2-(Carboxymethoxy)benzoic acid

Base Information

• Chemical Name: 2-(Carboxymethoxy)benzoic acid
• CAS No.: 635-53-0
• Molecular Formula: C9H8 O5
• Molecular Weight: 196.16
• Hs Code.: 2918990090
• NSC Number: 1335
• UNII: 92GVS42KUY
• DSSTox Substance ID: DTXSID3060904
• Nikkaji Number: J135.616J
• Wikidata: Q81989221
• Mol file: 635-53-0.mol

Synonyms:2-(Carboxymethoxy)benzoic acid;635-53-0;Salicylacetic acid;Benzoic acid, 2-(carboxymethoxy)-;(o-Carboxyphenoxy)acetic acid;o-(Carboxymethoxy)benzoic acid;Acetic acid, (o-carboxyphenoxy)-;Acetic acid, (2-carboxyphenoxy)-;o-Anisic acid, alpha-carboxy-;AI3-16490;NSC 1335;BRN 2109705;92GVS42KUY;NSC1335;o-Anisic acid, .alpha.-carboxy-;NSC-1335;2-(CARBOXYMETHOXY)BENZOICACID;MFCD00021754;4-10-00-00140 (Beilstein Handbook Reference);O-(carboxymethoxy) benzoic acid;Benzoic acid, (carboxymethoxy)-;UNII-92GVS42KUY;2-Carboxymethoxybenzoic acid;2-carboxymethoxy benzoic acid;2-carboxy phenoxy acetic acid;2-Carboxymethoxy-benzoic Acid;SCHEMBL341639;2-carboxymethyloxy benzoic acid;DTXSID3060904;2-(2-Carboxyphenoxy)acetic acid;CS-B1790;STL221691;AKOS000352550;LS-36374;FT-0608747;O10511;AE-641/00136026;Z149153258

Chemical Property of 2-(Carboxymethoxy)benzoic acid

Chemical Property:

• Vapor Pressure: 1.59E-07mmHg at 25°C
• Melting Point: 188-190°C
• Boiling Point: 411.9°C at 760 mmHg
• PKA: 3.04±0.10(Predicted)
• Flash Point: 170.9°C
• PSA: 83.83000
• Density: 1.43g/cm³
• LogP: 0.84820
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 196.03717335
• Heavy Atom Count: 14
• Complexity: 225

Purity/Quality:

99% ^*data from raw suppliers

2-(Carboxymethoxy)benzoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-(Carboxymethoxy)benzoic acid

There total 21 articles about 2-(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: 91.0%

methyl 2-(2-ethoxy-2-oxoethoxy)benzoate (22511-42-8) → (2-carboxyphenoxy)acetic acid (635-53-0)

Guidance literature:

methyl 2-(2-ethoxy-2-oxoethoxy)benzoate; With methanol; sodium hydroxide; water; In tetrahydrofuran; for 24h; Heating / reflux;

With hydrogenchloride; water;

Reference yield: 81.0%

chloroacetic acid (79-11-8) + salicylic acid (69-72-7,25496-36-0,8052-31-1) → (2-carboxyphenoxy)acetic acid (635-53-0)

Guidance literature:

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

DOI:10.3390/molecules23092360

Reference yield: 80.0%

2-Formylphenoxyacetic acid (6280-80-4) → (2-carboxyphenoxy)acetic acid (635-53-0)

Guidance literature:

With alkaline permanganate;

upstream raw materials:

chloroacetic acid ethyl ester

methyl salicylate

ethyl bromoacetate

chloroacetic acid

Downstream raw materials:

ethyl 2-(2-ethoxy-2-oxoethoxy)benzoate

2-O-(ethoxycarbonylmethyl)benzoic acid

3-chlorobenzo[b]furan-2-carbaldehyde

Cu⁽²⁺⁾*(OOCC₆H₄OCH₂COO)^(2-)*H₂O=Cu(OOCC₆H₄OCH₂COO)*H₂O

Refernces

• 1、 Bakulina, Olga,Chizhova, Maria,Dar'in, Dmitry,Krasavin, Mikhail. "A General Way to Construct Arene-Fused Seven-Membered Nitrogen Heterocycles". supporting information. p. 362 - 371. Retrieved 2018/01/27.
• 2、 -. "Conjugate of Benzofuranone and Indole or Azaindole, and Preparation and Uses Thereof". . . Retrieved 2016/08/03.