4-Iodobenzoyl chloride

Base Information

• Chemical Name: 4-Iodobenzoyl chloride
• CAS No.: 1711-02-0
• Molecular Formula: C7H4ClIO
• Molecular Weight: 266.466
• Hs Code.: 29163990
• European Community (EC) Number: 216-974-7
• NSC Number: 97335
• UNII: FY4KZ93RHK
• DSSTox Substance ID: DTXSID5061904
• Nikkaji Number: J203.099C
• Wikidata: Q72483423
• Mol file: 1711-02-0.mol

Synonyms:4-Iodobenzoyl chloride;1711-02-0;p-Iodobenzoyl chloride;Benzoyl chloride, 4-iodo-;Benzoyl chloride, p-iodo-;4-iodo-benzoyl chloride;4-iodobenzoylchloride;4-IODOBENZOIC ACID CHLORIDE;FY4KZ93RHK;EINECS 216-974-7;MFCD00001058;NSC 97335;NSC-97335;4iodobenzoyl chloride;rho-iodobenzoyl chloride;4-iodo benzoyl chloride;UNII-FY4KZ93RHK;p-iodo benzoic acid chloride;SCHEMBL65396;4-Iodobenzenecarbonyl chloride;4-Iodobenzoyl chloride, 97%;P-IODO-BENZOYL CHLORIDE;DTXSID5061904;4-iodo-1-benzenecarbonyl chloride;NSC97335;AKOS005256953;AC-26055;PS-10794;AM20030143;FT-0618785;FT-0618786;I0508;A20374;J-010688;4-Iodobenzoic acid chloride

Chemical Property of 4-Iodobenzoyl chloride

Chemical Property:

• Appearance/Colour: light yellow to beige crystalline powder
• Vapor Pressure: 0.00371mmHg at 25°C
• Melting Point: 62-66 °C
• Refractive Index: 1.635
• Boiling Point: 310.6 °C at 760 mmHg
• Flash Point: 120.7 °C
• PSA: 17.07000
• Density: 1.932 g/cm³
• LogP: 2.67020
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Sensitive.: Moisture Sensitive
• Solubility.: Soluble in toluene and benzene.
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 265.89954
• Heavy Atom Count: 10
• Complexity: 130

Purity/Quality:

98% ^*data from raw suppliers

4-Iodobenzoyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 28A-26-45-36/37/39

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)Cl)I
• Uses: 4-Iodobenzoyl chloride is employed in the preparation of pyrroles by reaction with imines and acetylenes mediated by isocyanides using palladium catalysis. It is also used in the preparation of N-(1-benzylpyrrolidin-3-yl)arylbenzamides, potential human dopamine D4 antagonists. Further, it is used to prepare [2]rotaxane monomer and poly[2] rotaxane. In addition to this, it is important in the modification of poly(allylamine) in order to make the polymer X-ray visible.

Technology Process of 4-Iodobenzoyl chloride

There total 36 articles about 4-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: 95.0%

para-diiodobenzene (624-38-4,1032416-46-8) + 4-nitro-benzoyl chloride (122-04-3) → p-nitrobenzene iodide (636-98-6) + 4-iodobenzoic acid chloride (1711-02-0)

Guidance literature:

With (Xantphos)Pd(4-C₆H₄NO₂)(I); In benzene; at 90 ℃; for 20h; Sealed tube; Inert atmosphere;

DOI:10.1021/jacs.8b06605

Reference yield: 90.0%

3-thienyl iodide (10486-61-0) + terephthaloyl chloride (100-20-9) → 3-thiophene carboxylic acid chloride (41507-35-1) + 4-iodobenzoic acid chloride (1711-02-0)

Guidance literature:

With (Xantphos)Pd(4-C₆H₄NO₂)(I); In benzene; at 90 ℃; for 20h; Sealed tube; Inert atmosphere;

DOI:10.1021/jacs.8b06605

Reference yield: 74.1%

oxalyl dichloride (79-37-8) + iodobenzene (591-50-4) → 4-iodobenzoic acid chloride (1711-02-0)

Guidance literature:

oxalyl dichloride; With aluminum (III) chloride; In dichloromethane; for 0.0833333h;

iodobenzene; In dichloromethane; at 20 - 25 ℃; for 1h;

DOI:10.15227/orgsyn.061.0008

upstream raw materials:

4-iodobenzoic acid

1.4-dibromobenzene

1-bromo-4-(trimethylsilyl)benzene

4-(trimethylsilyl)benzoic acid

Downstream raw materials:

2-diazo-1-(4-iodophenyl)ethanone

2-(4-iodobenzoyl)thiophene

4-ethoxy-4'-iodo-benzophenone

4-Iodo-N-[2-(5-methoxy-1H-indol-3-yl)-ethyl]-benzamide

Refernces

• 1、 John, Christy S.,Vilner, Bertold J.,Bowen, Wayne D.. "Synthesis and Characterization of -N-(N-Benzylpiperidin-4-yl)-4-iodobenzamide, a New ? Receptor Radiopharmaceutical: High-Affinity Binding to MCF-7 Breast Tumor Cells". . p. 1737 - 1739. Retrieved 1994.
• 2、 Kamatham, Samuel,Pallu, Reddanna,Pasupulati, Anil Kumar,Singh, Surya Satyanarayana,Gudipalli, Padmaja. "Benzoylsalicylic acid derivatives as defense activators in tobacco and Arabidopsis". . p. 160 - 169. Retrieved 2017.
• 3、 Seidenkranz, Daniel T.,McGrath, Jacqueline M.,Zakharov, Lev N.,Pluth, Michael D.. "Supramolecular bidentate phosphine ligand scaffolds from deconstructed Hamilton receptors". . p. 561 - 564. Retrieved 2017.
• 4、 Ashouri, Akram,Mahramasrar, Mahsa,Majidian, Shiva,Rashid, Hersh I,Samadi, Saadi. "Immobilization of (l)-valine and (l)-valinol on SBA-15 nanoporous silica and their application as chiral heterogeneous ligands in the Cu-catalyzed asymmetric allylic oxidation of alkenes". supporting information. p. 17630 - 17641. Retrieved 2021/10/04.
• 5、 Tran, Thuy,B?nl?kke, Peter,Rodríguez-Rodríguez, Cristina,Nosrati, Zeynab,Esquinas, Pedro Luis,Borkar, Nrupa,Plum, Jakob,Strindberg, Sophie,Karagiozov, Stoyan,Rades, Thomas,Müllertz, Anette,Saatchi, Katayoun,H?feli, Urs O.. "Using in vitro lipolysis and SPECT/CT in vivo imaging to understand oral absorption of fenofibrate from lipid-based drug delivery systems". . p. 375 - 384. Retrieved 2019/12/25.