618-38-2

Basic information

• Product Name: benzoyl iodide
• Synonyms: benzoyl iodide;Benzoic acid iodide
• CAS NO: 618-38-2
• Molecular Formula: C₇H₅IO
• Molecular Weight: 232.02
• Mol File: 618-38-2.mol
• Article Data: 7

Chemical Properties

• Melting Point: 1.5°C
• Boiling Point: 265°C (rough estimate)
• Flash Point: 93.2°C
• Appearance: /
• Density: 1.7460
• Vapor Pressure: 0.0656mmHg at 25°C
• Refractive Index: 1.643
• CAS DataBase Reference: benzoyl iodide(CAS DataBase Reference)
• NIST Chemistry Reference: benzoyl iodide(618-38-2)
• EPA Substance Registry System: benzoyl iodide(618-38-2)

Safety Data

• Hazardous Substances Data: 618-38-2(Hazardous Substances Data)

Usage

General Description

Benzoyl iodide is an organic compound with the chemical formula C7H5IO. It is a colorless to pale yellow liquid with a pungent odor, and is extremely reactive due to the presence of the iodine atom. Benzoyl iodide is mainly used as a reagent in organic synthesis, specifically in the preparation of aromatic ketones and carboxylic acids. It can also be used in the synthesis of pharmaceutical compounds and as a source of aromatic radicals in radical reactions. However, benzoyl iodide is highly toxic and corrosive, and should be handled with extreme caution in a well-ventilated environment and with appropriate protective equipment.

InChI:InChI=1/C7H5IO/c8-7(9)6-4-2-1-3-5-6/h1-5H

Upstream product

• 98-88-4 benzoyl chloride 
• 60-29-7 diethyl ether 
• 7553-56-2 iodine 
• 507-02-8 acetyl iodide 
• 65-85-0 benzoic acid 
• 111772-04-4 trans-Pd(PPh₃)2(Cl)(COPh) 
• 18421-48-2 trans-{PtCOPh(Cl)(PPh₃)2} 
• 10034-85-2 hydrogen iodide 

Downstream Products

• 93-89-0 benzoic acid ethyl ester 
• 75-03-6 ethyl iodide 
• 17436-52-1 benzoyliminotriphenylphosphorane 
• 23094-26-0 2-Benzoyloxy-3-phenyl-4-iod-cyclobuten-⁽²⁾-on 
• 93-55-0 1-phenyl-propan-1-one 
• 98-88-4 benzoyl chloride 
• 1924-29-4 (E)-α,α’-stilbenediol dibenzoate 
• 134-81-6 benzil 
• 94-49-5 1,2-ethanediol, dibenzoate 
• 25537-35-3 2,8,9-trioxa-5-aza-1-silabicyclo[3.3.3]undecan-1-yl benzoate 
• 28078-91-3 (S)-(2,3,4,5,6-pentafluorophenyl) benzenecarbothioate 
• 10101-63-0 lead(II) iodide 
• 261165-78-0 trans-[Pt(IV)(CH₃)2(C₆H₅CO)I(1,10-phenanthroline)] 
• 16029-98-4 trimethylsilyl iodide 

Relevant articles and documents

Acyl iodides in organic synthesis: IV. Reaction of acetyl iodide with carboxylic acids

In contrast to acyl chlorides, reactions of acetyl iodide with monocarboxylic acids follow the exchange pattern to give the corresponding acyl iodides and acetic acid. The reaction attracts interest from the preparative viewpoint as a simple and convenient route to acyl iodides. Acetyl iodide reacts with phthalic acid, yielding acetic acid and phthalic anhydride, while the reaction of acetyl iodide with oxalic acid leads to formation of acetic acid, carbon(II) oxide, and molecular iodine.

Benzoyl Halides as Alternative Precursors for the Colloidal Synthesis of Lead-Based Halide Perovskite Nanocrystals

We propose here a new colloidal approach for the synthesis of both all-inorganic and hybrid organic-inorganic lead halide perovskite nanocrystals (NCs). The main limitation of the protocols that are currently in use, such as the hot injection and the liga

Iodide as an activating agent for acid chlorides in acylation reactions

Acid chlorides can be activated using a simple iodide source to undergo nucleophilic attack from a variety of relatively weak nucleophiles. These include Friedel-Crafts acylation of N-methylpyrroles, N-acylation of sulfonamides, and acylation reactions of hindered phenol derivatives. The reaction is believed to proceed through a transient acid iodide intermediate.