5-Iodovanillin

Base Information

• Chemical Name: 5-Iodovanillin
• CAS No.: 5438-36-8
• Molecular Formula: C8H7IO3
• Molecular Weight: 278.046
• Hs Code.: 38220090
• European Community (EC) Number: 226-617-7
• NSC Number: 16678
• DSSTox Substance ID: DTXSID3063885
• Nikkaji Number: J218.024C
• Wikidata: Q72484800
• Mol file: 5438-36-8.mol

Synonyms:5-Iodovanillin;5438-36-8;4-Hydroxy-3-iodo-5-methoxybenzaldehyde;5 Iodovanillin;Benzaldehyde, 4-hydroxy-3-iodo-5-methoxy-;MFCD00006941;3-methoxy-4-hydroxy-5-iodobenzaldehyde;EINECS 226-617-7;NSC 16678;5-iodovanilline;5-iodovanilin;5-iodo vaniline;5-iodo vanillin;NSC16678;5-Iodovanillin, 97%;SCHEMBL1002420;DTXSID3063885;FBBCSYADXYILEH-UHFFFAOYSA-;TIMTEC-BB SBB006927;BBL012743;NSC-16678;STK093822;AKOS000120552;3-iodo-4-hydroxy-5-methoxybenzaldehyde;4-hydroxy-5-methoxy-3-iodobenzaldehyde;UPCMLD0ENAT5212559:001;AS-44228;SY048617;4-Hydroxy-3-iodo-5-methoxybenzaldehyde #;CS-0117167;FT-0620522;I0427;EN300-17567;A830148;Z56957506;F3095-2242

Chemical Property of 5-Iodovanillin

Chemical Property:

• Appearance/Colour: slightly yellow powder
• Vapor Pressure: 0.000498mmHg at 25°C
• Melting Point: 183-185 °C(lit.)
• Refractive Index: 1.671
• Boiling Point: 304.1 °C at 760 mmHg
• PKA: 6.34±0.23(Predicted)
• Flash Point: 137.7 °C
• PSA: 46.53000
• Density: 1.909 g/cm³
• LogP: 1.81790
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Sensitive.: Light Sensitive
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 277.94399
• Heavy Atom Count: 12
• Complexity: 162

Purity/Quality:

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

5-Iodovanillin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=CC(=C1)C=O)I)O
• Uses: 5-Lodovanillin was used in the characterization of 5-Iodoacetovanillone. 5-Iodovanillin has also been used in the synthesis of platelet activating factor antagonist L-659,989.

Technology Process of 5-Iodovanillin

There total 10 articles about 5-Iodovanillin 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: 99.0%

vanillin (121-33-5,8014-42-4) → 5-iodovaniline (5438-36-8)

Guidance literature:

With dihydrogen peroxide; iodine; In water; for 0.5h; Sonication;

DOI:10.1080/00397911.2013.879900

Reference yield: 95.0%

→ 5-iodovaniline (5438-36-8)

Guidance literature:

Reference yield:

2-iodo-4-hydroxy-3-methoxybenzaldehyde (89942-36-9) + vanillin (121-33-5,8014-42-4) → 5-iodovaniline (5438-36-8)

Guidance literature:

In sodium hydroxide; water; isopropyl alcohol;

upstream raw materials:

N-iodo-benzamidine

vanillin

4-hydroxy-3-iodo-5-methoxybenzyl alcohol

2-iodo-4-hydroxy-3-methoxybenzaldehyde

Downstream raw materials:

4-<4-Acetoxy-3-jod-5-methoxy-benzyliden>-2-methyl-oxazolon-(5)

1-(3-methoxy-5-methylsulfonyl-4-propoxyphenyl)-4-(3,4,5-trimethoxyphenyl)-1,4-butanedione

Hydroxy-(4-hydroxy-3-iodo-5-methoxy-phenyl)-acetonitrile

9-(4-Hydroxy-3-iodo-5-methoxy-phenyl)-3,4,6,7,9,10-hexahydro-2H,5H-acridine-1,8-dione

Refernces

• 1、 Sdahl, Mark,Conrad, Jürgen,Braunberger, Christina,Beifuss, Uwe. "Efficient and sustainable laccase-catalyzed iodination of: P -substituted phenols using KI as iodine source and aerial O2 as oxidant". . p. 19549 - 19559. Retrieved 2019/07/05.
• 2、 Nilchan, Napon,Phetsang, Wanida,Nowwarat, Taechin,Chaturongakul, Soraya,Jiarpinitnun, Chutima. "Halogenated trimethoprim derivatives as multidrug-resistant Staphylococcus aureus therapeutics". . p. 5343 - 5348. Retrieved 2018/05/25.