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Iminodibenzyl

Product Name
Iminodibenzyl
CAS No.
494-19-9
Chemical Name
Iminodibenzyl
Synonyms
10,11-DIHYDRO-5H-DIBENZO[B,F]AZEPINE;2,2'-IMINODIBENZYL;10,11-DIHYDRO-5H-DIBENZ[B,F]AZEPINE;RP 23669;NSC 72110;Iminobibenzyl;IMINODIBENZYL;IMIDODIBENZYL;lminodibenzyl;Iminodibenzyyl
CBNumber
CB7294729
Molecular Formula
C14H13N
Formula Weight
195.26
MOL File
494-19-9.mol
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Iminodibenzyl Property

Melting point:
105-108 °C (lit.)
Boiling point:
321.94°C (rough estimate)
Density 
1.0778 (rough estimate)
refractive index 
1.6353 (estimate)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
Chloroform (Slightly), Ethyl Acetate (Slightly, Heated), Methanol (Slightly)
form 
Crystalline Powder
pka
0.83±0.20(Predicted)
color 
Yellow to beige
BRN 
152732
InChI
InChI=1S/C14H13N/c1-3-7-13-11(5-1)9-10-12-6-2-4-8-14(12)15-13/h1-8,15H,9-10H2
InChIKey
ZSMRRZONCYIFNB-UHFFFAOYSA-N
SMILES
N1C2=CC=CC=C2CCC2=CC=CC=C12
LogP
4.27
CAS DataBase Reference
494-19-9(CAS DataBase Reference)
NIST Chemistry Reference
5H-Dibenz[b,f]azepine, 10,11-dihydro-(494-19-9)
EPA Substance Registry System
5H-Dibenz[b,f]azepine, 10,11-dihydro- (494-19-9)
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Safety

Hazard Codes 
Xi
Risk Statements 
36-36/37/38
Safety Statements 
22-24/25-39-26-36/37/39-27
WGK Germany 
3
RTECS 
HN8950000
TSCA 
Yes
HazardClass 
IRRITANT
HS Code 
29339930
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H317May cause an allergic skin reaction

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
I1308
Product name
10,11-Dihydro-5H-dibenz[b,f]azepine
Purity
97%
Packaging
25g
Price
$53.1
Updated
2025/07/31
Sigma-Aldrich
Product number
1337004
Product name
Iminodibenzyl
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
25mg
Price
$1200
Updated
2025/07/31
TCI Chemical
Product number
D0269
Product name
10,11-Dihydro-5H-dibenzo[b,f]azepine
Purity
>97.0%(N)
Packaging
25g
Price
$28
Updated
2025/07/31
Sigma-Aldrich
Product number
PHR1795
Product name
Iminodibenzyl
Purity
Pharmaceutical Secondary Standard; Certified Reference Material
Packaging
100mg
Price
$858.8
Updated
2025/07/31
Usbiological
Product number
009721
Product name
10,11-Dihydro-5H-dibenzo[b,f]azepine
Packaging
10g
Price
$312
Updated
2021/12/16
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Iminodibenzyl Chemical Properties,Usage,Production

Description

Iminodibenzyl was not a new drug. It had been discovered in 1898 and used briefly as an intermediate, in the preparation of Sky Blue, a dye stuff. Iminodibenzyl, however, had a tricyclic ring structure, similar in appearance to the phenothiazines. Iminodibenzyl is an important drug intermediate, which can be used for the medicine synthesis as a tristimania and epilepsia.

Chemical Properties

YELLOWISH TO BEIGE CRYSTALLINE POWDER

Uses

10,11-Dihydro-5H-dibenzo[b,f]azepine is a metabolite of the tricyclic antidepressant, Imipramine (I465980). 10,11-Dihydro-5H-dibenzo[b,f]azepine can be used as a chromogenic probe for the quantification of hydrogen peroxide and glucose.

Uses

These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

Preparation

Iminodibenzyl is obtained from o-nitrotoluene by condensation, reduction and cyclization.

General Description

Pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards

Synthesis

13080-75-6

494-19-9

The general procedure for the synthesis of iminodibenzylidene from 1-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)ethanone is as follows: NaOH and triethylboron were stirred and mixed under argon protection at room temperature to form a clear, clarified solution with a concentration of 1 M/L. Subsequently, 10 μmol (2 mol%) of catalyst, 5 mmol of amide substrate, and 15 mmol of triethoxysilane or polymethylhydrosiloxane (PMHS) were sequentially added to the above triethylboron solution. The reaction mixture was added to a 10 mL sealed tube along with 2 mL of methyl tert-butyl ether (MTBE) and placed in an 80 °C oil bath with heating and stirring for 6 hours. Upon completion of the reaction, the reaction system was exposed to air and the amine products were subsequently isolated directly by column chromatography. According to the column chromatographic separation, the yield of iminodibenzyl was when triethoxysilane or polymethylhydrosiloxane (PMHS) was used as the reducing agent:

References

[1] Patent: CN107337573, 2017, A. Location in patent: Paragraph 0022; 0023; 0024; 0025

Iminodibenzyl Preparation Products And Raw materials

Raw materials

Preparation Products

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Iminodibenzyl Suppliers

Fischer Chemicals AG
Tel
--
Fax
--
Email
contact@fischer-group.ch
Country
Switzerland
ProdList
411
Advantage
58
Matrix Fine Chemicals GmbH
Tel
--
Fax
--
Email
nfo@matrix-fine-chemicals.com
Country
Switzerland
ProdList
6968
Advantage
58
SIGMA-RBI
Tel
--
Fax
--
Country
Switzerland
ProdList
6896
Advantage
91
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View Lastest Price from Iminodibenzyl manufacturers

HANGZHOU HAILAN CHEMICAL CO.,LTD.
Product
Iminodibenzyl 494-19-9
Price
US $0.00/kg
Min. Order
1kg
Purity
99%min
Supply Ability
20tons
Release date
2025-09-02
Hebei Chuanghai Biotechnology Co., Ltd
Product
Iminodibenzyl 494-19-9
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100 mt
Release date
2024-11-13
Hebei Zhuanglai Chemical Trading Co Ltd
Product
Iminodibenzyl 494-19-9
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 ton
Release date
2024-11-25

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