1,14-Dibromo-3,6,9,12-tetraoxatetradecane

Base Information

• Chemical Name: 1,14-Dibromo-3,6,9,12-tetraoxatetradecane
• CAS No.: 57602-02-5
• Molecular Formula: C10H20Br2O4
• Molecular Weight: 364.074
• Hs Code.: 2909199090
• DSSTox Substance ID: DTXSID50454837
• Nikkaji Number: J284.847C
• Wikidata: Q82276608
• Mol file: 57602-02-5.mol

Synonyms:1,14-DIBROMO-3,6,9,12-TETRAOXATETRADECANE;57602-02-5;Bromo-PEG4-bromide;1,2-bis[2-(2-bromoethoxy)ethoxy]ethane;MFCD07369317;C10H20Br2O4;Br-PEG4-bromide;2-CHLOROBENZALOXIME;3,6,9,12-Tetraoxatetradecane, 1,14-dibromo-;SCHEMBL5838793;DTXSID50454837;AKOS015836182;CS-W021267;GS-4494;HY-W040527;BP-21690;SY107539;FT-0666508

Chemical Property of 1,14-Dibromo-3,6,9,12-tetraoxatetradecane

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.489
• Boiling Point: 373.174°C at 760 mmHg
• Flash Point: 152.948°C
• PSA: 36.92000
• Density: 1.483g/cm³
• LogP: 1.84260
• Storage Temp.: Refrigerator
• Solubility.: Chloroform
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 13
• Exact Mass: 363.97078
• Heavy Atom Count: 16
• Complexity: 113

Purity/Quality:

99.3% ^*data from raw suppliers

1,14-Dibromo-3,6,9,12-tetraoxatetradecane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(COCCOCCBr)OCCOCCBr
• Description: Bromo-PEG4-bromide is a PEG linker containing two bromide groups. The bromide (Br) is a very good leaving group for nucleophilic substitution reactions. The hydrophilic PEG spacer increases solubility in aqueous media.
• Uses: A cross-linking reagent.

Technology Process of 1,14-Dibromo-3,6,9,12-tetraoxatetradecane

There total 6 articles about 1,14-Dibromo-3,6,9,12-tetraoxatetradecane 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: 88.0%

Pentaethylene glycol (4792-15-8) → 1,14-dibromo-3,6,9,12-tetraoxatetradecane (57602-02-5)

Guidance literature:

With bromine; triphenylphosphine; In acetonitrile; at 20 ℃; for 48h;

DOI:10.1016/j.bmc.2003.08.037

Reference yield: 55.0%

→ 1,14-dibromo-3,6,9,12-tetraoxatetradecane (57602-02-5)

Guidance literature:

Reference yield:

pentaethylene glycol dimesylate (109789-39-1) → 1,14-dibromo-3,6,9,12-tetraoxatetradecane (57602-02-5)

Guidance literature:

With lithium bromide; In acetone; for 20h; Heating;

DOI:10.1016/S0960-894X(02)00987-3 DOI:10.1016/j.steroids.2006.06.007

upstream raw materials:

Pentaethylene glycol

1,14-dichloro-3,6,9,12-tetraoxatetradecane

pentaethylene glycol dimesylate

Tetraethylene glycol

Downstream raw materials:

hexa-P-phenyl-P,P'-(3,6,9,12-tetraoxa-tetradecanediyl)-di-phosphonium; dibromide

1,16-bis-1,4,7,10,13,16-hexaoxahexadecane

18,20-benzo-1,16-bis(4-tolylsulfonyl)-1,16-diaza-4,7,10,13-tetraoxacyclouncosane

17-benzyloxy-19-methylbenzo-1,4,7,10,13,16-hexaoxacyclooctadecane

Refernces

• 1、 Liu, Sheng-Gao,Liu, Haiying,Bandyopadhyay, Krisanu,Gao, Zhiqiang,Echegoyen, Luis. "Dithia-crown-annelated tetrathiafulvalene disulfides: Synthesis, electrochemistry, self-assembled films, and metal ion recognition". . p. 3292 - 3298. Retrieved 2000.
• 2、 -. "LOW MOLECULAR WEIGHT POLYETHYLENE GLYCOL DRUG CONJUGATES HAVING IMPROVED DRUG BIOLOGICAL ACTIVITY". . . Retrieved 2016/04/19.
• 3、 Bérubé, Gervais,Rabouin, Daniel,Perron, Valérie,N'Zemba, Blaise,Gaudreault, René-C.,Parent, Sophie,Asselin, éric. "Synthesis of unique 17β-estradiol homo-dimers, estrogen receptors binding affinity evaluation and cytocidal activity on breast, intestinal and skin cancer cell lines". . p. 911 - 921. Retrieved 2007/10/03.