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Sigma-Aldrich

5-Chloro-5H-dibenzo[a,d]cycloheptene

97%

Synonym(s):

5H-Dibenzo[a,d]cyclohepten-5-yl chloride, Dibenzosuberenyl chloride, tropCl

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About This Item

Empirical Formula (Hill Notation):
C15H11Cl
CAS Number:
18506-04-2
Molecular Weight:
226.70
Beilstein/REAXYS Number:
515093
MDL number:
MFCD26143082
UNSPSC Code:
12352300
PubChem Substance ID:
329765693

assay

≥96.5% (HPLC)
97%

form

powder

SMILES string

ClC1C(C=CC=C2)=C2C=CC3=C1C=CC=C3

InChI

1S/C15H11Cl/c16-15-13-7-3-1-5-11(13)9-10-12-6-2-4-8-14(12)15/h1-10,15H

InChI key

XUDMFUCJNFYMRZ-UHFFFAOYSA-N

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Environment
GHS09

signalword

Warning

hcodes

H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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, 559-563 (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)
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)
Electromeric rhodium radical complexes.
Florian Frank Puschmann et al.
Angewandte Chemie (International ed. in English), 49(2), 385-389 (2009-12-04)
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