32703-80-3

Basic information

• Product Name: 4-TERT-BUTYLPHTHALONITRILE
• Synonyms: SALOR-INT L161683-1EA;4-TERT-BUTYLPHTHALONITRILE;4-TERT-BUTYLPHTALONITRILE;4-TERT-BUTYL-1,2-DICYANOBENZENE;4-(1,1-dimethylethyl)benzene-1,2-dicarbonitrile;4-tert-Butylphthalodinitrile;4-TERT-BUTYLPHTHALONITRILE, 97+%;4-tert-Butyl-1,2-benzenedicarbonitrile
• CAS NO: 32703-80-3
• Molecular Formula: C₁₂H₁₂N₂
• Molecular Weight: 184.24
• EINECS: 251-166-8
• Product Categories: Functional Materials;Phthalonitriles & Naphthalonitriles;Phthalonitriles (Building Blocks for Phthalocyanines);B;Stains and Dyes;Stains&Dyes, A to
• Mol File: 32703-80-3.mol
• Article Data: 8

Chemical Properties

• Melting Point: 49-51 °C(lit.)
• Boiling Point: 165-168 °C6 mm Hg(lit.)
• Flash Point: 152.7 °C
• Appearance: /
• Density: 1.04±0.1 g/cm3 (20 ºC 760 Torr)
• Refractive Index: 1.6266 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• CAS DataBase Reference: 4-TERT-BUTYLPHTHALONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-TERT-BUTYLPHTHALONITRILE(32703-80-3)
• EPA Substance Registry System: 4-TERT-BUTYLPHTHALONITRILE(32703-80-3)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 32703-80-3(Hazardous Substances Data)

Usage

General Description

4-Tert-Butylphthalonitrile is a chemical compound with the molecular formula C14H15N. It is a nitrile derivative of phthalic acid and is commonly used as a building block in organic synthesis and as a precursor for the synthesis of various polymers and pharmaceuticals. The tert-butyl group attached to the phthalonitrile core provides steric hindrance, which can influence its reactivity and various chemical properties. It is also known to be a versatile intermediate in the development of organic materials and has potential applications in the field of electronics and materials science. Additionally, 4-tert-Butylphthalonitrile is a useful reagent for the synthesis of various functionalized organic compounds and is important in the field of fine chemical and pharmaceutical industry.

InChI:InChI=1/C12H12N2/c1-12(2,3)11-5-4-9(7-13)10(6-11)8-14/h4-6H,1-3H3

Upstream product

• 558-17-8 tert-Butyl iodide 
• 91-15-6 phthalonitrile 
• 109-65-9 1-bromo-butane 
• 507-19-7 t-butyl bromide 
• 542-69-8 1-iodo-butane 
• 253185-03-4 tert-butylbenzene 
• 14236-13-6 4-(tert-butyl)phthalic acid 
• 7397-06-0 4-t-butyl-o-xylene 
• 95-47-6 o-xylene 
• 38442-51-2 tert-butylmercury chloride 
• 52319-96-7 4-tert-Butylphthalsaeurediamid 
• 6683-75-6 1,2-dibromo-4-(1,1-dimethylethyl)benzene 
• 544-92-3 copper(I) cyanide 
• 557-21-1 zinc(II) cyanide 

Downstream Products

• 1221184-41-3 2,9,16-tri-(tert-butyl)-23-(4-carboxyphenyl)phthalocyanine zinc 
• 1448009-71-9 4-(tert-butyl)-6-(trifluoromethyl)phthalonitrile 
• 50727-07-6 4-tert-butylphthalimide 
• 159902-36-0 Zn(C₃₂H₁₂N₈(C(CH₃)3)3NH₂) 

Relevant articles and documents

Preparation method of 4 -tert-butyl phthalonitrile (by machine translation)

The invention discloses a preparation method of 4 -tert-butylphthalonitrile, and belongs to the technical field of organic synthesis. To the technical scheme, o-xylene and chlorobutane are reacted under the action of catalyst iodine to obtain 4 -tert-butylphthalyl chloride; 4 -tert-butyl phthalic acid is reacted with ammonia solution to obtain 4 -tert-butylphthalamide; 4 -tert-butylphthalamide and dehydrating agent are subjected to dehydration reaction to obtain 4 - 4 - 4 -tert-butylphthalonitrile; and the tert-butylphthalonitrile is obtained through dehydration 4 - 4 . The method has the advantages of mild reaction conditions, high yield, low cost and suitability for industrial production, and is a synthetic method with industrial production value. (by machine translation)

Synthesis of phthalonitriles using a palladium catalyst

An easy synthetic method to obtain phthalonitriles from o-dibromobenzenes under mild conditions in high yields using Zn(CN)2 and a catalytic amount of tris(dibenzylideneacetone)dipalladium and 1,1′- bis(diphenylphosphino)ferrocene is described. Georg Thieme Verlag Stuttgart.

Homolytic base-promoted aromatic alkylations by alkyl halides

Electron-transfer chain reactions leading to regioselective alkylations of benzenes bearing electron-withdrawing substituents can be observed with alkyl halides in the presence of the radical initiator (Bu3Sn)2 and the proton acceptor 1,4-diazabicyclo[2.2.2]octane (DABCO). Yields vary from low to high depending on the benzene derivatives. The role of DABCO is to abstract a proton from the substituted cyclohexadienyl adduct radical to form a radical anion which then transfers an electron to RX and is converted to the alkylated product itself. The rate of this electron-transfer step is probably not fast enough to sustain a good radical chain reaction so that further generation of R· from excess (Bu3Sn)2 and RX is necessary.