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Merck
CN

364010

(1R,2R)-(+)-1,2-二苯基乙二胺

97%

别名:

(1R,2R)- DPEDA, (1R,2R)-DPEN, (1R,2R)-(+)-1,2-二氨基-1,2-二苯基乙烷

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关于此项目

线性分子式:
[C6H5CH(NH2)-]2
化学文摘社编号:
分子量:
212.29
UNSPSC Code:
12352116
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
2369988
Assay:
97%
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InChI

1S/C14H16N2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10,13-14H,15-16H2/t13-,14-/m1/s1

SMILES string

N[C@@H]([C@H](N)c1ccccc1)c2ccccc2

InChI key

PONXTPCRRASWKW-ZIAGYGMSSA-N

assay

97%

optical activity

[α]20/D +102°, c = 1 in ethanol

optical purity

ee: 99% (GLC)

mp

79-83 °C (lit.)

functional group

amine, phenyl

Quality Level

Application

通用应用:
  • (1R,2R)-(+)-1,2-二苯基乙二胺(DPEN)是一种广泛使用的手性助剂和配体,用于合成不对称催化剂,如 BINAP /二胺-Ru 络合物,用于立体选择性加氢。
  • 它可用于制备单磺酰基 DPEN-盐,用于催化各种酮类向马来酰亚胺的迈克尔加成反应。
  • DPEN 衍生的手性三唑盐可用于催化对映选择性分子内的 Stetter 反应和氧二烯 狄尔斯-阿德尔反应。
  • 醋酸锌配合物 DPEDA 衍生的配体也可用于催化亚胺的氢化硅烷化。

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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


历史批次信息供参考:

分析证书(COA)

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(1R, 2R)-DPEN-derived triazolium salts for enantioselective oxodiene Diels?Alder reactions.
Rong Z Q, et al.
Tetrahedron, 67(48), 9329-9333 (2011)
Enantioselective hydrosilylation of imines catalyzed by chiral zinc acetate complexes.
Bezlada A, et al.
The Journal of Organic Chemistry, 81(1), 336-342 (2015)
Harold Cruz et al.
Chirality (2018-06-07)
Herein, we report the synthesis of C2 -symmetric sulfonamides as homogeneous and heterogeneous organocatalysts and their application in the enantioselective conjugate 1,4-Michael addition of carbonylic nucleophiles to β-nitrostyrene. Organocatalysts hydrogen bond to β-nitrostyrene and enamine in the transition state, mimicking
Sheng-Ming Xie et al.
Analytica chimica acta, 903, 156-163 (2015-12-29)
Molecular organic cages as shape-persistent organic molecules with permanent and accessible cavities have attracted a lot of interest because of their importance as host-guest systems. Herein, we report a chiral porous organic cage (POC) CC9 diluted with a polysiloxane OV-1701
Synthesis of (1 R, 2 R)-DPEN-derived triazolium salts and their application in asymmetric intramolecular Stetter reactions.
Jia M Q, et al.
Organic & Biomolecular Chemistry, 9(7), 2072-2074 (2011)

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