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Chemical Structure| 57641-66-4 Chemical Structure| 57641-66-4
Chemical Structure| 57641-66-4
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Product Details of Bromo-PEG2-alcohol

CAS No. :57641-66-4
Formula : C4H9BrO2
M.W : 169.02
SMILES Code : BrCCOCCO
Synonyms :
Bromo-PEG2-alcohol
MDL No. :MFCD20621572
InChI Key :JTOJLOUPDKBCCH-UHFFFAOYSA-N
Pubchem ID :11819432

Safety of Bromo-PEG2-alcohol

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of Bromo-PEG2-alcohol

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 57641-66-4 ]
  • Downstream synthetic route of [ 57641-66-4 ]

[ 57641-66-4 ] Synthesis Path-Upstream   1~5

  • 1
  • [ 111-46-6 ]
  • [ 57641-66-4 ]
YieldReaction ConditionsOperation in experiment
12%
Stage #1: With triphenylphosphine In dichloromethane at 20℃; for 0.5 h;
Stage #2: With carbon tetrabromide In dichloromethane at 20℃;
A solution of 2,2'-oxydiethanol (25 g, 236 mmol) in DCM (250 mL) was treated with triphenylphosphine (30.9 g, 1 18 mmol) and the solution was stirred at room temperature for 30 min. Carbon tetrabromide (39.1 g, 1 18 mmol) was added to the solution dropwise over 60 min. then mixture was stirred at 20 °C overnight. The mixture was evaporated and purified by chromatography (silica gel, 0.2-0.33percent EtOAc in pet. ether) to afford the desired product (5.0 g; 12percent) as a colorless oil. LCMS m/z 192.9 and 190.8 (M+Na)+, 170.9 and 168.8 (M+H)+
References: [1] Angewandte Chemie - International Edition, 2014, vol. 53, # 48, p. 13196 - 13200[2] Angew. Chem., 2014, vol. 126, # 48, p. 13412 - 13416,5.
[3] Journal of Organic Chemistry, 1993, vol. 58, # 27, p. 7694 - 7699.
[4] Journal of Medicinal Chemistry, 2012, vol. 55, # 15, p. 6898 - 6915.
[5] Angewandte Chemie - International Edition, 2005, vol. 44, # 34, p. 5480 - 5483.
[6] Organic and Biomolecular Chemistry, 2008, vol. 6, # 14, p. 2554 - 2559.
[7] Patent: WO2019/53617, 2019, A1, . Location in patent: Page/Page column 177.
[8] Patent: WO2009/94242, 2009, A1, . Location in patent: Page/Page column 33.
  • 2
  • [ 75-21-8 ]
  • [ 540-51-2 ]
  • [ 57641-66-4 ]
References: [1] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 25, p. 865.
  • 3
  • [ 75-21-8 ]
  • [ 540-51-2 ]
  • [ 57641-67-5 ]
  • [ 57641-66-4 ]
References: [1] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 25, p. 865.
  • 4
  • [ 107-21-1 ]
  • [ 106-93-4 ]
  • [ 57641-66-4 ]
References: [1] Annales de Chimie (Cachan, France), 1863, vol. <3>67, p. 272.
  • 5
  • [ 107-21-1 ]
  • [ 106-93-4 ]
  • [ 123-91-1 ]
  • [ 57641-67-5 ]
  • [ 57641-66-4 ]
  • [ 540-51-2 ]
References: [1] Annales de Chimie (Cachan, France), 1863, vol. <3>67, p. 272.
 

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