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744670

Sigma-Aldrich

Bis(5H-dibenzo[a,d]cyclohepten-5-yl)amine

97%

Synonym(s):

trop2-NH

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About This Item

Empirical Formula (Hill Notation):
C30H23N
CAS Number:
57705-01-8
Molecular Weight:
397.51
Beilstein/REAXYS Number:
2778898
MDL number:
MFCD28053533
UNSPSC Code:
12352300
PubChem Substance ID:
329765704
NACRES:
NA.22

assay

≥96.5% (HPLC)
97%

form

powder

reaction suitability

reagent type: ligand

SMILES string

C1(C(C=CC=C2)=C2C=CC3=C1C=CC=C3)NC4C(C=CC=C5)=C5C=CC6=C4C=CC=C6

InChI

1S/C30H23N/c1-5-13-25-21(9-1)17-18-22-10-2-6-14-26(22)29(25)31-30-27-15-7-3-11-23(27)19-20-24-12-4-8-16-28(24)30/h1-20,29-31H

InChI key

OFFKQRRCBWRRFP-UHFFFAOYSA-N

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

hcodes

H413

Hazard Classifications

Aquatic Chronic 4

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCBH7085V
BCBH7085

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Ethanol as hydrogen donor: highly efficient transfer hydrogenations with rhodium(I) amides.
Theo Zweifel et al.
Angewandte Chemie (International ed. in English), 47(17), 3245-3249 (2008-03-19)
Electromeric rhodium radical complexes.
Florian Frank Puschmann et al.
Angewandte Chemie (International ed. in English), 49(2), 385-389 (2009-12-04)
Torsten Büttner et al.
Chemical communications (Cambridge, England), 24(24), 2820-2821 (2004-12-16)
A combination of the rigid bis(5H-dibenzo[a,d]cyclohepten-5-yl)amine (trop(2)NH) and 5-amino-5H-dibenzo[a,d]cycloheptene (tropNH(2)) ligand allowed the synthesis of the stable pentacoordinated 18 electron amine olefin rhodium(i) complex [Rh(trop(2)NH)(tropNH(2))]O(3)SCF(3)(); this complex can be cleanly deprotonated [pK(a)(DMSO) = 20.6(1)] to the corresponding amide [Rh(trop(2)N)(tropNH(2))](6) which
Chiral Rhodium(I) and Iridium(I) Amino-Olefin Complexes:? pKa, N-H Bond Dissociation Energy, and Catalytic Transfer Hydrogenation
Maire, P., et al.
Organometallics, 24, 3207-3218 (2005)
Heterolytic splitting of hydrogen with rhodium(I) amides.
Pascal Maire et al.
Angewandte Chemie (International ed. in English), 44(39), 6318-6323 (2005-09-21)
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