51934-41-9

Basic information

• Product Name: Ethyl 4-iodobenzoate
• Synonyms: RARECHEM AL BI 0710;p-Iodobenzoic acid ethyl ester;ETHYL 4-IODOBENZOATE;ETHYL P-IODOBENZOATE;IBE;LABOTEST-BB LT01148245;4-IODOBENZOIC ACID ETHYL ESTER;ETHY1-4-IODOBENZOATE
• CAS NO: 51934-41-9
• Molecular Formula: C₉H₉IO₂
• Molecular Weight: 276.07
• EINECS: 429-550-3
• Product Categories: Pharmaceutical Intermediates;Aromatic Esters;Miscellaneous Reagents;Acids & Esters;Iodine Compounds;C8 to C9;Carbonyl Compounds;Esters;Aromatics
• Mol File: 51934-41-9.mol
• Article Data: 59

Chemical Properties

• Melting Point: 267 °C
• Boiling Point: 281-283 °C
• Flash Point: >230 °F
• Appearance: Clear colorless to yellow/Liquid
• Density: 1.641 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00193mmHg at 25°C
• Refractive Index: n20/D 1.5880(lit.)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: Chloroform, Dichloromethane, Ethyl Acetate, Hexane
• Water Solubility: insoluble
• Sensitive: Light Sensitive
• BRN: 2208568
• CAS DataBase Reference: Ethyl 4-iodobenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 4-iodobenzoate(51934-41-9)
• EPA Substance Registry System: Ethyl 4-iodobenzoate(51934-41-9)

Safety Data

• Hazard Codes: N,Xi,C
• Statements: 51/53-36/37/38
• Safety Statements: 61-24/25
• RIDADR: UN 3082 9/PG 3
• WGK Germany: 3
• F: 8
• HazardClass: IRRITANT, LIGHT SENSITIVE
• Hazardous Substances Data: 51934-41-9(Hazardous Substances Data)

Usage

Description

Ethyl 4-iodobenzoate is a light yellow oil with chemical properties that make it a valuable compound in the field of organic synthesis. It is known for its ability to be used in the creation of biphenyl derivatives and as a starting material for the synthesis of polyfunctional organometallic reagents.

Uses

Used in Pharmaceutical Industry:
Ethyl 4-iodobenzoate is used as a key intermediate for the synthesis of biphenyl derivatives via Negishi cross coupling. This application is significant because biphenyl derivatives have a wide range of applications in the pharmaceutical industry, including the development of new drugs and the improvement of existing ones.
Used in Organic Synthesis:
Ethyl 4-iodobenzoate is used as a starting material for the synthesis of p-carbomethoxyphenylmagnesium bromide, a polyfunctional organometallic reagent. This reagent serves as a building block in the synthesis of complex target molecules, which are essential in various chemical and pharmaceutical applications.
Used in Chemical Research:
As a light yellow oil with unique chemical properties, Ethyl 4-iodobenzoate is also used in chemical research to explore new reactions and develop innovative synthetic methods. This contributes to the advancement of the chemical sciences and the discovery of new compounds with potential applications in various industries.

InChI:InChI=1/C9H9IO2/c1-2-12-9(11)7-3-5-8(10)6-4-7/h3-6H,2H2,1H3

Upstream product

• 64-17-5 ethanol 
• 619-58-9 4-iodobenzoic acid 
• 23239-88-5 benzocaine hydrochloride 
• 94-09-7 p-aminoethylbenzoate 
• 1711-02-0 4-iodobenzoic acid chloride 
• 624-38-4 para-diiodobenzene 
• 131379-16-3 4-(ethoxycarbonyl)phenylzinc iodide 
• 125261-30-5 p-(ethoxycarbonyl)phenyl triflate 
• 902148-89-4 ethyl 4-(methanesulfonyloxy)benzoate 
• 120-47-8 Ethyl 4-hydroxybenzoate 
• 5798-75-4 Ethyl 4-bromobenzoate 
• 109-94-4 formic acid ethyl ester 
• 75-03-6 ethyl iodide 
• 4334-88-7 p-ethoxycarbonylphenylboronic acid 

Downstream Products

• 60514-82-1 2-(4-iodophenyl)propan-2-ol 
• 108474-22-2 2',4'-dimethoxy-biphenyl-4-carboxylic acid 
• 101169-11-3 ethyl 4-(p-tolyloxy)benzoate 
• 39115-95-2 4-iodobenzohydrazide 
• 57362-77-3 ethyl 4-iodo-3-nitrobenzoate 
• 717881-64-6 4-(9H-carbazole-9-yl)benzoic acid ethyl ester 
• 54737-73-4 n-formyl-α,α-dimethyl-4-(phenylethynyl)-benzylamine 
• 54737-48-3 n-formyl-α,α-dimethyl-4-iodobenzylamine 
• 54737-62-1 1-(4-Hex-1-ynyl-phenyl)-1-methyl-ethylamine 
• 54737-57-4 1-Methyl-1-(4-p-tolylethynyl-phenyl)-ethylamine 
• 54737-59-6 1-[4-(4-Methoxy-phenylethynyl)-phenyl]-1-methyl-ethylamine 
• 561023-21-0 1-iodo-4-(prop-1-en-2-yl)benzene 
• 38378-85-7 α,α-Dimethyl-4-jodobenzylamin 
• 54737-66-5 2-(4-phenoxyphenyl)propan-2-amine 

Relevant articles and documents

The synthesis and characterisation of coordination and hydrogen-bonded networks based on 4-(3,5-dimethyl-1H-pyrazol-4-yl)benzoic acid

The synthesis, structural and thermal characterisation of a number of coordination complexes featuring the N,O-heteroditopic ligand 4-(3,5-dimethyl-1H-pyrazol-4-yl)benzoate, HL are reported. The reaction of H2L with cobalt(II) and nickel(II) ni

Access to α,α-Difluoro-γ-amino Acids by Nickel-Catalyzed Reductive Aryldifluoroacetylation of N -Vinylacetamide

A nickel-catalyzed reductive aryldifluoroacetylation of N -vinylacetamide with ethyl chloro(difluoro)acetate and aryl iodides is described. This chelating amide carbonyl group-assisted strategy provides rapid access to a variety of protected α,α-difluoro-γ-amino acids that might have potential applications in peptide chemistry and protein engineering. An advantage of this method is its synthetic simplicity, with no preparation of organometallic reagents.

Construction of Esters through Sulfuryl Fluoride (SO 2 F 2) Mediated Dehydrative Coupling of Carboxylic Acids with Alcohols at Room Temperature

A facile method for the construction of esters through dehydrative coupling of carboxylic acids with alcohols is developed. The reactions are mediated by sulfuryl fluoride (SO 2 F 2) at room temperature and proceed with high efficiency. The method has several advantages including broad substrate scope, mild conditions, excellent functional group compatibility and affords high yields, even on gram scale.