7153-22-2

Basic information

• Product Name: Ethyl 4-cyanobenzoate
• Synonyms: Benzoic acid, 4-cyano-, ethyl ester;P-CYANOBENZOIC ACID ETHYL ESTER;RARECHEM AL BI 0074;ETHYL 4-CYANOBENZOATE;4-CYANOBENZOIC ACID ETHYL ESTER;ethyl cyanobenzoate;Ethyl 4-cyanobenzoate,99%;Ethyl 4-cyanobenzoate 99%
• CAS NO: 7153-22-2
• Molecular Formula: C₁₀H₉NO₂
• Molecular Weight: 175.18
• EINECS: 230-500-6
• Product Categories: FINE Chemical & INTERMEDIATES;Aromatic Esters;C10 to C11;Carbonyl Compounds;Esters;Building Blocks;C10 to C11;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 7153-22-2.mol
• Article Data: 76

Chemical Properties

• Melting Point: 52-54 °C(lit.)
• Boiling Point: 140°C/11mmHg(lit.)
• Flash Point: >230 °F
• Appearance: white to light yellow crystalline powder
• Density: 1.1999 (rough estimate)
• Vapor Pressure: 0.00112mmHg at 25°C
• Refractive Index: 1.5060 (estimate)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• CAS DataBase Reference: Ethyl 4-cyanobenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 4-cyanobenzoate(7153-22-2)
• EPA Substance Registry System: Ethyl 4-cyanobenzoate(7153-22-2)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36-36/37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 7153-22-2(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystalline powder

InChI:InChI=1/C10H9NO2/c1-2-13-10(12)9-5-3-8(7-11)4-6-9/h3-6H,2H2,1H3

Upstream product

• 151-50-8 potassium cyanide 
• 94-09-7 p-aminoethylbenzoate 
• 16331-64-9 ethanolate 
• 32792-60-2 4-nitrophenyl 4-cyanobenzoate 
• 5798-75-4 Ethyl 4-bromobenzoate 
• 201230-82-2 carbon monoxide 
• 68-12-2 N,N-dimethyl-formamide 
• 141-78-6 ethyl acetate 
• 104-85-8 para-methylbenzonitrile 
• 64-17-5 ethanol 
• 619-65-8 4-cyanobenzoic Acid 
• 773837-37-9 sodium cyanide 
• 51934-41-9 4-iodobenzoic acid ethyl ester 
• 57-13-6 urea 

Downstream Products

• 116655-43-7 4-((Z)-1-Hydroxy-2-pyrazin-2-yl-vinyl)-benzonitrile 
• 133480-25-8 2,2-dimethyl-1-(4-carboethoxy phenyl)-3-butene-1-one 
• 131065-88-8 N,N-bis(p-ethyloxycarbonylbenzyl)amine 
• 652-11-9 4,5,6,7-tetrafluorophthalimide 
• 713-57-5 terephthalic acid monoethyl ester 
• 636-09-9 diethyl terephthalate 
• 62585-03-9 1-(4-cyanophenyl)-1,3-butanedione 
• 100134-80-3 ethyl 4-(4,5-dihydro-1H-imidazol-2-yl)benzoate 
• 20093-91-8 4-(4-oxo-4H-chromen-2-yl)benzoic acid 
• 93-89-0 benzoic acid ethyl ester 
• 1126479-87-5 C₁₆H₂₀BNO₄ 
• 1258944-79-4 p-EtOOC(C₆H₄)CH=N(SiMe₂Ph) 
• 1259092-13-1 3-(4-methoxyphenyl)-1-oxo-1,3-dihydro-2-benzofuran-5-carbonitrile 
• 1192765-24-4 4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-N,N-diethylbenzamide 

Relevant articles and documents

Production of Copolyester Monomers from Plant-Based Acrylate and Acetaldehyde

PCTA is an important copolyester that has been widely used in our daily necessities. Currently, its monomers are industrially produced from petroleum-derived xylene. To reduce the reliance on fossil energy, we herein disclose an alternative route to acces

N-Heterocyclic Carbene Catalyzed Ester Synthesis from Organic Halides through Incorporation of Oxygen Atoms from Air

Oxygenation reactions with molecular oxygen (O2) as the oxygen source provides a green and straightforward strategy for the construction of O-containing compounds. Demonstrated here is a novel N-heterocyclic carbene (NHC) catalyzed oxidative transformation of simple and readily available organic halides into valuable esters through the incorporation of O-atoms from O2. Mechanistic studies prove that the deoxy Breslow intermediate generated in situ is oxidized to a Breslow intermediate for further transformation by this oxidative protocol. This method broadens the field of NHC catalysis and promotes oxygenation reactions with O2.

Nitrile Synthesis by Aerobic Oxidation of Primary Amines and in situ Generated Imines from Aldehydes and Ammonium Salt with Grubbs Catalyst

Herein, a Grubbs-catalyzed route for the synthesis of nitriles via the aerobic oxidation of primary amines is reported. This reaction accommodates a variety of substrates, including simple primary amines, sterically hindered β,β-disubstituted amines, allylamine, benzylamines, and α-amino esters. Reaction compatibility with various functionalities is also noted, particularly with alkenes, alkynes, halogens, esters, silyl ethers, and free hydroxyl groups. The nitriles were also synthesized via the oxidation of imines generated from aldehydes and NH4OAc in situ. (Figure presented.).