Benzhydrylamine

Base Information

• Chemical Name: Benzhydrylamine
• CAS No.: 91-00-9
• Molecular Formula: C13H13N
• Molecular Weight: 183.253
• Hs Code.: 29214990
• European Community (EC) Number: 202-032-2
• NSC Number: 49127
• UNII: 4BO6ISS9DX
• DSSTox Substance ID: DTXSID00238346
• Nikkaji Number: J4.332J
• Wikidata: Q27259384
• ChEMBL ID: CHEMBL467503
• Mol file: 91-00-9.mol

Synonyms:benzhydrylamine

Chemical Property of Benzhydrylamine

Chemical Property:

• Appearance/Colour: colorless liquid
• Vapor Pressure: 0.00108mmHg at 25°C
• Melting Point: 12 °C
• Refractive Index: n20/D 1.595(lit.)
• Boiling Point: 301.1 °C at 760 mmHg
• PKA: 8.41±0.10(Predicted)
• Flash Point: 141.8 °C
• PSA: 26.02000
• Density: 1.057 g/cm³
• LogP: 3.43500
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: Air Sensitive
• Solubility.: Chloroform, DMSO, Methanol
• Water Solubility.: Miscible with chloroform, dimethylsulfoxide and methanol. Slightly miscible with water.
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 183.104799419
• Heavy Atom Count: 14
• Complexity: 137

Purity/Quality:

98% ^*data from raw suppliers

Benzhydrylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)N
• Uses: Benzhydrylamine is fine-chemical intermediate used for chiral resolution. It acts as an active pharmaceutical ingredient intermediate. It is also employed as a building block for chemical synthesis. Further, it is used in the preparation of furan-2-carboxylic acid benzhydrylamide by reacting with furan-2-carbonyl chloride.

Technology Process of Benzhydrylamine

There total 147 articles about Benzhydrylamine 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: 50.0%

diphenylmethylazide (6926-47-2) → Benzophenone imine (1013-88-3) + benzylidene phenylamine (538-51-2) + Benzhydrylamine (91-00-9)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; for 5h; Heating;

DOI:10.1039/c39950001607

Reference yield: 43.0%

benzophenone N-benzhydrylimine (5350-59-4) → Diphenylmethane (101-81-5) + Benzhydrylamine (91-00-9)

Guidance literature:

With sodium; In 1,4-dioxane; for 15h; Mechanism; Heating;

Reference yield: 34.0%

methanol (67-56-1) + Benzophenone imine (1013-88-3) → N-(diphenylmethyl)methylamine (14683-47-7) + dimethyl(diphenylmethyl)amine (5336-72-1) + Benzhydrylamine (91-00-9)

Guidance literature:

With C₁₂H₁₆IrN₄O₂⁽¹⁺⁾*BF₄^(1-); potassium hydroxide; at 120 ℃; for 5h; Irradiation; Sealed tube; Inert atmosphere;

DOI:10.1021/ic502521c

upstream raw materials:

Benzophenone imine

benzophenone

ammonium formate

1,1-Diphenylmethanol

Downstream raw materials:

benzhydryl-(1-methyl-pyrrolidin-2-ylmethyl)-amine

1-benzhydryl-1H-pyridin-4-one

N,N'-dibenzhydryl-urea

N-benzhydryl-N'-(2-hydroxy-ethyl)-urea

Refernces

• 1、 Arnold, Polly L.,Turner, Zoee R.,Germeroth, Anne I.,Casely, Ian J.,Nichol, Gary S.,Bellabarba, Ronan,Tooze, Robert P.. "Carbon monoxide and carbon dioxide insertion chemistry of f-block N-heterocyclic carbene complexes". . p. 1333 - 1337. Retrieved 2013.
• 2、 Bastos, Gustavo A.,de Mattos, Marcio C.S.. "A convenient Hofmann reaction of carboxamides and cyclic imides mediated by trihaloisocyanuric acids". . . Retrieved 2021/09/29.
• 3、 Barbazanges, Marion,Bories, Cassandre C.,Derat, Etienne,Petit, Marc. "Implication of a Silyl Cobalt Dihydride Complex as a Useful Catalyst for the Hydrosilylation of Imines". . p. 14262 - 14273. Retrieved 2021/11/27.