788-17-0

Basic information

• Product Name: N-(1-methylpropyl)-N'-phenylbenzene-1,4-diamine
• Synonyms: N-(1-methylpropyl)-N'-phenylbenzene-1,4-diamine;1,4-Benzenediamine, N-(1-methylpropyl)-N-phenyl-;N-sec-Butyl-N''-phenyl-p-phenylenediamine;N-(1-Methylpropyl)-N'-phenyl-1,4-benzenediamine;1,4-Benzenediamine, N1-(1-methylpropyl)-N4-phenyl-;Einecs 212-330-4
• CAS NO: 788-17-0
• Molecular Formula: C₁₆H₂₀N₂
• Molecular Weight: 240.3434
• EINECS: 212-330-4
• Mol File: 788-17-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 391.5 °C at 760 mmHg
• Flash Point: 237.5 °C
• Appearance: /
• Density: 1.068 g/cm³
• CAS DataBase Reference: N-(1-methylpropyl)-N'-phenylbenzene-1,4-diamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-(1-methylpropyl)-N'-phenylbenzene-1,4-diamine(788-17-0)
• EPA Substance Registry System: N-(1-methylpropyl)-N'-phenylbenzene-1,4-diamine(788-17-0)

Safety Data

• Hazardous Substances Data: 788-17-0(Hazardous Substances Data)

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Relevant articles and documents

Rational and predictable chemoselective synthesis of oligoamines via Buchwald-Hartwig amination of (hetero)aryl chlorides employing Mor-Dalphos

We report a diverse demonstration of synthetically useful chemoselectivity in the synthesis of di-, tri-, and tetraamines (62 examples) by use of Buchwald-Hartwig amination employing a single catalyst system ([Pd(cinnamyl)Cl]2/L1; L1 = N-(2-(di(1-adamantyl)phosphino)phenyl) morpholine, Mor-DalPhos). Competition reactions established the following relative preference of this catalyst system for amine coupling partners: linear primary alkylamines and imines > unhindered electron-rich primary anilines, primary hydrazones, N,N-dialkylhydrazines, and cyclic primary alkylamines > unhindered electron-deficient primary anilines, α-branched acyclic primary alkylamines, hindered electron-rich primary anilines ? cyclic and acyclic secondary dialkylamines, secondary alkyl/aryl and diarylamines, α,α-branched primary alkylamines, and primary amides. The new isomeric ligand N-(4-(di(1-adamantyl)phosphino)phenyl)morpholine (p-Mor-DalPhos, L2) was prepared in 63% yield and was crystallographically characterized; the [Pd(cinnamyl)Cl]2/L2 catalyst system exhibited divergent reactivity. Application of the reactivity trends established for [Pd(cinnamyl)Cl] 2/L1 toward the chemoselective synthesis of di-, tri-, and tetraamines was achieved. Preferential arylation was observed at the primary alkylamine position within 2-(4-aminophenyl)ethylamine with [Pd(cinnamyl)Cl] 2/L1 and 4-chlorotoluene (affording 5a); the alternative regioisomer (5a′) was obtained when using [Pd(cinnamyl)Cl]2/L2. These observations are in keeping with coordination chemistry studies, whereby binding of 2-(4-aminophenyl)ethylamine to the in situ generated [(L1)Pd(p-tolyl)] + fragment occurred via the primary amine moiety, affording the crystallographically characterized adduct [(L1)Pd(p-tolyl)(NH2CH 2CH2(4-C6H4NH2)] +OTf- (7) in 72% yield.

Compositions and methods for inhibiting vinyl aromatic monomer polymerization

Methods and compositions are provided for inhibiting the polymerization of vinyl aromatic monomers under distillation conditions. The compositions comprise a combination of a phenylenediamine compound and a hydroxylamine compound.

PRODUCTS OF THE REACTION OF PARANITROSODIPHENYLAMINE WITH TRIISOBUTYLALUMINUM

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