3-Ethoxysalicylaldehyde

Base Information

• Chemical Name: 3-Ethoxysalicylaldehyde
• CAS No.: 492-88-6
• Deprecated CAS: 1186389-30-9
• Molecular Formula: C9H10 O3
• Molecular Weight: 166.177
• Hs Code.: 29124990
• European Community (EC) Number: 207-765-1
• NSC Number: 133446
• UNII: HB4H48MKNI
• DSSTox Substance ID: DTXSID3060083
• Nikkaji Number: J30.760B
• Wikidata: Q2003069
• RXCUI: 2359265
• Mol file: 492-88-6.mol

Synonyms:3-Ethoxysalicylaldehyde;3-Ethoxy-2-hydroxybenzaldehyde;492-88-6;Benzaldehyde, 3-ethoxy-2-hydroxy-;Novovanillin;O-Ethylvanillin;Salicylaldehyde, 3-ethoxy-;2-Hydroxy-3-ethoxybenzaldehyde;3-ethoxy-2-hydroxy-benzaldehyde;EINECS 207-765-1;UNII-HB4H48MKNI;HB4H48MKNI;NSC 133446;BRN 2048368;AI3-08100;2-ETHOXY-6-FORMYLPHENOL;NSC-133446;4-08-00-01748 (Beilstein Handbook Reference);NSC133446;6-FORMYLGUETHOL;ETHYLVANILLIN, O-;3-Ethoxy-2-hydroxybenzaldehye;SCHEMBL172818;3-Ethoxysalicylaldehyde, 97%;DTXSID3060083;AMY31517;BBL023426;MFCD00003323;STL185557;5-ETHOXY-6-HYDROXYBENZALDEHYDE;AKOS000119709;CS-W017873;LS-25040;E0253;FT-0615640;EN300-21509;D78180;A827693;Q2003069;F2190-0623;Z104500548

Chemical Property of 3-Ethoxysalicylaldehyde

Chemical Property:

• Vapor Pressure: 0.012mmHg at 25°C
• Melting Point: 66-68 °C(lit.)
• Refractive Index: 1.4500 (estimate)
• Boiling Point: 263-264 °C(lit.)
• PKA: 8.30±0.10(Predicted)
• Flash Point: 97.9°C
• PSA: 46.53000
• Density: 1.186g/cm³
• LogP: 1.60340
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Air Sensitive
• Water Solubility.: Soluble in cold water. Insoluble in methanol, ethanol, acetone and acetonitrile
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 166.062994177
• Heavy Atom Count: 12
• Complexity: 147

Purity/Quality:

99% ^*data from raw suppliers

3-Ethoxysalicylaldehyde >97.0%(GC) ^*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: CCOC1=CC=CC(=C1O)C=O
• Uses: 3-Ethoxysalicylaldehyde was used in the preparation of:Schiff base ligand via condensation with trans-1,2-diaminocyclohexanesubstituted salen-type Schiff base ligandsa new Schiff base, 2-ethoxy-6-[(3-methylaminopropylimino)methyl]phenol, via reaction with N-methylpropane-1,3-diamine

Technology Process of 3-Ethoxysalicylaldehyde

There total 14 articles about 3-Ethoxysalicylaldehyde 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: 86.0%

3-ethoxy-2-methoxy-benzaldehyde (75792-34-6) → 3-ethoxysalicylaldehyde (492-88-6)

Guidance literature:

With cerium(III) chloride; sodium iodide; In acetonitrile; for 10h; Heating;

DOI:10.1246/cl.2000.738

Reference yield: 53.1%

ethyl bromide (74-96-4) + 2,3-dihydroxybenzaldehyde (24677-78-9) → 3-ethoxysalicylaldehyde (492-88-6)

Guidance literature:

2,3-dihydroxybenzaldehyde; With sodium hydride; In dimethyl sulfoxide; mineral oil; for 1h; Inert atmosphere;

ethyl bromide; In dimethyl sulfoxide; mineral oil; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.ejmech.2015.01.054

Reference yield:

2-Ethoxyphenol (94-71-3) + formaldehyd (50-00-0,30525-89-4,61233-19-0) → 3-ethoxysalicylaldehyde (492-88-6)

Guidance literature:

2-Ethoxyphenol; With Tri-n-octylamine; SnCl₃^(1-); In toluene; at 20 ℃; for 0.5h;

formaldehyd; at 80 ℃; for 12h;

upstream raw materials:

2-Ethoxyphenol

2-ethoxy-6-propenyl-phenol

nitrobenzene

formaldehyd

Downstream raw materials:

2-methyl-6-ethoxyphenol

5-bromo-3-ethoxy-2-hydroxybenzaldehyde

3-ethoxy-2-hydroxy-5-nitrobenzaldehyde

3-ethoxy-pyrocatechol

Refernces

• 1、 -. "3-substituted coumarin derivatives and their use". Paragraph 0088; 0089; 0090. . Retrieved 2016/10/08.
• 2、 Reddy, S. Satyanarayana,Krupadanam, G. L. David. "Efficient one-pot synthesis of ethyl [2-(2H-Chromene-3yl)-4-oxo-L,3- thiazolidin-3-yl]acetates". body text. p. 1305 - 1311. Retrieved 2010/06/20.