2-Hydroxy-5-iodobenzaldehyde

Base Information

• Chemical Name: 2-Hydroxy-5-iodobenzaldehyde
• CAS No.: 1761-62-2
• Molecular Formula: C7H5IO2
• Molecular Weight: 248.02
• Hs Code.: 2913000090
• European Community (EC) Number: 625-766-9
• NSC Number: 74697
• DSSTox Substance ID: DTXSID40291293
• Nikkaji Number: J1.098.437H
• Wikidata: Q72484529
• ChEMBL ID: CHEMBL3660350
• Mol file: 1761-62-2.mol

Synonyms:2-hydroxy-5-iodobenzaldehyde;1761-62-2;5-Iodosalicylaldehyde;2-HYDROXY-5-IODO-BENZALDEHYDE;Benzaldehyde, 2-hydroxy-5-iodo-;MFCD00723501;NSC74697;5-Iodo-salicylaldehyde;2-Hydroxy5-iodobenzaldehyde;5-iodo-2-hydroxybenzaldehyde;5-Iodosalicylaldehyde, 97%;SCHEMBL275323;5-iodo-2-hydroxy-benzaldehyde;CHEMBL3660350;DTXSID40291293;5-iodanyl-2-oxidanyl-benzaldehyde;BDBM111015;BBL104267;NSC 74697;NSC-74697;STK397891;AKOS000112566;CS-W005105;GS-6018;AC-23742;AM20080663;FT-0600577;A812154;US8614253, .3-46

Chemical Property of 2-Hydroxy-5-iodobenzaldehyde

Chemical Property:

• Vapor Pressure: 0.00202mmHg at 25°C
• Melting Point: 98-100 °C(lit.)
• Refractive Index: 1.715
• Boiling Point: 281.991 °C at 760 mmHg
• PKA: 7.56±0.18(Predicted)
• Flash Point: 124.344 °C
• PSA: 37.30000
• Density: 2.04 g/cm³
• LogP: 1.80930
• Storage Temp.: Store Cold
• Sensitive.: Light Sensitive
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 247.93343
• Heavy Atom Count: 10
• Complexity: 127

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Hydroxy-5-iodobenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• 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(=C(C=C1I)C=O)O
• Uses: 5-Iodosalicylaldehyde may be used to synthesize:5-formylsalicylaldehyde5-ortho-carboranylsalicylaldehydenew salen (N,N′-Bis(salicylidene)ethylenediamine) ligands that are tethered to a p-acylthio(phenylacetylene)n linker

Technology Process of 2-Hydroxy-5-iodobenzaldehyde

There total 12 articles about 2-Hydroxy-5-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: 95.0%

salicylaldehyde (90-02-8) → 5-iodosalicyclaldehyde (1761-62-2)

Guidance literature:

With Iodine monochloride; acetic acid; at 40 ℃; for 48h;

DOI:10.1021/jo502775t

Reference yield: 85.0%

6-iodo-1',3',3'-trimethylspiro<2H-benzopyran-2,2'-indoline> (227103-30-2) → 5-iodosalicyclaldehyde (1761-62-2)

Guidance literature:

With ozone; In methanol; at -78 ℃; for 0.0833333h;

DOI:10.1016/S0040-4039(00)00516-5

Reference yield: 81.0%

6-iodo-2,2-dimethylbenzo[1,3]dioxin-4-one (888958-33-6) → 5-iodosalicyclaldehyde (1761-62-2)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 2h;

DOI:10.1021/jo0601664

upstream raw materials:

salicylaldehyde

2-methyl-benzyl alcohol

iodine

6-iodo-1',3',3'-trimethylspiro<2H-benzopyran-2,2'-indoline>

Downstream raw materials:

2-benzyloxy-5-iodobenzaldehyde

2-hydroxy-5-[(E)-phenyldiazenyl]benzaldehyde

ethyl 3-(3-formyl-4-hydroxyphenyl)prop-2-enoate

5-iodo-2-(2-methoxy-ethoxymethoxy)-benzaldehyde

Refernces

• 1、 Cadra, Stephane,Balland-Longeau, Alexia,Gerard, Jean-Francois,Moreau, Louis,Thibonnet, Jerome. "Preparation of titanium-containing polymeric foam for inertial confinement fusion target". . p. 695 - 697. Retrieved 2013.
• 2、 Elangovan, Arumugasamy,Lin, Jui-Hsien,Yang, Shu-Wen,Hsu, Hsien-Yi,Ho, Tong-Ing. "Synthesis and electrogenerated chemiluminescence of donor-substituted phenylethynylcoumarins". . p. 8086 - 8092. Retrieved 2004.
• 3、 Lamara, Kamilia Ould,Makhloufi-Chebli, Malika,Benazzouz-Touami, Amina,Terrachet-Bouaziz, Souhila,Hamdi, Nejla,Silva, Artur M.S.,Behr, Jean-Bernard. "Selectivity control in the reaction between 2-hydroxyarylaldehydes and 4-hydroxycoumarin. Antioxidant activities and computational studies of the formed products". . . Retrieved 2021/01/28.
• 4、 Pustenko, Aleksandrs,Nocentini, Alessio,Bala?ova, Anastasija,Alafeefy, Ahmed,Krasavin, Mikhail,?alubovskis, Raivis,Supuran, Claudiu T.. "Aryl derivatives of 3H-1,2-benzoxathiepine 2,2-dioxide as carbonic anhydrase inhibitors". . p. 245 - 254. Retrieved 2019/12/11.