13214-66-9

Basic information

• Product Name: 4-PHENYLBUTYLAMINE
• Synonyms: 1-AMINO-4-PHENYLBUTANE 97+%;4-Phenyl-1-butylamine, 98+%;4-Phenylbutylamine,98%;Einecs 236-186-7;Benzenebutanamine;(4-AMINOBUTYL)-BENZENE;4-PHENYL-1-BUTYLAMINE;4-PHENYLBUTYLAMINE
• CAS NO: 13214-66-9
• Molecular Formula: C₁₀H₁₅N
• Molecular Weight: 149.23
• EINECS: 236-186-7
• Product Categories: Amines;C9 to C10;Nitrogen Compounds
• Mol File: 13214-66-9.mol
• Article Data: 29

Chemical Properties

• Melting Point: 143°C (estimate)
• Boiling Point: 123-124 °C17 mm Hg(lit.)
• Flash Point: 215 °F
• Appearance: /
• Density: 0.944 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0373mmHg at 25°C
• Refractive Index: n20/D 1.519(lit.)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: Chloroform, Methanol (Slightly)
• PKA: 10.66±0.10(Predicted)
• Sensitive: Air Sensitive
• BRN: 2080045
• CAS DataBase Reference: 4-PHENYLBUTYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-PHENYLBUTYLAMINE(13214-66-9)
• EPA Substance Registry System: 4-PHENYLBUTYLAMINE(13214-66-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: 2735
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 13214-66-9(Hazardous Substances Data)

Usage

Uses

4-Phenylbutylamine was used in direct solvent-free amination of multi-walled carbon nanotubes. It was employed as internal standard during solid-phase micro-extraction by GC technique for detection of amphetamines in urine.

Biochem/physiol Actions

4-Phenylbutylamine is a competitive inhibitor of recombinant human liver monoamine oxidase A.

InChI:InChI=1/C10H15N/c11-9-5-4-8-10-6-2-1-3-7-10/h1-3,6-7H,4-5,8-9,11H2

Upstream product

• 36603-28-8 5-phenylpentanitrile 
• 159851-15-7 N-(2-oxo-4-phenyl-butyl)-phthalimide 
• 54981-87-2 2-(4-phenylbutyl)-1H-isoindole-1,3(2H)-dione 
• 768-56-9 4-Phenylbut-1-ene 
• 64-17-5 ethanol 
• 2046-18-6 4-phenylbutyronitrile 
• 13633-25-5 1-Bromo-4-phenylbutane 
• 7664-41-7 ammonia 
• 7446-70-0 aluminium trichloride 
• 10026-13-8 phosphorus pentachloride 
• 859187-75-0 N-benzenesulfonyl-N-(4-phenyl-butyl)-glycine 
• 98-95-3 nitrobenzene 
• 71-43-2 benzene 
• 637-59-2 1-Bromo-3-phenylpropane 

Downstream Products

• 61499-10-3 Phenylbutyl isothiocyanate 
• 4434-78-0 N-(4-phenylbutyl)formamide 
• 100618-31-3 ethyl N-(4-phenylbutyl)carbamate 
• 136534-64-0 N-phenethyl-4-phenylbutan-1-amine 
• 129951-06-0 N-benzyl-4-phenylbutan-1-amine 
• 93406-12-3 N-benzoyl-4-phenylbutylamine 
• 136534-65-1 N-(3-phenylpropyl)-4-phenylbutylamine 
• 100706-72-7 N²-(4-phenyl-butyl)-[1,3,5]triazine-2,4-diyldiamine 
• 5435-06-3 4-methyl-N-[4-phenyl(4-deutero)butyl]benzene-1-sulfonamide 
• 101263-56-3 3-chloro-propionic acid-(4-phenyl-butylamide) 
• 101450-25-3 DL-N-Pantoyl-4-phenyl-butylamin 
• 141914-81-0 N,N'-Bis-(4-phenylbutyl)-dibenzofurane-2,8-dicarboxamide 
• 64065-91-4 N-(methacryloylglycylglycyl) phenyl-4-n-butylamine 

Relevant articles and documents

Dehydrogenation of 2-Phenyl-1-pyrroline with Palladium-Supported Catalysts: An Effective Route to the Synthesis of 2-Phenylpyrrole

The catalytic dehydrogenation of 5-phenyl-3,4-dihydro-2H-pyrrole (2-phenyl-1-pyrroline) to 2-phenyl-1H-pyrrole in the presence of palladium-supported on activated carbon (Pd/C) or on alumina (Pd/Al2O3) is reported. Highly pure 2-phenylpyrrole is obtained in good yields and selectivities, in a ca. 20 gram-scale, after a simple work-up. The Pd/Al2O3 catalyst exhibited substantially higher activities than the Pd/C ones. (Figure Presented).

Anti-Markovnikov Hydroamination of Alkenes with Aqueous Ammonia by Metal-Loaded Titanium Oxide Photocatalyst

A completely new route was established to synthesize valuable primary amines from alkenes by using aqueous ammonia, that is, a simple photocatalytic hydroamination of alkenes using aqueous ammonia with a metal-loaded TiO2 photocatalyst. Although the photochemical hydroamination prefers to form amines according to the Markovnikov rule, the new photocatalytic hydroamination gives anti-Markovnikov products predominantly. With an Au-loaded TiO2 photocatalyst, the amine yield reached up to 93% and the regioselectivity of anti-Markovnikov products was above 98%. The reaction mechanism was proposed for the new photocatalytic hydroamination.

Modular Synthesis of Carbon-Substituted Furoxans via Radical Addition Pathway. Useful Tool for Transformation of Aliphatic Carboxylic Acids Based on "build-and-Scrap" Strategy

Utilizing radical chemistry, a new general C-C bond formation on the furoxan ring was developed. By taking advantage of the lability of furoxans, a wide variety of transformation of the synthesized furoxans have been demonstrated. Thus, this developed methodology enabled not only the modular synthesis of furoxans but also short-step transformations of carboxylic acids to a broad range of functional groups.

Anodic benzylic C(sp3)-H amination: Unified access to pyrrolidines and piperidines

An electrochemical aliphatic C-H amination strategy was developed to access the important heterocyclic motifs of pyrrolidines and piperidines within a uniform reaction protocol. The mechanism of this unprecedented C-H amination strategy involves anodic C-H activation to generate a benzylic cation, which is efficiently trapped by a nitrogen nucleophile. The applicability of the process is demonstrated for 40 examples comprising both 5- and 6-membered ring formations.