609-67-6

Basic information

• Product Name: 2-IODOBENZOYL CHLORIDE
• Synonyms: O-IODOBENZOYL CHLORIDE;2-iodo-benzoylchlorid;Benzoyl chloride, 2-iodo-;2-IODOBENZOYL CHLORIDE;2-Iodobenzoylchloride,97%;2-Iodobenzoyl chloride, 98+%;2-Iodobenzoic acid chloride;2-Iodobenzoyl chloride, 98+% 25GR
• CAS NO: 609-67-6
• Molecular Formula: C₇H₄ClIO
• Molecular Weight: 266.46
• EINECS: 210-196-1
• Product Categories: Organics;Acid Halides;Carbonyl Compounds;Organic Building Blocks
• Mol File: 609-67-6.mol
• Article Data: 9

Chemical Properties

• Melting Point: 27-31 °C(lit.)
• Boiling Point: 105-106 °C1 mm Hg(lit.)
• Flash Point: >110°C
• Appearance: white to pinkish or pale yellow crystalline
• Density: 1.932
• Vapor Pressure: 0.00215mmHg at 25°C
• Refractive Index: 1.635
• Storage Temp.: Store below +30°C.
• Solubility: soluble in Toluene
• Water Solubility: Reacts with water.
• Sensitive: Moisture & Light Sensitive
• BRN: 2042672
• CAS DataBase Reference: 2-IODOBENZOYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-IODOBENZOYL CHLORIDE(609-67-6)
• EPA Substance Registry System: 2-IODOBENZOYL CHLORIDE(609-67-6)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• F: 21-19
• TSCA: Yes
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 609-67-6(Hazardous Substances Data)

Usage

Chemical Description

2-Iodobenzoyl chloride is a reagent used in the synthesis of heterocycles.

Chemical Properties

white to pinkish or pale yellow crystalline

Uses

Different sources of media describe the Uses of 609-67-6 differently. You can refer to the following data:
1. 2-Iodobenzoyl chloride has been used in palladium-catalyzed synthesis of carbomethoxy functional group-induced isoindolin-1-ones, preparation of starting materials required for the synthesis of novel cyclic derivatives of pentavalent iodine, benziodazole oxides.
2. 2-Iodobenzoyl chloride has been used in:palladium-catalyzed synthesis of carbomethoxy functional group-induced isoindolin-1-onespreparation of starting materials required for the synthesis of novel cyclic derivatives of pentavalent iodine, benziodazole oxides

InChI:InChI=1/C7H4ClIO/c8-7(10)5-3-1-2-4-6(5)9/h1-4H

Upstream product

• 615-37-2 ortho-methylphenyl iodide 
• 1569633-54-0 (E)-2-(ethoxycarbonyl)vinyl 2-iodobenzoate 
• 118-92-3 anthranilic acid 
• 79-37-8 oxalyl dichloride 
• 75-09-2 dichloromethane 
• 88-67-5 2-Iodobenzoic acid 
• 591-50-4 iodobenzene 

Downstream Products

• 113258-84-7 2-bromo-1-(2-iodophenyl)ethanone 
• 52470-94-7 (2-iodophenyl)diazomethyl ketone 
• 6933-33-1 (2-iodophenyl)(thiophen-2-yl)methanone 
• 1829-28-3 ethyl 2-iodobenzoate 
• 37433-80-0 2-IC₆H₄CON(C₆H₅)OH 
• 3758-23-4 C,C'-bis-(2-iodo-phenyl)-C,C'-(2-morpholin-4-yl-cyclohex-2-ene-1,1-diyl)-bis-methanone 
• 14091-39-5 2-Acetoxyethyl-o-Iodobenzoate 
• 51417-53-9 2-iodo-benzoic acid anhydride 
• 82737-92-6 2-Iod-monoselenobenzoesaeure-Se-phenylester 
• 109270-63-5 (5,6-dihydropyridin-1(2H)-yl)(2-iodophenyl)methanone 
• 109241-03-4 1-(2'-iodobenzoyl)-4-phenyl-1,2,5,6-tetrahydropyridine 
• 109240-85-9 1-(2'-iodobenzoyl)-2-methyl-1,4,5,6-tetrahydropyridine 
• 109240-98-4 N-allyl-N-(cyclohex-1-enyl)-2-iodobenzamide 
• 119031-21-9 2-(2-iodo-benzoyl)-3-oxo-butyric acid ethyl ester 

Relevant articles and documents

N-Heterocycle-Stabilized Iodanes: From Structure to Reactivity

Pseudocyclic aryl-λ3-iodanes are superior reagents for a variety of oxidative transformations due to a well-balanced relation between stability, solubility and reactivity. Their properties are substantially influenced by a dative interaction between a Lewis base, in general the oxygen atom of a carboxylic acid or an amide, and the central hypervalent iodine atom. This work presents the first systematic investigation of pseudocyclic N-heterocycle-stabilized iodanes (NHIs). The synthesis of these throughout shelf-stable solids is robust and can be achieved on a large scale. Their reactivity is highly tunable, depending on the stabilizing heterocycle. Solid state structures of selected derivatives are reported and their reactivity in a model oxygen transfer reaction is compared. Further derivatization reactions to N-heterocycle-stabilized pseudocyclic diaryliodonium salts and cyclic iodoso species are presented as well.

Copper-Catalyzed C(sp3)-S Bond and C(sp2)-S Bond Cross-Coupling of 2-(2-Iodobenzoyl) Substituted or 2-(2-Iodobenzyl) Substituted 1,2,3,4-Tetrahydroisoquinolines with Potassium Sulfide: Synthesis of Isoquinoline-Fused 1,3-Benzothiazine Scaffolds

The sulfuration reaction of 2-(2-iodobenzoyl) substituted, or 2-(2-iodobenzyl) substituted 1,2,3,4-tetrahydroisoquinolines with potassium sulfide proceeded in the presence of copper catalysts to give tetrahydroisoquinoline-fused 1,3-benzothiazine scaffolds in moderate to appropriate yields. This protocol provided an efficient and simple strategy to construct the corresponding benzothiazine derivatives via formation of C(sp3)-S bond and C(sp2)-S bond, which the C-S bonds formed via different routes in this reaction (traditional cross-coupling reaction via the cleavage of C-I bond and oxidative cross-coupling reaction via C(sp3)-H bond functionalization).

Palladium-catalyzed annulation reactions of methyl o-halobenzoates with azabicyclic alkenes: A general protocol for the construction of benzo[c]phenanthridine derivatives

The annulation reaction of methyl o-halobenzoates with azabicyclic alkenes proceeds efficiently to give the corresponding benzo[c]phenanthridine derivatives in good to excellent yields using a developed base-free methodology based on our preliminary studies. Thirty-seven application examples validate the compatibility of the present strategy with different groups, particularly with the electron-deficient ones, that are difficult to access using other traditional methods. In addition, annulation reactions with non-symmetric azabicyclic alkenes are achieved in high regioselectivity.