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744557

Sigma-Aldrich

5H-Dibenzo[a,d]cyclohepten-5-ylamine

95%

Synonym(s):

5-Amino-5H-dibenzo[a,d]cycloheptene, 5H-Dibenzo[a,d]cyclohepten-5-amine, trop-NH2

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About This Item

Empirical Formula (Hill Notation):
C15H13N
CAS Number:
31721-90-1
Molecular Weight:
207.27
Beilstein:
2722512
MDL number:
MFCD01731158
UNSPSC Code:
12352300
PubChem Substance ID:
329765699

Assay

≥95% (HPLC)
95%

form

powder

storage temp.

2-8°C

SMILES string

NC1c2ccccc2C=Cc3ccccc13

InChI

1S/C15H13N/c16-15-13-7-3-1-5-11(13)9-10-12-6-2-4-8-14(12)15/h1-10,15H,16H2

InChI key

HKLYXHWNPAGMMW-UHFFFAOYSA-N

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Skull and crossbonesEnvironment
GHS06,GHS09

Signal Word

Danger

Hazard Statements

H301,H400

Precautionary Statements

P273 - P301 + P310 + P330

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Acute 1

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBH7091V
BCBH7091

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Catalyzed Dehydrogenative Coupling of Primary Alcohols with Water, Methanol, or Amines
Zweifel, T., et al
Angewandte Chemie (International Edition in English), 49, 2009-2009 (2009)
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)
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)
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)
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
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