6068-69-5

Basic information

• Product Name: N-sec-butylaniline
• Synonyms: N-sec-butylaniline;Aniline, N-sec-butyl-;Benzenamine, N-(1-methylpropyl)-;Nsc76563
• CAS NO: 6068-69-5
• Molecular Formula: C2H5(CH3)CHNHC6H5
• Molecular Weight: 149.2328
• Mol File: 6068-69-5.mol
• Article Data: 43

Chemical Properties

• Melting Point: 1.08°C (estimate)
• Boiling Point: 240.76°C (estimate)
• Flash Point: 93.3°C
• Appearance: /
• Density: 0.9529 (estimate)
• Vapor Pressure: 0.0885mmHg at 25°C
• Refractive Index: 1.5333
• CAS DataBase Reference: N-sec-butylaniline(CAS DataBase Reference)
• NIST Chemistry Reference: N-sec-butylaniline(6068-69-5)
• EPA Substance Registry System: N-sec-butylaniline(6068-69-5)

Safety Data

• Hazardous Substances Data: 6068-69-5(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 36, p. 1841, 1971 DOI: 10.1021/jo00812a030

InChI:InChI=1/C10H15N/c1-3-9(2)11-10-7-5-4-6-8-10/h4-9,11H,3H2,1-2H3

Upstream product

• 98-95-3 nitrobenzene 
• 78-93-3 butanone 
• 78-86-4 s-butyl chloride 
• 62-53-3 aniline 
• 78-76-2 s-butyl bromide 
• 40296-03-5 N²-phenyl-2-butanimine 
• 78-92-2 iso-butanol 
• 513-48-4 2-butyl iodide 
• 108-86-1 bromobenzene 
• 33966-50-6 SEC-BUTYLAMINE 
• 598-30-1 sec.-butyllithium 
• 52144-59-9 (Z)-(tert-butylsulfanyl)(phenyl)diazene 
• 591-50-4 iodobenzene 
• 145279-67-0 O-benzoyl-N-sec-butylhydroxylamine 

Downstream Products

• 25012-18-4 2-(N-sec-butyl-anilino)-ethanol 
• 101289-90-1 N-sec-butyl-N-nitroso-4-phenylazo-aniline 
• 32797-02-7 N-sec-butyl-N-nitroso-aniline 
• 101582-56-3 N-sec-butyl-toluene-4-sulfonanilide 
• 55239-86-6 C₁₁H₁₄ClNO 
• 72411-06-4 1-sec-Butyl-1-phenyl-3-phenylacetyl-thiourea 
• 67651-62-1 N-sec-Butyl-N-alkyl-3,4-dichlorbenzamid 
• 84695-43-2 1-(1-methylpropyl)-1-phenylhydrazine 

Relevant articles and documents

Titanium-Catalyzed Hydroaminoalkylation of Ethylene

The first examples of titanium-catalyzed hydroaminoalkylation reactions of ethylene with secondary amines are presented. The reactions can be achieved with various titanium catalysts and they do not require the use of high pressure equipment. In addition, the first solid-state structure of a titanapyrrolidine that is formed by insertion of an alkene into the Ti?C bond of a titanaaziridine is reported.

Practical and regioselective amination of arenes using alkyl amines

The formation of carbon–nitrogen bonds for the preparation of aromatic amines is among the top five reactions carried out globally for the production of high-value materials, ranging from from bulk chemicals to pharmaceuticals and polymers. As a result of this ubiquity and diversity, methods for their preparation impact the full spectrum of chemical syntheses in academia and industry. In general, these molecules are assembled through the stepwise introduction of a reactivity handle in place of an aromatic C–H bond (that is, a nitro group, halogen or boronic acid) and a subsequent functionalization or cross-coupling. Here we show that aromatic amines can be constructed by direct reaction of arenes and alkyl amines using photocatalysis, without the need for pre-functionalization. The process enables the easy preparation of advanced building blocks, tolerates a broad range of functionalities, and multigram scale can be achieved via a batch-to-flow protocol. The merit of this strategy as a late-stage functionalization platform has been demonstrated by the modification of several drugs, agrochemicals, peptides, chiral catalysts, polymers and organometallic complexes.

N-Alkylation of Aniline and Its Derivatives by Alcohols in the Presence of Copper Compounds

N-Alkyl- and N,N-dialkyl-substituted anilines were obtained in the reaction of aniline and its derivatives with primary and secondary alcohols in the presence of catalysts CuCl2·2H2O, CuBr2 and halomethanes as promoters.