2696-85-7

Basic information

• Product Name: 2-N-BUTYLANILINE
• Synonyms: o-aminobutylbenzene;2-N-BUTYLANILINE;2-butylaniline;Butylaniline;o-butyl-aniline;2-N-BUTYLANILINE 95+%;(2-butylphenyl)amine
• CAS NO: 2696-85-7
• Molecular Formula: C10H15N
• Molecular Weight: 149.23
• EINECS: 220-272-6
• Mol File: 2696-85-7.mol

Chemical Properties

• Boiling Point: 126 °C / 15mmHg
• Flash Point: 105.4°C
• Appearance: /
• Density: 0,95 g/cm3
• Vapor Pressure: 0.0235mmHg at 25°C
• Refractive Index: 1.5360-1.5390
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 4.27±0.10(Predicted)
• CAS DataBase Reference: 2-N-BUTYLANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-N-BUTYLANILINE(2696-85-7)
• EPA Substance Registry System: 2-N-BUTYLANILINE(2696-85-7)

Safety Data

• Statements: 20/21/22-36
• Safety Statements: 23-36/37/39-26
• Hazardous Substances Data: 2696-85-7(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis Industry:
2-N-BUTYLANILINE is used as an intermediate for the production of various dyes and pigments, contributing to the coloration and enhancement of numerous products.
Used in Organic Compound Synthesis:
It is utilized in the synthesis of organic compounds, playing a crucial role in the creation of a wide range of chemical products.
Used in Metalworking Fluids:
2-N-BUTYLANILINE is used as a corrosion inhibitor in metalworking fluids, helping to protect metal surfaces from degradation and wear during manufacturing processes.
Used in Polymer and Fuel Industries:
It serves as a stabilizer for polymers and fuels, enhancing the longevity and performance of these materials in various applications.
Used in Antioxidant Formulations:
Due to its potential antioxidant properties, 2-N-BUTYLANILINE is used in the formulation of antioxidant additives for industrial applications, providing protection against oxidative degradation and extending the service life of products.
It is important to handle 2-N-BUTYLANILINE with care, as it can be harmful if ingested, inhaled, or if it comes into contact with the skin, highlighting the need for proper safety measures during its use.

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

Upstream product

• 4426-47-5 butylboronic acid 
• 615-36-1 2-bromoaniline 
• 90921-79-2 C₁₀H₁₁NO₂ 
• 50461-36-4 2-(o-aminophenyl)tetrahydrothiophen 
• 62-53-3 aniline 
• 61644-32-4 4-butyl-3-nitroaniline 
• 1126-78-9 N-(n-butyl)aniline 
• 104-13-2 4-Butylaniline 
• 104-51-8 1-butylbenzene 
• 408538-58-9 2-methoxymethyl-benzoic acid amide 
• 57991-54-5 2-(methoxymethyl)benzonitrile 
• 1885-29-6 anthranilic acid nitrile 
• 698377-59-2 (2R)-2-{[(E)-(2-nitrophenyl)methylidene]amino}-2-phenylacetamide 
• 552-89-6 2-nitro-benzaldehyde 

Downstream Products

• 61653-36-9 1,2-Bis(2-butylphenyl)diazene 
• 58928-63-5 (o-butylphenyl)hydrazine 

Relevant articles and documents

Ligand assessment for the suzuki-miyaura cross coupling reaction of aryl and heteroaryl bromides with n-butylboronic acid. The advantages of buchwald's s-phos

An investigation of biarylphosphine ligands for the Suzuki-Miyaura cross coupling reaction of aryl and heteroaryl bromides with n-butylboronic acid is presented. The results obtained on ligand modification and aryl as well as heteroaryl bromides variation represent a significant improvement in the state of the art of alkylboronic acid cross coupling methodology.

Structural development of liver X receptor (LXR) antagonists derived from thalidomide-related glucosidase inhibitors

Following our previous discovery of LXR antagonistic activity of 2′-substituted phenylphthalimides derived from thalidomide-related glucosidase inhibitors, structure-activity studies and further structural development led to 5-chloro-N-2′-n-pentylphenyl-1,3-dithiophthalimide (5CPPSS-50), with IC50 values of about 10 and 13 μM for LXRα and LXR β, respectively.

Synthesis of enantiopure 1-aryl-1-butylamines and 1-aryl-3-butenylamines by diastereoselective addition of allylzinc bromide to imines derived from (R)-phenylglycine amide

The synthesis of enantiopure 1-aryl-1-butylamines via a highly diastereoselective addition of allylzinc bromide to imines derived from (R)-phenylglycine amide is reported. These are synthesised by a three-step procedure, which involves: (a) formation of the chiral imines; (b) asymmetric addition of the allylzinc reagent; (c) removal of the chiral auxiliary by means of a reductive or non-reductive method. The reductive method provides 1-aryl-1-butylamines whereas the non-reductive method preserves the double bond to afford 1-aryl-3-butenylamines. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.

Para-bromination of ortho-alkyl anilines

A process of selectively preparing p-bromo-o-alkylanilines (e.g. 4-bromo-2-methylaniline) by reacting o-alkylanilines (e.g., 2-methylaniline) with unadsorbed bromine in a solvent selected from the group consisting of an inert di- tri- or tetrahaloaliphatic hydrocarbon (e.g., dichloromethane and dibromomethane), an alkyl nitrile (e.g., acetonitrile) and mixtures thereof.

Synthesis and Dediazoniation of 2-Butyl- and 2,5-Dibutylbenzenediazonium Ions

2-Butylbenzenediazonium ion (1a) and 2,5-dibutylbenzenediazonium ion (1b) have been thermally decomposed in aqueous acid solution.In addition to the major product, the corresponding phenol, 5- and 6-membered ring products are formed (in a ratio of ca. 7:1) as well as products of elimination and substitution in the o-butyl group.The formation of the non-phenolic products is explained in terms of competing reactions of the initially formed aryl cations: cyclization by electrophilic atttack on the o-butyl group and 1,5-hydride ion transfer from the o-butyl group with concomitant elimination or reaction with the medium.Decompositions of 1a in the presence of copper(I) oxide, believed to generate aryl radicals, does not yield any measurable quantities of cyclized products, however.

Process for producing azasulfonium salts and rearrangement thereof to thio-ethers

Preparing ortho-substituted anilines by reacting an N-chloroaniline with a non-carbonylic di-hydrocarbon sulfide to form an azasulfonium chloride, reacting the azasulfonium chloride with a strong base to form an aniline substituted in the 2-position with a hydrocarbon-S-hydrocarbyl thio-ether group. The ortho-substituted thio-ether compounds can be reduced with a de-sulfurizing reducing agent such as Raney nickel or the like to form the ortho-alkylated aniline. The aniline may be an amino-pyridine. The azasulfonium salt and thio-ether intermediate products can be isolated and recovered. If desired, the thio-ether compounds can be reduced to form ortho-alkylated aniline products which are useful as intermediates for a wide variety of purposes, including their uses in making dyes, herbicides, and the like.