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 
• 125261-30-5 p-(ethoxycarbonyl)phenyl triflate 
• 16331-64-9 ethanolate 
• 32792-60-2 4-nitrophenyl 4-cyanobenzoate 
• 64-17-5 ethanol 
• 201230-82-2 carbon monoxide 
• 36800-95-0 p-cyanophenyl p-toluenesulfonate 
• 51934-41-9 4-iodobenzoic acid ethyl ester 
• 143-33-9 sodium cyanide 
• 23516-85-0 4-(2,2,2-trifluoroacetyl)benzonitrile 
• 5798-75-4 Ethyl 4-bromobenzoate 
• 68-12-2 N,N-dimethyl-formamide 
• 141-78-6 ethyl acetate 

Downstream Products

• 101730-54-5 4-[(3,4-dimethoxy-phenylsulfanyl)-carboximidoyl]-benzoic acid ethyl ester 
• 94-08-6 4-methylbenzoic acid ethyl ester 
• 43038-36-4 4-cyanobenzohydrazide 
• 67052-28-2 ethyl 4-(aminocarbonyl)benzoate 
• 6287-86-1 p-ethoxycarbonylbenzaldehyde 
• 39895-56-2 4-hydroxymethyl-benzylamine 
• 366-84-7 ethyl 4-(aminomethyl)benzoate 
• 131065-88-8 N,N-bis(p-ethyloxycarbonylbenzyl)amine 
• 66631-28-5 4-carbethoxyimidobenzoesaeureethylester-hydrochloride 
• 61689-37-0 5-(4-ethoxycarbonyl-phenyl)-[1,2,4]thiadiazole-3-carboxylic acid ethyl ester 
• 40069-11-2 4-(Hydroxycarbamyl)-benzamidoxim 
• 6051-43-0 terephthalamic acid 
• 116655-43-7 4-((Z)-1-Hydroxy-2-pyrazin-2-yl-vinyl)-benzonitrile 
• 116655-39-1 4-(2-Quinoxalin-2-yl-acetyl)-benzonitrile 

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

Vitamin B1-catalyzed aerobic oxidative esterification of aromatic aldehydes with alcohols

A straightforward aerobic oxidative esterification of aryl aldehydes with alcohols has been developed for the synthesis of substituted esters by employing vitamin B1 as a cost-effective, metal-free, and eco-friendly NHC catalyst. Air is used as a green terminal oxidant. The reaction is a useful addition to the existing NHC-catalytic oxidative esterification.

Nickel-Catalyzed Cyanation of Aryl Halides and Hydrocyanation of Alkynes via C-CN Bond Cleavage and Cyano Transfer

We report nickel-catalyzed cyanation and hydrocyanation methods to prepare aryl nitriles and vinyl nitriles from aryl halides and alkynes, respectively. Using inexpensive and nontoxic 4-cyanopyridine N-oxide as the cyano shuttle, the methods provide an efficient approach to prepare aryl cyanides and vinyl nitriles under mild and operationally simple reaction conditions with a broad range of functional group tolerances. In hydrocyanation of alkynes, the method demonstrated good regioselectivity, producing predominantly E- or Z-alkenyl nitriles in a controlled manner and exclusively Markovnikov vinyl nitriles when internal diaryl alkynes and terminal alkynes were applied as the substrates, respectively. The preliminary mechanistic investigation indicated that the C-CN bond cleavage process is promoted by oxidative addition to the nickel(I) complex in the cyanation of aryl halides, and further studies via a series of deuterium exchange experiments indicated that water serves as the hydrogen source for the hydrocyanation of alkynes.