2-Iodobenzoyl chloride

Base Information

• Chemical Name: 2-Iodobenzoyl chloride
• CAS No.: 609-67-6
• Molecular Formula: C7H4ClIO
• Molecular Weight: 266.466
• Hs Code.: 29163990
• European Community (EC) Number: 210-196-1
• DSSTox Substance ID: DTXSID4060573
• Nikkaji Number: J96.174D
• Wikidata: Q72483387
• Mol file: 609-67-6.mol

Synonyms:2-Iodobenzoyl chloride;609-67-6;o-Iodobenzoyl chloride;Benzoyl chloride, 2-iodo-;2-iodobenzoylchloride;EINECS 210-196-1;C7H4ClIO;iodobenzoyl chloride;o-iodobenzoylchloride;2-iodobezoyl chloride;o-iodo-benzoylchloride;2-iodobenzoic chloride;2-iodo-benzoyl chloride;2-iodobenzoic acid chloride;2-iodo-benzoic acid chloride;SCHEMBL502454;ortho-iodobenzoic acid chloride;2-Iodobenzoyl chloride, 98%;2-IODO BENZOYL CHLORIDE;DTXSID4060573;2-iodo-1-benzenecarbonyl chloride;AMY40729;MFCD00001040;AKOS009159023;AS-47014;FT-0612670;I0402;EN300-132294;F11409;A832978;2-Iodobenzoyl chloride, technical, >=97.0% (AT)

Chemical Property of 2-Iodobenzoyl chloride

Chemical Property:

• Appearance/Colour: white to pinkish or pale yellow crystalline
• Vapor Pressure: 0.00215mmHg at 25°C
• Melting Point: 27-31 °C(lit.)
• Refractive Index: 1.635
• Boiling Point: 289.8 °C at 760 mmHg
• Flash Point: 123.3 °C
• PSA: 17.07000
• Density: 1.932 g/cm³
• LogP: 2.67020
• Storage Temp.: Store below +30°C.
• Sensitive.: Moisture & Light Sensitive
• Solubility.: soluble in Toluene
• Water Solubility.: Reacts with water.
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 265.89954
• Heavy Atom Count: 10
• Complexity: 138

Purity/Quality:

98% ^*data from raw suppliers

2-Iodobenzoyl Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Acid Halides
• Canonical SMILES: C1=CC=C(C(=C1)C(=O)Cl)I
• Uses: 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-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

Technology Process of 2-Iodobenzoyl chloride

There total 9 articles about 2-Iodobenzoyl chloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

oxalyl dichloride (79-37-8) + dichloromethane (75-09-2) + 2-Iodobenzoic acid (88-67-5) → 2-Iodobenzoyl chloride (609-67-6)

Guidance literature:

In N,N-dimethyl-formamide; toluene;

Reference yield:

anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) → 2-Iodobenzoyl chloride (609-67-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sulfuric acid; copper; copper(II) sulfate; potassium iodide / water / 2 h / Reflux

1.2: 80 - 90 °C

2.1: thionyl chloride / diethyl ether / 2 h / Reflux

With thionyl chloride; sulfuric acid; copper; copper(II) sulfate; potassium iodide; In diethyl ether; water;

DOI:10.1039/c1ob05510k

Reference yield:

(E)-2-(ethoxycarbonyl)vinyl 2-iodobenzoate (1569633-54-0) → 2-Iodobenzoyl chloride (609-67-6)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap / acetonitrile / Acidic conditions

2: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 8 h / 20 °C / Inert atmosphere

With dmap; oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; acetonitrile;

DOI:10.1021/acs.joc.5b02602

upstream raw materials:

oxalyl dichloride

iodobenzene

anthranilic acid

dichloromethane

Downstream raw materials:

2-bromo-1-(2-iodophenyl)ethanone

(2-iodophenyl)diazomethyl ketone

(2-iodophenyl)(thiophen-2-yl)methanone

1-(2-iodo-benzoyloxy)-3-(2-methyl-piperidino)-propane; hydrochloride