Basic information Safety Supplier Related

1,14-DIBROMO-3,6,9,12-TETRAOXATETRADECANE

Basic information Safety Supplier Related

1,14-DIBROMO-3,6,9,12-TETRAOXATETRADECANE Basic information

Product Name:
1,14-DIBROMO-3,6,9,12-TETRAOXATETRADECANE
Synonyms:
  • 1,14-DIBROMO-3,6,9,12-TETRAOXATETRADECANE
  • 1,2-Bis[2-(2-bromoethoxy)ethoxy]ethane
  • 1,14-Dibro-3,6,9,12-tetraoxatetradecane
  • Br-PEG4-bromide
  • Br-PEG4-CH2CH2Br
  • CAS_57602-02-5
  • Br-PEG4-br,Bromo-PEG4-bromide
  • 3,6,9,12-Tetraoxatetradecane, 1,14-dibromo-
CAS:
57602-02-5
MF:
C10H20Br2O4
MW:
364.07
Product Categories:
  • Nitric Oxide Reagents
  • Polyethyleneglycol Derivative
  • Cross Linking Reagents
Mol File:
57602-02-5.mol
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1,14-DIBROMO-3,6,9,12-TETRAOXATETRADECANE Chemical Properties

storage temp. 
Sealed in dry,Room Temperature
solubility 
Chloroform
form 
Clear Light Yellow Liquid
color 
Colorless to light yellow
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1,14-DIBROMO-3,6,9,12-TETRAOXATETRADECANE Usage And Synthesis

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.

Chemical Properties

Clear Light Yellow Liquid

Uses

A cross-linking reagent.

Synthesis

109789-39-1

57602-02-5

The general procedure for the synthesis of dibromopenta PEG from pentaethylene glycol disulfonate (CAS: 109789-39-1) is as follows: in Example 2, pentaethylene glycol disulfonate (3.94 g, 10 mmol) was dissolved with tetrabutylammonium bromide (13.3 g) in acetonitrile (50 mL). The reaction mixture was stirred for 16 h under the protection of nitrogen atmosphere. Upon completion of the reaction, the solvent was removed by distillation. Subsequently, liquid-liquid extraction was performed by adding ethyl acetate and water to the residue. The organic phases were combined, dried with anhydrous sodium sulfate, filtered and concentrated. Finally, the target product dibromopenta PEG (2.73 g, 75% yield) was purified by column chromatography. The structure of the product was confirmed by 1H-NMR (CDCl3): δ 3.49 (t, 4H), 3.69 (s, 12H), 3.84 (t, 4H).

IC 50

PEGs

References

[1] Bioorganic and Medicinal Chemistry Letters, 2003, vol. 13, # 3, p. 557 - 560
[2] Steroids, 2006, vol. 71, # 10, p. 911 - 921
[3] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 2, p. 636 - 643
[4] Patent: US2016/82117, 2016, A1. Location in patent: Paragraph 0046

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