2-HYDROXY-5-IODO-BENZALDEHYDE CAS 1761-62-2

Introduction:Basic information about 2-HYDROXY-5-IODO-BENZALDEHYDE CAS 1761-62-2, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

2-HYDROXY-5-IODO-BENZALDEHYDE Basic information

Product Name:2-HYDROXY-5-IODO-BENZALDEHYDE
Synonyms:Benzaldehyde, 2-hydroxy-5-iodo-;5-Iodosalicylaldehyde 97%;LABOTEST-BB LT00137782;SALOR-INT L497630-1EA;AKOS B028970;5-IODOSALICYLALDEHYDE;2-HYDROXY-5-IODO-BENZALDEHYDE;Iodosalicylaldehyde,5-
CAS:1761-62-2
MF:C7H5IO2
MW:248.02
EINECS:625-766-9
Product Categories:Organic Building Blocks;Stains &Phenyls & Phenyl-Het;G-H-I;Stains and Dyes;Stains and Dyes;Aromatic Aldehydes & Derivatives (substituted);Aldehydes;Phenyls & Phenyl-Het;Stains&Dyes, A to;A to Z;Building Blocks;C7;Carbonyl Compounds;Chemical Synthesis;Dyes;Hematology and Histology
Mol File:1761-62-2.mol

2-HYDROXY-5-IODO-BENZALDEHYDE Chemical Properties

Melting point 98-100 °C (lit.)
Boiling point 282.0±30.0 °C(Predicted)
density 30 g/mL at 25 °C(lit.)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
pka7.56±0.18(Predicted)
AppearanceLight brown to yellow Solid
Sensitive Light Sensitive
InChIInChI=1S/C7H5IO2/c8-6-1-2-7(10)5(3-6)4-9/h1-4,10H
InChIKeyPDFVIWFKGYODKD-UHFFFAOYSA-N
SMILESC(=O)C1=CC(I)=CC=C1O
CAS DataBase Reference1761-62-2(CAS DataBase Reference)

Safety Information

Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
HazardClass IRRITANT
HS Code 2913000090
Storage Class11 - Combustible Solids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
STOT SE 3

2-HYDROXY-5-IODO-BENZALDEHYDE Usage And Synthesis

Uses5-Iodosalicylaldehyde may be used to synthesize:
  • 5-formylsalicylaldehyde
  • 5-ortho-carboranylsalicylaldehyde
  • new salen (N,N′-Bis(salicylidene)ethylenediamine) ligands that are tethered to a p-acylthio(phenylacetylene)n linker
General Description5-Iodosalicylaldehyde is a salicylaldehyde derivative.
Synthesis

90-02-8

1761-62-2

General procedure for the synthesis of 5-iodosalicylaldehyde from salicylaldehyde: To a stirred solution of salicylaldehyde (1 mmol) in dichloromethane (CH2Cl2) or 1,2-dichloroethane ((CH2Cl)2) (0.1 M) was added triphenylphosphorane bis(trifluoromethylsulfonyl)imide (Ph3PAuNTf2) (0.025 mmol, 19 mg; if toluene-ligated Ph3PAuNTf2 complex, the ratio was 2:1), followed by the addition of N-iodosuccinimide (NIS) (1.1 mmol, 248 mg). The reaction mixture was stirred at room temperature or reacted under reflux conditions until complete conversion of salicylaldehyde was confirmed by thin layer chromatography (TLC) monitoring. Upon completion of the reaction, the solvent was evaporated under reduced pressure and the resulting crude product was purified by fast column chromatography using different ratios of hexane and ethyl acetate (EtOAc) as eluents to finally obtain purified 5-iodosalicylaldehyde.

References[1] Journal of Organic Chemistry, 2015, vol. 80, # 9, p. 4306 - 4312
[2] Synlett, 2014, vol. 25, # 3, p. 399 - 402
[3] European Journal of Organic Chemistry, 2016, vol. 2016, # 12, p. 2177 - 2186
[4] Angewandte Chemie - International Edition, 2007, vol. 46, # 4, p. 572 - 575
[5] Chemistry - A European Journal, 2013, vol. 19, # 7, p. 2442 - 2449

2-HYDROXY-5-IODO-BENZALDEHYDE Preparation Products And Raw materials

Raw materials2-HYDROXY-5-IODOBENZYL ALCOHOL-->Formaldehyde-->Salicylaldehyde-->4-Iodophenol-->Salicylic acid-->Toluene-->Dichloromethane-->Triphenylphosphine-->GOLDI-->N-Iodosuccinimide
2-Hydroxy-4-quinolincarboxylic acid CAS 15733-89-8
2'-HYDROXY-5'-NITROACETOPHENONE CAS 1450-76-6
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