4-(Carboxymethoxy)benzoic acid

Base Information

• Chemical Name: 4-(Carboxymethoxy)benzoic acid
• CAS No.: 19360-67-9
• Molecular Formula: C9H8 O5
• Molecular Weight: 196.16
• Hs Code.: 2918990090
• European Community (EC) Number: 242-994-0
• NSC Number: 190728
• UNII: PHH3DSV8ZX
• DSSTox Substance ID: DTXSID10172969
• Nikkaji Number: J236.713K
• Wikidata: Q83043058
• ChEMBL ID: CHEMBL216861
• Mol file: 19360-67-9.mol

Synonyms:4-(Carboxymethoxy)benzoic acid;19360-67-9;4-Carboxyphenoxyacetic acid;p-Carboxyphenoxyacetic acid;Benzoic acid,4-(carboxymethoxy)-;PHH3DSV8ZX;Benzoic acid, 4-(carboxymethoxy)-;4-Carboxyphenoxyaceticacid;EINECS 242-994-0;NSC-190728;UNII-PHH3DSV8ZX;4-(Carboxymethoxy)benzoicacid;(4-Carboxyphenoxy)acetic acid;4-Carboxymethoxy-benzoic Acid;SCHEMBL341847;CHEMBL216861;DTXSID10172969;4-(Carboxymethoxy)benzoic acid #;4-CARBOXYLPHENOXYACETIC ACID;AMY39878;BBL034638;MFCD00004307;NSC190728;STL255559;AKOS001262667;NSC 190728;P-ANISIC ACID, .ALPHA.-CARBOXY-;NS-01930;4-CARBOXY-1-(CARBOXYMETHOXY)BENZENE;CS-0110649;FT-0694679;EN300-21694;7-HYDROXY-4-METHYL-3-PHENYLCOUMARIN97;D84239;Z104509508

Chemical Property of 4-(Carboxymethoxy)benzoic acid

Chemical Property:

• Vapor Pressure: 1.83E-07mmHg at 25°C
• Melting Point: 280-282 °C
• Refractive Index: 1.4717 (estimate)
• Boiling Point: 410.2°Cat760mmHg
• PKA: 3.04±0.10(Predicted)
• Flash Point: 170.1°C
• PSA: 83.83000
• Density: 1.43g/cm³
• LogP: 0.84820
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 196.03717335
• Heavy Atom Count: 14
• Complexity: 217

Purity/Quality:

98%min ^*data from raw suppliers

4-(carboxymethoxy)benzoicAcid ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)O)OCC(=O)O

Technology Process of 4-(Carboxymethoxy)benzoic acid

There total 13 articles about 4-(Carboxymethoxy)benzoic 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: 96.0%

chloroacetic acid (79-11-8) + 4-hydroxy-benzoic acid (99-96-7) → 4-carboxymethoxy-benzoic acid (19360-67-9)

Guidance literature:

With sodium hydroxide; In water; at 95 - 100 ℃; for 0.166667h; Microwave irradiation; Sonication; Green chemistry;

DOI:10.3390/molecules23092360

Reference yield: 91.4%

methyl 4-(2-methoxy-2-oxoethoxyl)benzoate (35005-30-2) → 4-carboxymethoxy-benzoic acid (19360-67-9)

Guidance literature:

methyl 4-(2-methoxy-2-oxoethoxyl)benzoate; With sodium hydroxide; water; at 80 ℃; for 5h;

With hydrogenchloride; In water; pH=1;

Reference yield: 84.0%

glycolic Acid (79-14-1) + 4-iodobenzoic acid (619-58-9) → 4-carboxymethoxy-benzoic acid (19360-67-9)

Guidance literature:

With copper(l) iodide; caesium carbonate; In water; dimethyl sulfoxide; at 120 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jo400702z

upstream raw materials:

(4-chloroacetyl-phenoxy)-acetic acid

chloroacetic acid

4-hydroxy-benzoic acid

(4-formylphenoxy)acetic acid

Downstream raw materials:

methyl 4-(2-methoxy-2-oxoethoxyl)benzoate

C₇₁H₁₁₈N₆O₁₁

4-methoxycarbonylmethoxycarbonylmethoxy-benzoic acid methoxycarbonylmethyl ester

Refernces

• 1、 Wang, Xiao-Feng,Yu, Li,Wei, Hao,Wu, Gang. "Synthesis, crystal structure, and physical properties of a barium(II) p-(Carboxyl-methyloxy)-benzenecarboxylic acid complex". . p. 289 - 292. Retrieved 2011.
• 2、 -. "PODOPHYLLOTOXIN DERIVATIVES AND THEIR USE". Paragraph 0103-0104. . Retrieved 2017/05/17.
• 3、 Xiao, Yan,Xu, Yongnan,Cheon, Hwan-Sung,Chae, Junghyun. "Copper(II)-catalyzed hydroxylation of aryl halides using glycolic acid as a ligand". . p. 5804 - 5809. Retrieved 2013/07/25.