4-IODOBENZALDEHYDE

Base Information

• Chemical Name: 4-IODOBENZALDEHYDE
• CAS No.: 15164-44-0
• Molecular Formula: C7H5 I O
• Molecular Weight: 232.021
• Hs Code.: 29130000
• European Community (EC) Number: 627-186-1
• NSC Number: 84301
• DSSTox Substance ID: DTXSID90164827
• Nikkaji Number: J896.315K
• Wikidata: Q72483342
• ChEMBL ID: CHEMBL1877578
• Mol file: 15164-44-0.mol

Synonyms:Benzaldehyde,p-iodo- (6CI,7CI,8CI); 4-Formyl-1-iodobenzene; 4-Formyliodobenzene;4-Iodobenzaldehyde; NSC 84301; p-Formylphenyl iodide; p-Iodobenzaldehyde

Chemical Property of 4-IODOBENZALDEHYDE

Chemical Property:

• Appearance/Colour: Yellow crystals
• Vapor Pressure: 0.0095mmHg at 25°C
• Melting Point: 78-82 °C(lit.)
• Boiling Point: 264.8 °C at 760 mmHg
• Flash Point: 114 °C
• PSA: 17.07000
• Density: 1.883 g/cm³
• LogP: 2.10370
• Storage Temp.: Keep Cold
• Sensitive.: Air & Light Sensitive
• Water Solubility.: Insoluble in water.
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 231.93851
• Heavy Atom Count: 9
• Complexity: 95.1

Purity/Quality:

99% ^*data from raw suppliers

4-Iodobenzaldehyde ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=O)I
• Uses: 4-Iodobenzaldehyde is used in synthesis of 4-[2-(trimethylsilyl)ethynyl]benzaldehyde, 5,15-dimesityl-10-(3-[2-(trimethylsilyl)ethynyi]phenyl}-20-(4-iodophenyl)porphyrin, and 5,15-dimesityl-10-[3,5-bis{2-[4-(N,N?-difluoroboryl-1,9-dimethyidipyrrin-5-yl)-phenyl]ethynyl}phenyl]-20-(4-iodophenyl)porphyrin. 4-Iodobenzaldehyde has been used in the preparation of:benzaldimine monolayers4-[2-(trimethylsilyl)ethynyl]benzaldehyde5,15-dimesityl-10-(3-[2-(trimethylsilyl)ethynyi]phenyl}-20-(4-iodophenyl)porphyrin5,15-dimesityl-10-[3,5-bis{2-[4-(N,N′-difluoroboryl-1,9-dimethyidipyrrin-5-yl)-phenyl]ethynyl}phenyl]-20-(4-iodophenyl)porphyrin, multipigment building block

Technology Process of 4-IODOBENZALDEHYDE

There total 53 articles about 4-IODOBENZALDEHYDE 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: 100.0%

4-iodobenzoic acid (619-58-9) → p-(iodophenyl)carboxaldehyde (15164-44-0)

Guidance literature:

4-iodobenzoic acid; With borane-THF; at 20 ℃; Inert atmosphere; Cooling with ice;

With pyridinium chlorochromate; In dichloromethane; at 0 - 20 ℃; for 3.5h;

DOI:10.1039/b813904k

Reference yield: 99.0%

4-iodo-benzyl alcohol (18282-51-4) + di(p-tolyl) sulfoxide (1774-35-2) → di-(p-tolyl)sulfane (620-94-0) + p-(iodophenyl)carboxaldehyde (15164-44-0)

Guidance literature:

With per-rhenic acid; In toluene; for 17h; Reflux;

DOI:10.1016/j.tetlet.2012.08.145

Reference yield: 99.0%

4-iodo-benzyl alcohol (18282-51-4) → p-(iodophenyl)carboxaldehyde (15164-44-0)

Guidance literature:

With manganese(IV) oxide; In chloroform; for 72h; Heating;

DOI:10.1002/chem.200400608

upstream raw materials:

4-aminobenzaldehyde

4-tolyl iodide

4-iodobenzonitrile

1-bromomethyl-4-iodobenzene

Downstream raw materials:

2-((E)-4-iodo-benzylidene)-cyclohexanone

2,6-[(E,E)-bis-(4-iodo-benzylidene)]-cyclohexanone

2-(α-hydroxy-4-iodo-benzyl)-cyclohexanone

(E)-4-iodocinnamic acid

Refernces

• 1、 Forman, Frank W.,Sucholeiki, Irving. "Solid-Phase Synthesis of Biaryls via the Stille Reaction". . p. 523 - 528. Retrieved 1995.
• 2、 Krittametaporn, Nuttaporn,Chantarojsiri, Teera,Virachotikul, Arnut,Phomphrai, Khamphee,Kuwamura, Naoto,Kojima, Tatsuhiro,Konno, Takumi,Sangtrirutnugul, Preeyanuch. "Influence of catalyst nuclearity on copper-catalyzed aerobic alcohol oxidation". . p. 682 - 689. Retrieved 2020.
• 3、 Li, Fen,Zhang, Yongjie,Zhou, Lina,Zhang, Xin,Chen, Zhijian. "Synthesis and aggregation properties of boron-dipyrromethene dyes conjugated with guanine units". . p. 944 - 952. Retrieved 2018.
• 4、 Girija,Aruna. "Kinetics and oxidation of substituted benzyl alcohols by phenyliodoso acetate". . p. 264 - 268. Retrieved 2011.
• 5、 Wu, Yichen,Arenas, Ismael,Broomfield, Lewis Marc,Martin, Eddy,Shafir, Alexandr. "Hypervalent Activation as a Key Step for Dehydrogenative ortho C-C Coupling of Iodoarenes". . p. 18779 - 18784. Retrieved 2015.
• 6、 Tao, Jianwei,Lu, Qiongqiong,Chu, Changhu,Liu, Renhua,Liang, Xinmiao. "A 4-MeO-TEMPO, PEG-NO2 and HCl catalytic system for highly efficient aerobic oxidation of alcohols". . p. 3974 - 3976. Retrieved 2010.
• 7、 Artamkina, Galina A.,Beletskaya, Irina P.. "Bi- and trinuclear σ-aryl complexes of iron and manganese". . p. 43 - 45. Retrieved 2003.
• 8、 Wheeler. "-". . p. 667,670. Retrieved 1958.
• 9、 García Manche?o, Olga,Kuhlmann, Jan H.,Pérez-Aguilar, María Carmen,Piekarski, Dariusz G.,Uygur, Mustafa. "Metal- And additive-free C-H oxygenation of alkylarenes by visible-light photoredox catalysis". supporting information. p. 3392 - 3399. Retrieved 2021/05/21.
• 10、 Hu, Rong-Bin,Lam, Ying-Pong,Ng, Wing-Hin,Wong, Chun-Yuen,Yeung, Ying-Yeung. "Zwitterion-induced organic-metal hybrid catalysis in aerobic oxidation". . p. 3498 - 3506. Retrieved 2021/04/07.