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14827

Sigma-Aldrich

(S)-(−)-N,N-Bis(2-diphenylphosphinoethyl)-1-phenylethylamine

≥98.0% (CHN)

Synonym(s):

(S)-(−)-N,N-Bis(2-diphenylphosphinoethyl)-α-methylbenzylamine

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About This Item

Empirical Formula (Hill Notation):
C36H37NP2
CAS Number:
81510-19-2
Molecular Weight:
545.63
Beilstein/REAXYS Number:
4608384
MDL number:
MFCD00233840
UNSPSC Code:
12352116
PubChem Substance ID:
57647217
NACRES:
NA.22

assay

≥98.0% (CHN)

form

solid

optical activity

[α]20/D −4.5±0.7°, c = 1% in acetone

SMILES string

C[C@H](N(CCP(c1ccccc1)c2ccccc2)CCP(c3ccccc3)c4ccccc4)c5ccccc5

InChI

1S/C36H37NP2/c1-31(32-17-7-2-8-18-32)37(27-29-38(33-19-9-3-10-20-33)34-21-11-4-12-22-34)28-30-39(35-23-13-5-14-24-35)36-25-15-6-16-26-36/h2-26,31H,27-30H2,1H3/t31-/m0/s1

InChI key

ZVNAHLJBPYKGBV-HKBQPEDESA-N

General description

(S)-(−)-N,N-Bis(2-diphenylphosphinoethyl)-1-phenylethylamine is a chiral ligand used to prepare its iridium complexes, applicable in the synthesis of allylic alcohols via reduction of α,β-unsaturated ketones.[1]

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
355268/1

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Synthesis of the New Chiral Aminodiphosphine Ligands (R)-and (S)-(alpha-Methylbenzyl) bis (2-(diphenylphosphino) ethyl) amine and Their Use in the Enantioselective Reduction of α, β-Unsaturated Ketones to Allylic Alcohols by Iridium Catalysis
Bianchini C, et al.
Organometallics, 14(3), 1489-1502 (1995)

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