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667811

Sigma-Aldrich

(−)-1,2-Bis((2R,5R)-2,5-diphenylphospholano)ethane

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100 MG
¥16,500
500 MG
¥67,900

About This Item

Empirical Formula (Hill Notation):
C34H36P2
CAS Number:
528565-79-9
Molecular Weight:
506.60
MDL number:
MFCD07369027
UNSPSC Code:
12352005
PubChem Substance ID:
24884944
NACRES:
NA.22

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form

solid

mp

143-147 °C

functional group

phenyl
phosphine

SMILES string

C1C[C@@H](P(CCP2[C@H](CC[C@@H]2c3ccccc3)c4ccccc4)[C@H]1c5ccccc5)c6ccccc6

InChI

1S/C34H36P2/c1-5-13-27(14-6-1)31-21-22-32(28-15-7-2-8-16-28)35(31)25-26-36-33(29-17-9-3-10-18-29)23-24-34(36)30-19-11-4-12-20-30/h1-20,31-34H,21-26H2/t31-,32-,33-,34-/m1/s1

InChI key

VHHAZLMVLLIMHT-YFRBGRBWSA-N

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Application

DuPhos and BPE Ligands: Highly Efficient Privileged Ligands
(−)-1,2-Bis((2R,5R)-2,5-diphenylphospholano)ethane can be used:
  • As a chiral ligand in the 1,3-dipolar cycloaddition reaction of azomethyne yielded [70]fullerene enantiomers; catalyzed by silver.[1]
  • As a component of the catalytic system along with silver, which is used for the synthesis of fullerene hybrids.[2]

Legal Information

Sold in collaboration with Namena Corp. for research purposes only.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

667811-100MG:
667811-BULK:
667811-VAR:
667811-500MG:
667811-2G:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX5294
MKCX2711
MKCK1482
MKCJ8674
MKBW8735V

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Hierarchical Selectivity in Fullerenes: Site-, Regio-, Diastereo-, and Enantiocontrol of the 1, 3-Dipolar Cycloaddition to C70
Maroto EE, et al.
Angewandte Chemie (International Edition in English), 50(27), 6060-6064 (2011)
Stereodivergent-at-Metal Synthesis of [60] Fullerene Hybrids
Marco-Martinez J, et al.
Angewandte Chemie (International Edition in English), 56(8), 2136-2139 (2017)

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