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143650

Sigma-Aldrich

5H-Dibenz[b,f]azepine

97%

Synonym(s):

Iminostilbene

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1 G
$66.60
5 G
$90.30

About This Item

Empirical Formula (Hill Notation):
C14H11N
CAS Number:
256-96-2
Molecular Weight:
193.24
Beilstein/REAXYS Number:
1343358
EC Number:
205-970-0
MDL number:
MFCD00005071
UNSPSC Code:
12352100
PubChem Substance ID:
24848600
NACRES:
NA.22

$66.60

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Quality Level

200

assay

97%

mp

196-199 °C (lit.)

solubility

ethyl acetate: soluble 25 mg/mL, clear, yellow to orange

SMILES string

N1c2ccccc2C=Cc3ccccc13

InChI

1S/C14H11N/c1-3-7-13-11(5-1)9-10-12-6-2-4-8-14(12)15-13/h1-10,15H

InChI key

LCGTWRLJTMHIQZ-UHFFFAOYSA-N

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General description

5H-Dibenz[b,f]azepine, a tricyclic amine with a seven-membered ring, is commonly known as iminostilbene. It is used as an intermediate or a starting material in the synthesis of many anticonvulsant drugs.[1]

Application

5H-Dibenz[b,f]azepine can be used:
  • As a starting material to prepare pharmacologically important dibenzoazepine-pyridazine derivatives.[1]
  • To synthesize 3-chloro-1-(5H-dibenz[b,f]azepine-5yl)propan-1-one, a key intermediate used to prepare aminophenol derivatives.[2]
  • In the synthesis of dibenzazepine derivatives.[3]
  • As a starting material to synthesize olefinic multidentate ligand, which is used to prepare Rh(I) complexes.[4]

Biochem/physiol Actions

2-(Bromomethyl)naphthalene is a fluorescent alkyl bromide. It causes the esterification of free carboxyl groups formed at the surface of polyethylene terephthalate by enzyme hydrolysis[5]. It acts as organic electrophile in the P4S10/acyloin reaction[6].

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

hcodes

H302,H411

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL3673
BCCH2342
BCCG0093
1452630V
1452630

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Rh (I) Complex with a Tridentate Pyridine-Amino--Olefin Actor Ligand-Metal-Ligand Cooperative Activation of CO2 and Phenylisocyanate under C-C and Rh-E (E=O, N) Bond Formation
Heuermann I, et al.
Organometallics, 38(8), 1787-1799 (2019)
Synthesis of N-substituted dibenzoazepine--pyridazine derivatives as potential neurologically active drugs
Erdougan M and Dacstan A
Synthetic Communications, 50(24), 1-9 (2020)
Synthesis and antioxidant properties of some novel 5H-dibenz [b, f] azepine derivatives in different in vitro model systems
Kumar HV and Naik N
European Journal of Medicinal Chemistry, 45(1), 2-10 (2010)
Synthesis and Calorimetry of Some Derivatives of Dibenzazepine
Analytical Calorimetry (1970)
Synthesis and Calorimetry of Some Derivatives of Dibenzazepine.
Gipstein E, et al.
Analytical Calorimetry, 127-134 (1970)
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