Acetic acid, 2,2'-[1,4-phenylenebis(oxy)]bis-

Base Information

• Chemical Name: Acetic acid, 2,2'-[1,4-phenylenebis(oxy)]bis-
• CAS No.: 2245-53-6
• Molecular Formula: C10H10 O6
• Molecular Weight: 226.186
• Hs Code.: 29172090
• European Community (EC) Number: 218-834-0
• NSC Number: 163333
• UNII: F3BW4QT9CX
• DSSTox Substance ID: DTXSID2062292
• Nikkaji Number: J213.138B
• Wikidata: Q81989961
• Mol file: 2245-53-6.mol

Synonyms:hydroquinone-diacetate;hydroquinone-O,O'-diacetic acid

Chemical Property of Acetic acid, 2,2'-[1,4-phenylenebis(oxy)]bis-

Chemical Property:

• Appearance/Colour: Off-white to light tan powder
• Melting Point: 248-251 °C
• Refractive Index: 1.4390 (estimate)
• Boiling Point: 449.7°Cat760mmHg
• Flash Point: 181.3°C
• PSA: 93.06000
• Density: 1.416g/cm³
• LogP: 0.61340
• Storage Temp.: 2-8°C
• Water Solubility.: Slightly soluble in water.
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 226.04773803
• Heavy Atom Count: 16
• Complexity: 218

Purity/Quality:

97% ^*data from raw suppliers

2,2'-(1,4-Phenylenebis(oxy))diaceticacid 98% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1OCC(=O)O)OCC(=O)O
• Uses: Hydroquinone-O,O'-diacetic acid is used as an organic chemical synthesis intermediate.

Technology Process of Acetic acid, 2,2'-[1,4-phenylenebis(oxy)]bis-

There total 16 articles about Acetic acid, 2,2'-[1,4-phenylenebis(oxy)]bis- 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: 95.4%

(4-ethoxycarbonylmethoxy-phenoxy)-acetic acid ethyl ester (5897-78-9) → 2,2'-[1,4-phenylenebis(oxy)]bisacetic acid (2245-53-6)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; Reflux;

DOI:10.1039/c9ta13776a

Reference yield: 90.0%

ethyl bromoacetate (105-36-2) + hydroquinone (123-31-9,8027-02-9) → 2,2'-[1,4-phenylenebis(oxy)]bisacetic acid (2245-53-6)

Guidance literature:

ethyl bromoacetate; hydroquinone; With 18-crown-6 ether; potassium carbonate; In acetone;

With sodium hydroxide; In water;

DOI:10.1016/S0040-4039(03)01786-6

Reference yield: 90.0%

chloroacetic acid (79-11-8) + hydroquinone (123-31-9,8027-02-9) → 2,2'-[1,4-phenylenebis(oxy)]bisacetic acid (2245-53-6)

Guidance literature:

With polyethylene glycol-600; potassium carbonate; potassium iodide; In toluene; at 100 ℃; for 1.5h;

DOI:10.1080/00397919608003507

upstream raw materials:

(4-ethoxycarbonylmethoxy-phenoxy)-acetic acid ethyl ester

chloroacetic acid

hydroquinone

(4-hydroxyphenoxy)acetic acid

Downstream raw materials:

(4-methoxycarbonylmethoxycarbonylmethoxy-phenoxy)acetic acid methoxycarbonylmethyl ester

2-{2-[4-(1-Methoxycarbonyl-ethoxycarbonylmethoxy)-phenoxy]-acetoxy}-propionic acid methyl ester

{4-[5-Chloro-2-(2,4-dichloro-phenoxy)-phenoxycarbonylmethoxy]-phenoxy}-acetic acid 5-chloro-2-(2,4-dichloro-phenoxy)-phenyl ester

5'-O-(4,4'-dimethoxytrityl)-3'-O-[4-(carboxymethoxy)phenoxyacetyl]thymidine