4210-32-6

Basic information

• Product Name: 4-tert-Butylbenzonitrile
• Synonyms: Benzonitrile, 4-(1,1-dimethylethyl)-;Benzonitrile, p-tert-butyl-;P-TERT-BUTYLBENZONITRILE;P-T-BUTYLBENZONITRILE;4-TERT-BUTYLBENZONITRILE;4-TERT-BUTYLCYANOBENZENE;4-tert-Butylbenzonitrile 97%;4-tert-Butylbenzonitrile, 98+%
• CAS NO: 4210-32-6
• Molecular Formula: C₁₁H₁₃N
• Molecular Weight: 159.23
• EINECS: 224-137-2
• Product Categories: Aromatic Nitriles;C10 to C27;Cyanides/Nitriles;Nitrogen Compounds
• Mol File: 4210-32-6.mol
• Article Data: 140

Chemical Properties

• Melting Point: 12-14 °C
• Boiling Point: 258 °C(lit.)
• Flash Point: >230 °F
• Appearance: clear colorless liquid
• Density: 0.94 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0285mmHg at 25°C
• Refractive Index: n20/D 1.518(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• BRN: 2080049
• CAS DataBase Reference: 4-tert-Butylbenzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-tert-Butylbenzonitrile(4210-32-6)
• EPA Substance Registry System: 4-tert-Butylbenzonitrile(4210-32-6)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/21/22
• Safety Statements: 36-36/37
• RIDADR: 3276
• WGK Germany: 2
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 4210-32-6(Hazardous Substances Data)

Usage

Description

4-tert-Butylbenzonitrile is an organic compound with the chemical formula C11H13N. It is a clear colorless liquid that can be synthesized from 4-tert-butyl-1,2-dihydrobenzene through a dehydrogenation process. 4-tert-Butylbenzonitrile serves as a valuable intermediate in the chemical industry for the production of various derivatives and has potential applications in different fields.

Uses

Used in Chemical Synthesis:
4-tert-Butylbenzonitrile is used as a synthetic intermediate for the production of 3-bromo-4′-tert-butylbenzophenone, a compound that may have applications in the pharmaceutical or chemical industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-tert-Butylbenzonitrile may be utilized as a building block for the development of new drugs or drug candidates, given its unique chemical structure and properties.
Used in Chemical Research:
As a clear colorless liquid with specific chemical properties, 4-tert-Butylbenzonitrile can be employed in research laboratories for studying various chemical reactions and exploring its potential as a reagent or catalyst in different processes.
Used in Material Science:
4-tert-Butylbenzonitrile may also find applications in material science, where it could be used to develop new materials with specific properties, such as improved stability or reactivity, depending on the requirements of the industry.

InChI:InChI=1/C11H13N/c1-11(2,3)10-6-4-9(8-12)5-7-10/h4-7H,1-3H3

Upstream product

• 98-73-7 4-(1,1-dimethylethyl)benzoic acid 
• 623-26-7 terephthalonitrile 
• 677-22-5 tert-butylmagnesium chloride 
• 594-19-4 tert.-butyl lithium 
• 107465-98-5 4-tert-Butyl-cyclohexa-1,3-dienecarbonitrile 
• 89379-02-2 tert-butylmercury iodide 
• 100-47-0 benzonitrile 
• 68714-39-6 N,N'-bis-(4-tert-butyl-phenyl)-thiourea 
• 253185-03-4 tert-butylbenzene 
• 63429-97-0 N-(4-(tert-butyl)phenyl)formamide 
• 507-19-7 t-butyl bromide 
• 3972-65-4 1-bromo-4-tert-butylbenzene 
• 544-92-3 copper(I) cyanide 
• 39895-55-1 4-(1,1-dimethylethyl)-benzenemethanamine 

Downstream Products

• 105261-77-6 3-(4'-chlorophenyl)-6-(4'-tert-butylphenyl)-2,5-dihydro-1,4-diketopyrrolo[3,4-c]pyrrole 
• 1369855-53-7 4-(tert-butyl)-2-iodobenzonitrile 
• 79128-85-1 N-benzyl-1-(4-(trifluoromethyl)phenyl)methanamine 
• 346700-55-8 N-benzyl-1-(4-tert-butylbenzyl)amine 
• 4496-49-5 4-tert-butyldiphenylamine 
• 1362859-02-6 C₂N₄(C₆H₄C(CH₃)3)2 
• 1259300-25-8 2-(4-(tert-butyl)phenyl)quinazoline 

Relevant articles and documents

Facile dehydration of primary amides to nitriles catalyzed by lead salts: The anionic ligand matters

The synthesis of nitrile under mild conditions was achieved via dehydration of primary amide using lead salts as catalyst. The reaction processes were intensified by not only adding surfactant but also continuously removing the only by-product, water from the system. Both aliphatic and aromatic nitriles can be prepared in this manner with moderate to excellent yields. The reaction mechanisms were obtained with high-level quantum chemical calculations, and the crucial role the anionic ligand plays in the transformations were revealed.

Dual Nickel/Photoredox-Catalyzed Deaminative Cross-Coupling of Sterically Hindered Primary Amines

We report a method to activate α-3° amines for deaminative arylation via condensation with an electron-rich aldehyde and merge this reactivity with nickel metallaphotoredox to generate benzylic quaternary centers, a common motif in pharmaceuticals and natural products. The reaction is accelerated by added ammonium salts. Evidence is provided in support of two roles for the additive: inhibition of nickel black formation and acceleration of the overall reaction rate. We demonstrate a robust scope of amine and haloarene coupling partners and show an expedited synthesis of ALK2 inhibitors.

Nickel-Catalyzed Reversible Functional Group Metathesis between Aryl Nitriles and Aryl Thioethers

We describe a new functional group metathesis between aryl nitriles and aryl thioethers. The catalytic system nickel/dcype is essential to achieve this fully reversible transformation in good to excellent yields. Furthermore, the cyanide- and thiol-free reaction shows high functional group tolerance and great efficiency for the late-stage derivatization of commercial molecules. Finally, synthetic applications demonstrate its versatility and utility in multistep synthesis.