3,3-Diphenylpropylamine

Base Information

• Chemical Name: 3,3-Diphenylpropylamine
• CAS No.: 5586-73-2
• Molecular Formula: C15H17N
• Molecular Weight: 211.307
• Hs Code.: 29214990
• European Community (EC) Number: 226-984-3
• NSC Number: 137832
• UNII: C31E561S64
• DSSTox Substance ID: DTXSID30204458
• Nikkaji Number: J56.243B
• Wikipedia: 3,3-Diphenylpropylamine
• Wikidata: Q4634054
• ChEMBL ID: CHEMBL609579
• Mol file: 5586-73-2.mol

Synonyms:3,3-diphenylpropylamine;3,3-diphenylpropylamine hydrochloride

Chemical Property of 3,3-Diphenylpropylamine

Chemical Property:

• Appearance/Colour: clear yellow liquid after melting
• Vapor Pressure: 0.000151mmHg at 25°C
• Melting Point: 29-31 °C(lit.)
• Refractive Index: n20/D 1.583(lit.)
• Boiling Point: 331.9 °C at 760 mmHg
• PKA: 9.91±0.13(Predicted)
• Flash Point: 155.2 °C
• PSA: 26.02000
• Density: 1.024 g/cm³
• LogP: 3.86760
• Storage Temp.: Room Temperature, Under Inert Atmosphere
• Solubility.: DMSO (Slghtly), Methanol (Slightly)
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 211.136099547
• Heavy Atom Count: 16
• Complexity: 160

Purity/Quality:

99% ^*data from raw suppliers

3,3-Diphenylpropylamine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(CCN)C2=CC=CC=C2
• Uses: 3,3-Diphenylpropylamine is a metabolite of Prenylamine (P712800). 3,3-Diphenylpropylamine showed antiextensor effects as well as neuroexcitatory effects and antagonized barbital-induced loss of the righting reflex. 3,3-Diphenylpropylamine was used as internal standard for simultaneous determination of D- and L-modafinil in human plasma using stereospecific high-performance liquid chromatographic method. It was used as starting reagent in the synthesis of 3,3-diphenylpropylisocyanate.

Technology Process of 3,3-Diphenylpropylamine

There total 17 articles about 3,3-Diphenylpropylamine 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: 86.0%

3,3-diphenyl-propionitrile (2286-54-6) → 3-diphenylpropyl amine (5586-73-2)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 35 ℃; for 4h;

DOI:10.1016/j.tet.2020.131264

Reference yield: 86.0%

3,3-diphenylpropanal (4279-81-6) → 3-diphenylpropyl amine (5586-73-2)

Guidance literature:

With ammonia; hydrogen; In tert-butyl alcohol; at 120 ℃; for 15h;

DOI:10.1126/science.aan6245

Reference yield: 50.0%

→ 3-diphenylpropyl amine (5586-73-2)

Guidance literature:

upstream raw materials:

3,3-diphenylacrylonitrile

3,3-diphenyl-propionitrile

3,3-diphenylpropionamide

3-hydroxy-3,3-diphenylpropanenitrile

Downstream raw materials:

N-(3,3-diphenyl-propyl)isonicotinamide

[3-(4-tert-Butyl-2,6-dimethyl-phenyl)-1-methyl-propyl]-(3,3-diphenyl-propyl)-amine

6-tert-Butyl-3-[2-(3,3-diphenyl-propylamino)-propyl]-2,4-dimethyl-phenol

2-(3,3-Diphenyl-propyl)-1,1,1,3,3,3-hexamethyl-disilazane

Refernces

Conversion of O-succinimidyl carbamates to N-(O-carbamoyl)-succinmonoamides and ureas: Effects of N-substituents and reaction conditions on the reaction pathway

10.1016/S0040-4039(02)01451-X

The research focuses on the conversion of O-succinimidyl carbamates to N-(O-carbamoyl)-succinmonoamides and ureas, exploring the effects of N-substituents and reaction conditions on the reaction pathway. The study investigates how N-monoalkyl-O-succinimidyl carbamates react with primary and secondary amines to form ureas, while N,N-dialkyl-O-succinimidyl carbamates yield N-(O-carbamoyl)-succinmonoamides under the same conditions. Experiments involved model reactions with N,N-dibenzyl-O-succinimidyl carbamate and N-3,3-diphenylpropyl-O-succinimidyl carbamate, using 3,3-diphenylpropylamine as a nucleophile. The reactions were conducted with varying solvents and base concentrations to assess their impact on product formation. Analytical techniques such as high-resolution mass spectrometry (HRMS) and reverse-phase high-performance liquid chromatography (RP-HPLC) were employed to characterize the products and monitor reaction progress. The findings suggest that electronic effects of N-substituents play a significant role in determining the reaction pathway, with N-aryl-N-alkyl carbamates tending to produce a mixture of both urea and hydroxylamine derivatives.