Diglycidyl resorcinol ether

Base Information

• Chemical Name: Diglycidyl resorcinol ether
• CAS No.: 101-90-6
• Deprecated CAS: 168331-52-0,2056031-50-4
• Molecular Formula: C12H14O4
• Molecular Weight: 222.241
• Hs Code.: 29109000
• European Community (EC) Number: 202-987-5
• ICSC Number: 0193
• NSC Number: 76621
• UN Number: 2811
• UNII: FXN2Y6QZ2W
• DSSTox Substance ID: DTXSID2020470
• Nikkaji Number: J182.147D
• Wikipedia: Diglycidyl_resorcinol_ether
• Wikidata: Q2956475
• NCI Thesaurus Code: C44376
• ChEMBL ID: CHEMBL1338613
• Mol file: 101-90-6.mol

Synonyms:1,3-bis(2,3-epoxypropoxy)benzene;diglycidyl resorcinol ether;resorcinol diglycidyl ether

Chemical Property of Diglycidyl resorcinol ether

Chemical Property:

• Appearance/Colour: yellow liquid
• Vapor Pressure: 9.33E-09mmHg at 25°C
• Melting Point: 33-35 °C
• Refractive Index: n20/D 1.542(lit.)
• Boiling Point: 364.338 °C at 760 mmHg
• Flash Point: 156.585 °C
• PSA: 43.52000
• Density: 1.248 g/cm³
• LogP: 1.24180
• Storage Temp.: Hygroscopic, Refrigerator, Under inert atmosphere
• Solubility.: H2O: insoluble
• Water Solubility.: Insoluble in water.
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 222.08920892
• Heavy Atom Count: 16
• Complexity: 211
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

Diglycidyl Resorcinol Ether ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 21/22-36/38-40-43-52/53-68
• Safety Statements: 23-36/37-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Plastics & Rubber -> Glycidyl Ethers
• Canonical SMILES: C1C(O1)COC2=CC(=CC=C2)OCC3CO3
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is severely irritating to the eyes. The substance is irritating to the skin and respiratory tract.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization. This substance is possibly carcinogenic to humans.
• Uses: Resorcinol diglycidyl ether is made by the reaction of epichlorohydrin and resorcinol in the presence of caustic. It is suggested for use as an epoxy resin, as a stabilizer of organic chemicals, as a curing agent for “Thiokol” rubber, and for the solubilizing of protein adhesives. Diglycidyl Resorcinol Ether is a Resorcinol (R144700) derivative. Resorcinol is A benzene derivative used as keratolytic and antiseborrheic. Also used in veterinary medicine as a topical antipruritic and antiseptic (has been used as intestinal antiseptic).Environmental toxin on US EPA Toxic Release Inventory list (TRI) list. Epoxy resins.

Technology Process of Diglycidyl resorcinol ether

There total 2 articles about Diglycidyl resorcinol ether 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: 85.0%

epichlorohydrin (106-89-8,24969-06-0,13403-37-7) + recorcinol (108-46-3) → resorcinol diglycidyl ether (101-90-6)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 25 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c6nj01120a

Reference yield:

→ resorcinol diglycidyl ether (101-90-6)

Guidance literature:

Resorcin, Epichlorhydrin, Alkali;

Reference yield: 99.0%

carbon dioxide (124-38-9,18923-20-1) + resorcinol diglycidyl ether (101-90-6) → 4,4'-((1,3-phenylenebis [oxy])bis(methylene))bis(1,3-dioxolan-2-one) (85023-49-0)

Guidance literature:

With tetrabutylammomium bromide; at 110 ℃; for 3h; under 7500.75 Torr;

DOI:10.1016/j.reactfunctpolym.2020.104502

upstream raw materials:

epichlorohydrin

recorcinol

Downstream raw materials:

3,3'-(1,3-phenylenebis(oxy))bis(1-morpholinopropan-2-ol)

1-(2-amino-ethylamino)-3-(3-morpholin-2-ylmethoxy-phenoxy)-propan-2-ol

1,1'-(m-Phenylendioxy)bis(3-isopropylamino-2-propanol)

2,2'-m-phenylenedioxydimethyl-bis-morpholine

Refernces

• 1、 Nouailhas, Helene,Aouf, Chahinez,Le Guerneve, Christine,Caillol, Sylvain,Boutevin, Bernard,Fulcrand, Helene. "Synthesis and properties of biobased epoxy resins. part 1. Glycidylation of flavonoids by epichlorohydrin". . p. 2261 - 2270. Retrieved 2011.