(4-Formyl-2-methoxyphenoxy)acetic acid

Base Information

• Chemical Name: (4-Formyl-2-methoxyphenoxy)acetic acid
• CAS No.: 1660-19-1
• Molecular Formula: C10H10 O5
• Molecular Weight: 210.186
• Hs Code.: 2918990090
• European Community (EC) Number: 832-085-2
• DSSTox Substance ID: DTXSID50350724
• Wikidata: Q82126810
• Mol file: 1660-19-1.mol

Synonyms:(4-formyl-2-methoxyphenoxy)acetic acid;1660-19-1;2-(4-formyl-2-methoxyphenoxy)acetic acid;MFCD00738111;4-formyl-2-methoxyphenoxyacetic acid;Cambridge id 5721349;Oprea1_444835;SCHEMBL6536289;DTXSID50350724;GRMPBSIGDVNLKQ-UHFFFAOYSA-N;STK075158;2-methoxy-4-formyl phenoxyacetic acid;AKOS000113581;(2-Methoxy-4-formylphenoxy)acetic acid;2-(4-formyl-2-methoxyphenoxy)aceticacid;LS-01733;2-(4-formyl-2-methoxyphenoxy) acetic acid;BB 0217664;CS-0116516;FT-0678452;EN300-09245;SR-01000218001;(4-Formyl-2-methoxyphenoxy)acetic acid, AldrichCPR;SR-01000218001-1;Z55993119

Chemical Property of (4-Formyl-2-methoxyphenoxy)acetic acid

Chemical Property:

• Vapor Pressure: 5.53E-07mmHg at 25°C
• Boiling Point: 396.1°C at 760 mmHg
• Flash Point: 159.5°C
• PSA: 72.83000
• LogP: 0.97110
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 210.05282342
• Heavy Atom Count: 15
• Complexity: 228

Purity/Quality:

98%min ^*data from raw suppliers

(4-Formyl-2-methoxyphenoxy)aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)C=O)OCC(=O)O

Technology Process of (4-Formyl-2-methoxyphenoxy)acetic acid

There total 15 articles about (4-Formyl-2-methoxyphenoxy)acetic acid 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: 86.2%

vanillin (121-33-5,8014-42-4) + chloroacetic acid (79-11-8) → (4-formyl-2-methoxyphenoxy)acetic acid (1660-19-1)

Guidance literature:

With sodium hydroxide; In water; for 12h; Reflux;

DOI:10.1016/j.bmcl.2015.07.088

Reference yield: 82.0%

ethyl 2-(4-formyl-2-methoxyphenoxy)acetate (51264-70-1) → (4-formyl-2-methoxyphenoxy)acetic acid (1660-19-1)

Guidance literature:

ethyl 2-(4-formyl-2-methoxyphenoxy)acetate; With sodium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃; for 33h;

With hydrogenchloride; In tetrahydrofuran; methanol; water; pH=3;

DOI:10.1039/b927215c

Reference yield: 67.7%

vanillin (121-33-5,8014-42-4) + bromoacetic acid (79-08-3) → (4-formyl-2-methoxyphenoxy)acetic acid (1660-19-1)

Guidance literature:

In water; for 6h; Reflux;

upstream raw materials:

ethyl 2-(4-formyl-2-methoxyphenoxy)acetate

(2-methoxy-4-propenyl-phenoxy)-acetic acid

vanillin

chloroacetic acid

Downstream raw materials:

4-carboxymethoxy-3-methoxy-trans-cinnamic acid

4-(carboxymethoxy)-3-methoxybenzoic acid

[4-(isonicotinoylhydrazono-methyl)-2-methoxy-phenoxy]-acetic acid

2-methoxy-4-(3-methyl-5-oxo-1-phenyl-4-pyrazolylidenemethyl)phenoxyacetic acid

Refernces

• 1、 Bharathi, Jeyabalan Jeyaram,Dhivya, S.,Divakar, Selvaraj,Durai, Priya,Justin, Antony,Kabadi, Pradeep,Mandal, Subhankar,Prabitha, P.,Prashantha Kumar, B. R.,Sandhya, C. H.,Sekhar, Satheesh John,Wadhwani, Ashish D.,Yuvaraj, S.. "Rational Design, Synthesis, and In Vitro Neuroprotective Evaluation of Novel Glitazones for PGC-1α Activation via PPAR-γ: a New Therapeutic Strategy for Neurodegenerative Disorders". . . Retrieved 2019.
• 2、 Lancefield, Christopher S.,Teunissen, Lucas W.,Weckhuysen, Bert M.,Bruijnincx, Pieter C. A.. "Iridium-catalysed primary alcohol oxidation and hydrogen shuttling for the depolymerisation of lignin". supporting information. p. 3214 - 3221. Retrieved 2018/07/31.