Dibenzylamine

Base Information

• Chemical Name: Dibenzylamine
• CAS No.: 103-49-1
• Deprecated CAS: 306991-23-1
• Molecular Formula: C14H15N
• Molecular Weight: 197.28
• Hs Code.: 29214980
• European Community (EC) Number: 203-117-7
• NSC Number: 4811
• UNII: 3G0YFX01C6
• DSSTox Substance ID: DTXSID6044355
• Nikkaji Number: J37.741D
• Wikidata: Q27257174
• ChEMBL ID: CHEMBL3182419
• Mol file: 103-49-1.mol

Synonyms:dibenzylamine;dibenzylamine acetate;dibenzylamine hydrochloride;iminodibenzyl

Chemical Property of Dibenzylamine

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 0.00115mmHg at 25°C
• Melting Point: -26 °C(lit.)
• Refractive Index: n20/D 1.574(lit.)
• Boiling Point: 300 °C at 760 mmHg
• PKA: pK1:8.52(+1) (25°C)
• Flash Point: 143.3 °C
• PSA: 12.03000
• Density: 1.026 g/cm³
• LogP: 3.36730
• Storage Temp.: Store below +30°C.
• Solubility.: 0.4g/l
• Water Solubility.: 0.05 g/L (20 ºC)
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 197.120449483
• Heavy Atom Count: 15
• Complexity: 137

Purity/Quality:

99% ^*data from raw suppliers

Dibenzylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi,C
• Hazard Codes: Xn,Xi,C
• Statements: 22-36/38-52/53-34
• Safety Statements: 26-61-45-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Polyaromatic
• Canonical SMILES: C1=CC=C(C=C1)CNCC2=CC=CC=C2
• Uses: Dibenzylamine is used to prepare rubber accelerator for the vulcanization process and reaction-stoppers. Dibenzylamine type accelerators reduce nitrosamine production in the compounding process. It is also used to produce dibenzyl-nitroso-amine.

Technology Process of Dibenzylamine

There total 471 articles about Dibenzylamine 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: 90.0%

2-Dibenzylamino-1-(4-methoxy-phenyl)-ethanone (140420-07-1) → 1-(4-methoxyphenyl)ethanone (100-06-1) + dibenzylamine (103-49-1)

Guidance literature:

With acetic acid; zinc; at 20 ℃; for 1h;

DOI:10.3987/COM-13-S(S)64

Reference yield: 89.0%

benzonitrile (100-47-0) → benzylamine (100-46-9) + dibenzylamine (103-49-1)

Guidance literature:

With borane-ammonia complex; (9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene)dichlorocobalt(II); at 60 ℃; for 16h; Glovebox; Inert atmosphere;

DOI:10.1002/adsc.201900586

Reference yield: 80.0%

benzonitrile (100-47-0) → N-benzylidene benzylamine (780-25-6) + benzylamine (100-46-9) + dibenzylamine (103-49-1)

Guidance literature:

With hydrogen; at 90 ℃; for 22h; under 18751.9 Torr; Pressure; Reagent/catalyst; Catalytic behavior; Autoclave; Sealed tube;

DOI:10.1039/c7nj02210g

upstream raw materials:

tetrachloromethane

N,N'-bis(dibenzylamino)diazene

formaldehyd

N,N-dibenzylaniline

Downstream raw materials:

1-dibenzylamino-2-methyl-propan-2-ol

1-dibenzylaminomethyl-piperidine

(+/-)-dibenzyl(β-hydroxyphenethyl)amine

N-dibenzylaminomethyl-phthalimide

Refernces

• 1、 Pe?afiel, Itziar,Dryfe, Robert A. W.,Turner, Nicholas J.,Greaney, Michael F.. "Integrated Electro-Biocatalysis for Amine Alkylation with Alcohols". . p. 864 - 867. Retrieved 2021.
• 2、 Sato, Shinya,Sakamoto, Takeshi,Miyazawa, Etsuko,Kikugawa, Yasuo. "One-pot reductive amination of aldehydes and ketones with α-picoline-borane in methanol, in water, and in neat conditions". . p. 7899 - 7906. Retrieved 2004.
• 3、 Brandt, Andrew,Rangumagar, Ambar B.,Szwedo, Peter,Wayland, Hunter A.,Parnell, Charlette M.,Munshi, Pradip,Ghosh, Anindya. "Highly economical and direct amination of sp3carbon using low-cost nickel pincer catalyst". . p. 1862 - 1874. Retrieved 2021.
• 4、 Saaby, Steen,Knudsen, Kristian Rahbek,Ladlow, Mark,Ley, Steven V.. "The use of a continuous flow-reactor employing a mixed hydrogen-liquid flow stream for the efficient reduction of imines to amines". . p. 2909 - 2911. Retrieved 2005.
• 5、 Mastalir, Matthias,St?ger, Berthold,Pittenauer, Ernst,Puchberger, Michael,Allmaier, Günter,Kirchner, Karl. "Air Stable Iron(II) PNP Pincer Complexes as Efficient Catalysts for the Selective Alkylation of Amines with Alcohols". . p. 3824 - 3831. Retrieved 2016.
• 6、 Bomann, Mark D.,Guch, Ian C.,DiMare, Marcello. "A Mild, Pyridine-Borane-Based Reductive Amination Protocol". . p. 5995 - 5996. Retrieved 1995.
• 7、 Ankersen,Hansen, B. Sehested. "Novel simple thioureas with growth hormone releasing properties". . p. 631 - 635. Retrieved 1997.
• 8、 Zou, You-Quan,Chakraborty, Subrata,Nerush, Alexander,Oren, Dror,Diskin-Posner, Yael,Ben-David, Yehoshoa,Milstein, David. "Highly Selective, Efficient Deoxygenative Hydrogenation of Amides Catalyzed by a Manganese Pincer Complex via Metal-Ligand Cooperation". . p. 8014 - 8019. Retrieved 2018.
• 9、 Yang, Xianghua,Zhao, Lili,Fox, Thomas,Wang, Zhi-Xiang,Berke, Heinz. "Transfer hydrogenation of imines with ammonia-borane: A concerted double-hydrogen-transfer reaction". . p. 2058 - 2062. Retrieved 2010.
• 10、 Li, Wu,Cui, Xinjiang,Junge, Kathrin,Surkus, Annette-Enrica,Kreyenschulte, Carsten,Bartling, Stephan,Beller, Matthias. "General and Chemoselective Copper Oxide Catalysts for Hydrogenation Reactions". . p. 4302 - 4307. Retrieved 2019.