Iminodibenzyl

Base Information

• Chemical Name: Iminodibenzyl
• CAS No.: 494-19-9
• Molecular Formula: C14H13N
• Molecular Weight: 195.264
• Hs Code.: 29339930
• European Community (EC) Number: 207-787-1
• NSC Number: 72110
• UNII: 262BX7OE3U
• DSSTox Substance ID: DTXSID8049414
• Nikkaji Number: J24.600J
• Wikidata: Q1096623
• ChEMBL ID: CHEMBL63054
• Mol file: 494-19-9.mol

Synonyms:dibenzylamine;dibenzylamine acetate;dibenzylamine hydrochloride;iminodibenzyl

Chemical Property of Iminodibenzyl

Chemical Property:

• Appearance/Colour: Yellowish to beige crystalline powder
• Vapor Pressure: 0.000199mmHg at 25°C
• Melting Point: 105-108 °C(lit.)
• Refractive Index: 1.602
• Boiling Point: 327.7 °C at 760 mmHg
• PKA: 0.83±0.20(Predicted)
• Flash Point: 161.3 °C
• PSA: 12.03000
• Density: 1.085 g/cm³
• LogP: 3.66680
• Storage Temp.: Store below +30°C.
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly, Heated), Methanol (Slightly)
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 195.104799419
• Heavy Atom Count: 15
• Complexity: 191

Purity/Quality:

99% ^*data from raw suppliers

10,11-Dihydro-5H-dibenzo[b,f]azepine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36-36/37/38
• Safety Statements: 22-24/25-39-26-36/37/39-27

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CC2=CC=CC=C2NC3=CC=CC=C31
• 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.
• 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. 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.

Technology Process of Iminodibenzyl

There total 50 articles about Iminodibenzyl which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

5-acetyliminodibenzyl (13080-75-6) → 9,10-dihydrodibenzazepine (494-19-9)

Guidance literature:

With triethyl borane; sodium hydroxide; In tert-butyl methyl ether; at 80 ℃; for 6h; Inert atmosphere; Sealed tube;

Reference yield: 99.0%

5-propionyl-10,11-dihydro-5H-dibenzo[b,f]azepine (40583-89-9) → 9,10-dihydrodibenzazepine (494-19-9)

Guidance literature:

With triethyl borane; sodium hydroxide; In tert-butyl methyl ether; at 80 ℃; for 6h; Inert atmosphere; Sealed tube;

Reference yield: 92.0%

dibenzoazepine (256-96-2) → 9-methyl-acridine (611-64-3) + 9,10-dihydrodibenzazepine (494-19-9)

Guidance literature:

With iodine; hypophosphorous acid; In acetic acid; for 24h; Heating;

DOI:10.1016/S0040-4020(02)00415-5

upstream raw materials:

dibenzoazepine

10,11-dihydro-dibenzo[b,f]azepine-5-carbonyl chloride

1-nitro-2-phenethylbenzene

Imipramine hydrochloride

Downstream raw materials:

10,11-dihydro-dibenzo[b,f]azepine-5-carbonyl chloride

5-chloroacetyl-10,11-dihydro-5H-dibenzazepine

impramine

5-(2-Diethylaminoethyl)-iminodibenzyl

Refernces

• 1、 Korobkova, Ekaterina A.,Ng, William,Venkatratnam, Abhishek,Williams, Alicia K.,Nizamova, Madina,Azar, Nikolay. "In vitro studies of dna damage caused by tricyclic antidepressants: A role of peroxidase in the side effects of the drugs". . p. 1497 - 1503. Retrieved 2010.
• 2、 Yilmaz, Ozgur,Dengiz, Cagatay,Emmert, Marion H.. "Iron-Catalyzed α-C-H Cyanation of Simple and Complex Tertiary Amines". supporting information. p. 2489 - 2498. Retrieved 2021/02/06.
• 3、 Li, Jinshan,Wang, Jiali,Yang, Jianguo,Yao, Wubing,Zhong, Aiguo. "Combined KOH/BEt3Catalyst for Selective Deaminative Hydroboration of Aromatic Carboxamides for Construction of Luminophores". . p. 8086 - 8090. Retrieved 2020/11/03.