m-Phenylenedioxydi(acetic acid)

Base Information

• Chemical Name: m-Phenylenedioxydi(acetic acid)
• CAS No.: 102-39-6
• Molecular Formula: C10H10O6
• Molecular Weight: 226.186
• Hs Code.: 2918990090
• European Community (EC) Number: 203-027-8
• NSC Number: 1855
• UNII: 30S88G4869
• DSSTox Substance ID: DTXSID40144513
• Nikkaji Number: J182.155E
• Wikidata: Q27894340
• Mol file: 102-39-6.mol

Synonyms:102-39-6;resorcinol-o,o'-diacetic acid;2-[3-(carboxymethoxy)phenoxy]acetic acid;m-Phenylenedioxydi(acetic acid);(m-Phenylenedioxy)diacetic acid;Acetic acid, 2,2'-[1,3-phenylenebis(oxy)]bis-;(1,3-Phenylenedioxy)diacetic acid;2,2'-(1,3-Phenylenebis(oxy))diacetic acid;RESORCINOL-O,O/'-DIACETIC ACID;Acetic acid, (m-phenylenedioxy)di-;NSC-1855;EINECS 203-027-8;Resorcinol Diacetic Acid;30S88G4869;ACETIC ACID, 2,2'-(1,3-PHENYLENEBIS(OXY))BIS-;m-phenylenedioxydi;Acetic acid,2,2'-[1,3-phenylenebis(oxy)]bis-;Oprea1_092905;Oprea1_778572;m-phenylenedioxydi-acetic acid;SCHEMBL413254;Resorcinol-O,O''-diacetic acid;DTXSID40144513;NSC1855;RESORCINOL-O,O-DIACETICACID;UNII-30S88G4869;(1,3-Phenylene)bisoxydiacetic acid;NSC 1855;MFCD00016696;BENZENE-1,3-DIOXYACETIC ACID;1,3-(DICARBOXYMETHOXY)BENZENE;AKOS003233462;AS-75746;2,2'-(1,3-Phenylenebis(oxy))diaceticacid;CS-0128372;FT-0755944;Acetic acid,2'-[1,3-phenylenebis(oxy)]bis-;D97751;2-[3-(2-hydroxy-2-oxoethoxy)phenoxy]acetic acid;Q27894340;2,2'-(1,3-PHENYLENEBIS(OXY))BIS(ACETIC ACID);Resorcinol diacetic acid 100 microg/mL in Acetonitrile

Chemical Property of m-Phenylenedioxydi(acetic acid)

Chemical Property:

• Vapor Pressure: 8.65E-09mmHg at 25°C
• Melting Point: 191-193 °C
• Refractive Index: 1.564
• Boiling Point: 447.4 °C at 760 mmHg
• PKA: 2.83±0.10(Predicted)
• Flash Point: 180.4 °C
• PSA: 93.06000
• Density: 1.416 g/cm³
• LogP: 0.61340
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 226.04773803
• Heavy Atom Count: 16
• Complexity: 228

Purity/Quality:

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

2-[3-(Carboxymethoxy)phenoxy]aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of m-Phenylenedioxydi(acetic acid)

There total 7 articles about m-Phenylenedioxydi(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: 92.0%

diethyl 2,2′‐(1,3‐phenylenebis(oxy))diacetate (66644-04-0) → 1,3-phenylenedioxydiacetic acid (102-39-6)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1039/C8NJ04380A

Reference yield: 87.0%

chloroacetic acid (79-11-8) + recorcinol (108-46-3) → 1,3-phenylenedioxydiacetic acid (102-39-6)

Guidance literature:

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

DOI:10.3390/molecules23092360

Reference yield:

recorcinol (108-46-3) → 1,3-phenylenedioxydiacetic acid (102-39-6)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate; potassium iodide / acetonitrile / 8 h / Reflux

2: water; potassium hydroxide / ethanol / Reflux

With water; potassium carbonate; potassium iodide; potassium hydroxide; In ethanol; acetonitrile;

DOI:10.3998/ark.5550190.0013.614

upstream raw materials:

diethyl 2,2′‐(1,3‐phenylenebis(oxy))diacetate

chloroacetic acid

recorcinol

3-hydroxyphenoxyacetic acid

Downstream raw materials:

[Eu(PODA)(FA)(H₂O)]_n

[Nd(PODA)(FA)(H₂O)]_n

[Pr(PODA)(FA)(H₂O)]_n

[Ce(PODA)(FA)(H₂O)]_n

Refernces

• 1、 Hu, Bing,Zhai, Yue-Yuan,Zhang, Ling,Zhang, You-Ming,Wei, Tai-Bao. "Synthesis, Structure, and Properties of the 2-[5-(Aryloxyacetyl)-Amino-1,3,4-Thiadiazol-2-Ylthio] Propionate Derivatives". . p. 1337 - 1345. Retrieved 2014.
• 2、 Sougoule, Aboubacar Sidiki,Mei, Zemin,Xiao, Xiao,Balde, Cheick Abdoul,Samoura, Salematou,Dolo, Arouna,Zhu, Dongsheng. "A novel macrocyclic organotin carboxylate containing a penta-nuclear long ladder". . p. 19 - 24. Retrieved 2014.