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Application

(R, R)-DIPAMP can be used:
  • As a catalyst in the enantioselective [3+2] cycloaddition of γ-substituted allenoates with β-perfluoroalkyl enones and 3-butynoates with electron-deficient olefins to yield substituted cyclopentenes.
  • To prepare its rhodium metal complexes, which are used as catalysts in asymmetric hydrogenation reactions.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Development of an Asymmetric Hydrogenation Route to (S)-N-Boc-2, 6-Dimethyltyrosine
Praquin C, et al.
Organic Process Research & Development, 15(5), 1124-1129 (2011)
Effect of gas-liquid mass transfer on enantioselectivity in asymmetric hydrogenations
Pestre N, et al.
J. Mol. Catal. A: Chem., 252(1-2), 85-89 (2006)
Phosphine-catalyzed enantioselective [3+2] cycloadditions of γ-substituted allenoates with β-perfluoroalkyl enones
Zhou W, et al.
Chemical Science, 8(6), 4660-4665 (2017)
Highly enantio-, regio-and diastereo-selective one-pot [2+ 3]-cycloaddition reaction via isomerization of 3-butynoates to allenoates
Sampath M and Loh T
Chemical Science, 1(6), 739-742 (2010)

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