1,4-Butanediol diglycidyl ether

Base Information

• Chemical Name: 1,4-Butanediol diglycidyl ether
• CAS No.: 29611-97-0
• Deprecated CAS: 162786-24-5,54350-59-3
• Molecular Formula: C₁₀H₁₈O₄
• Molecular Weight: 202.251
• European Community (EC) Number: 219-371-7,608-404-4
• ICSC Number: 0110
• NSC Number: 24834
• UN Number: 3334
• UNII: E9MU425FIB
• DSSTox Substance ID: DTXSID7024667
• Nikkaji Number: J42.721G
• Wikipedia: 1,4-Butanediol_diglycidyl_ether
• Wikidata: Q13427523
• ChEMBL ID: CHEMBL1450123
• Mol file: 29611-97-0.mol

Synonyms:1,4-bis(2,3-epoxypropoxy)butane;1,4-butanediol diglycidyl ether;1,4-butanedioldiglycidyl ether;BDDE ether cpd;BUDGIE reagent

Chemical Property of 1,4-Butanediol diglycidyl ether

Chemical Property:

• Boiling Point: 266°Cat760mmHg
• Flash Point: 122.1°C
• Density: 1.117g/cm³
• XLogP3: 0
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 202.12050905
• Heavy Atom Count: 14
• Complexity: 144
• Transport DOT Label: Class 9

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Chemical Classes: Plastics & Rubber -> Glycidyl Ethers
• Canonical SMILES: C1C(O1)COCCCCOCC2CO2
• 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 irritating to the respiratory tract. The substance is severely irritating to the eyes and skin.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization.

Technology Process of 1,4-Butanediol diglycidyl ether

There total 8 articles about 1,4-Butanediol diglycidyl 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: 89.0%

Butane-1,4-diol (110-63-4) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → 1,4-Butanediol diglycidyl ether (2425-79-8,29611-97-0)

Guidance literature:

With tetrabutyl-ammonium chloride; water; sodium hydroxide; at 40 ℃; for 0.75h;

DOI:10.1016/j.ab.2020.113693

Reference yield: 18.0%

racemic 1,4-butanediol diglycidyl ether (29611-97-0) → (2’R,2”R)-1,4-butanediol diglycidyl ether (29611-97-0) + (2'S,2''S)-1,4-butanediol diglycidyl ether (29611-97-0) + (2’S,2”R)-1,4-butanediol diglycidyl ether (29611-97-0)

Guidance literature:

With [(S,S)-N,N’-bis(3,5-di-tertbutylsalicylidene)-1,2-cyclohexanediaminato(2-)]cobalt(II); acetic acid; In tetrahydrofuran; water; at 0 - 23 ℃; for 24h; enantioselective reaction;

Reference yield: 18.0%

racemic 1,4-butanediol diglycidyl ether (29611-97-0) → (2’R,2”R)-1,4-butanediol diglycidyl ether (29611-97-0) + (2'S,2''S)-1,4-butanediol diglycidyl ether (29611-97-0) + (2’S,2”R)-1,4-butanediol diglycidyl ether (29611-97-0)

Guidance literature:

With [(S,S)-N,N’-bis(3,5-di-tertbutylsalicylidene)-1,2-cyclohexanediaminato(2-)]cobalt(II); acetic acid; In tetrahydrofuran; water; at 0 - 23 ℃; for 24h; enantioselective reaction;

upstream raw materials:

Butane-1,4-diol

epichlorohydrin

1,4-Butanediol diglycidyl ether

Refernces

• 1、 Abbasi, Hassan,Pourrostam-Ravadanaq, Pariya,Safa, Kazem D.. "Study of imidazole performance as pseudo-affinity ligand in the purification of IgG from bovine milk". . . Retrieved 2020/04/08.
• 2、 Yi, Wen-Jing,Feng, Zhi-Hua,Zhang, Qin-Fang,Zhang, Ji,Li, Ling-Dong,Zhu, Wen,Yu, Xiao-Qi. "Diol glycidyl ether-bridged cyclens: Preparation and their applications in gene delivery". experimental part. p. 2413 - 2421. Retrieved 2011/05/14.